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2-Mercaptoethanol: From Discovery to Future Prospects

Historical Development

The history of 2-mercaptoethanol stretches back to the early twentieth century, inspired by research into organic sulfur compounds. As scientists dug deeper into thiol chemistry, they unlocked the potential of 2-mercaptoethanol in reducing disulfide bonds. The compound entered the laboratory scene as interest in protein chemistry grew, and researchers needed a reliable agent to maintain proteins in their reduced forms. Over the years, its role expanded, finding a spot on countless reagent shelves. Its impact on life science research has been shaped by improvements in purification, better safety understanding, and a rising demand for more consistent, high-quality chemicals as molecular biology advanced. Laboratories that once struggled to keep proteins active learned that 2-mercaptoethanol could protect the integrity of their samples with a simple protocol adjustment.

Product Overview

2-Mercaptoethanol shows up as a clear liquid with a sharp, unpleasant odor. It belongs to the group of thiol compounds, and it is known by other names such as β-mercaptoethanol, BME, and 2-hydroxyethanethiol. Researchers rely on it for its reducing power, and industrial users appreciate its reactivity. As a staple in protein analysis and nucleic acid research, it has secured a place in kits and protocols across the world. Most laboratories use 2-mercaptoethanol to reduce disulfide bonds, denature proteins, and prevent oxidation in sensitive samples. Its popularity comes with a price, though, as handling requires care due to both smell and toxicity.

Physical & Chemical Properties

This compound packs a punch for its size. Its molecular formula is C2H6OS, appearing as a colorless to light yellow liquid. The boiling point hovers around 157°C, and freezing occurs just a bit below the freezing point of water. 2-Mercaptoethanol dissolves easily in water and alcohols, and it gives off vapors that catch the nose right away. Its strong, sulfur-like stench can take over a lab room if not sealed tightly, making ventilation a key concern. The thiol (-SH) group drives most of its properties, not just in chemistry but also in how it interacts with proteins and nucleic acids. Its reactivity lies in its ability to swap electrons with disulfide bridges, breaking those bonds and shifting protein structure.

Technical Specifications & Labeling

Every bottle that comes into the lab carries details like purity, water content, and manufacturer’s lot number. Purity, typically above 99%, determines how effective it will be, especially in experiments where contaminants can skew results. Labels show hazard warnings, storage conditions (usually a cool, well-ventilated area), and shelf-life estimations. The chemical suppliers put great effort into standardized containers, either glass or specialized plastics, to avoid unwanted reactions or degradation. Labels warn of toxicity, flammability, and environmental hazards, alerting users before they even open the container. Signal words—often “danger” or “hazard”—appear in bold, reminding staff that this isn’t your average buffer additive.

Preparation Method

2-Mercaptoethanol gets produced mainly through the reaction of ethylene oxide with hydrogen sulfide, a method that guarantees the creation of the thiol group alongside the hydroxyl group. Industry uses continuous-flow reactors, where temperatures and pressures nourish a steady output. Advances in manufacturing have tightened controls over byproduct formation and increased yields, but raw materials still require care. Every step, from the handling of hydrogen sulfide to the extraction and purification, sits under strict monitoring. The finished product undergoes distillation and decolorization before bottling for distribution.

Chemical Reactions & Modifications

The molecule’s reactivity sits front and center in its chemistry. That thiol group allows 2-mercaptoethanol to reduce disulfide bonds, break apart protein linkages, and shield sensitive amino acids from oxidation. In synthetic chemistry, it turns into a versatile tool for creating mixed disulfides, sulfonic acids, or other derivatives. If exposed to strong acids or bases, it can undergo further modifications, adding layers of complexity to its use in both research and manufacturing. Scientists who tinker with new labeling compounds or stabilizers often modify 2-mercaptoethanol to attach specific tags or functional groups, taking advantage of its free -OH and -SH groups.

Synonyms & Product Names

Research catalogs and supplier lists might call this compound by many different names. Besides 2-mercaptoethanol, you’ll see entries under β-mercaptoethanol, BME, 2-hydroxyethanethiol, and even ME or beta-met. Synonyms like Thioethylene glycol crop up on older MSDS sheets, but modern regulations prefer the straightforward IUPAC nomenclature. Some vendors use specific grades—molecular biology grade, reagent grade, or ACS grade—to denote the intended use and purity. These distinctions matter to scientists who need consistent, contaminant-free chemicals for experiments that hang on a knife’s edge.

Safety & Operational Standards

Every technician or scientist working with 2-mercaptoethanol receives regular safety reminders. Skin contact or inhalation spells trouble, so gloves, lab coats, and eye protection count as must-haves. Fume hoods provide a barrier against the suffocating odor and harmful vapors. Emergency eyewash stations must work, and spill cleanup relies on special absorbents because this chemical seeps into porous surfaces. Waste disposal follows strict hazardous materials guidelines, protecting both workers and the environment. Industry bodies and local governments insist on regular training and clear signage in work areas. Laboratories cannot afford shortcuts—mistakes lead to headaches, chemical burns, or worse.

Application Area

2-Mercaptoethanol shows up most often in life science, where it protects protein samples from oxidation. Researchers add it to sample buffers for SDS-PAGE, stabilizing enzymes for downstream reactions. It finds roles in cell culture, with low concentrations reducing culture media toxicity from trace metals or peroxides. Diagnostic kits and genetic testing protocols count on 2-mercaptoethanol to keep proteins and nucleic acids intact. Beyond the lab, some manufacturing processes use it to treat textiles or as a building block for specialty chemicals. In bioprocessing, reliable reduction of protein disulfide bonds means clearer data and more repeatable results. Molecules that interact with delicate redox chemistry nearly always benefit from its presence.

Research & Development

Research around 2-mercaptoethanol focuses on safer alternatives, better stabilizers, and pathway optimizations for synthetic chemistry. Biochemists never stop trying to understand protein folding, and 2-mercaptoethanol provides a cornerstone for these studies. In molecular diagnostics, the emphasis remains on maximizing signal-to-noise ratios by keeping biomolecules in their most functional forms. Scientists keep searching for ways to tweak its structure for better stability or lower toxicity. As greener chemistry rises in importance, industrial process engineers revisit its production to cut down on environmental impact, seeking out both safer raw materials and cleaner waste streams. Each discovery or patent tells the next story in a field where every small improvement adds up.

Toxicity Research

Toxicologists flagged concerns about 2-mercaptoethanol from its earliest days. Exposure through skin, eyes, or inhalation leads to irritation, respiratory problems, and in high doses, more severe organ impacts. Animal studies show that chronic inhalation can damage the liver and kidneys. In cell culture, excessive concentrations can harm the very cells researchers aim to preserve. Guidelines fix exposure limits, and manufacturers invest in safer packaging to reduce risk in transit and handling. Workplace stories about accidental exposure become teachable moments: respect for proper technique and working under hoods must underpin every protocol. Research groups explore analogs with lower toxicity, but so far, few can match the balance of effectiveness and cost.

Future Prospects

Looking ahead, the story of 2-mercaptoethanol winds through advances in biochemistry, molecular diagnostics, and industrial manufacturing. Researchers call for better stabilizers and cleaner alternatives, nudging the field toward compounds that deliver similar results with fewer drawbacks. Increased attention on lab worker health pushes suppliers to coat bottles, improve ventilation standards, and develop versions with lower volatility. Environmental agencies push for greener synthesis, often spurring shifts in both large-scale chemical production and waste management. Competition inspires continuous improvement—alternative reducing agents, novel derivatives, and ongoing toxicity evaluations all spur innovation. The role of 2-mercaptoethanol mirrors the path of science itself: sometimes messy, often challenging, always pressing forward with curiosity and a drive to do better.




What is 2-Mercaptoethanol used for?

The Unexpected Footprint of a Chemical

Most folks have never heard of 2-mercaptoethanol, though it plays a hidden but important role in biology labs. This chemical often smells a bit like rotten eggs, which hardly suggests anything glamorous or high-tech. Still, scientists value it for what it can do, especially in places where people pull apart the basic building blocks of life.

Breaking Down Proteins

One of the biggest uses of 2-mercaptoethanol happens during protein studies. Proteins twist into shapes by forming special bonds called disulfide bridges. These bridges help keep the protein folded in a certain way. Researchers use 2-mercaptoethanol to break those bridges apart. Without the bonds, proteins unwind and spread out. This is a key step in running a gel electrophoresis, a test used to check proteins in everything from cancer research to food testing.

I’ve seen how even a tiny bottle of 2-mercaptoethanol can become a lifeline during long nights in the lab. Students learning about enzymes use it to strip proteins down to their main structure. They can then read how certain drugs, toxins, or genetic changes affect the proteins. Without this chemical, many puzzling diseases would still have scientists scratching their heads.

Cell Culture and Genetic Work

Beyond protein analysis, this chemical helps when growing cells in the lab. Animal cells often get finicky under stress. Adding 2-mercaptoethanol to the media keeps these cells healthier by protecting them from harmful byproducts their own metabolism produces. It stands out as an unsung hero in experiments where scientists need mice, human, or even plant cells to live for weeks on end.

There’s also a role in transfection—getting foreign DNA inside cells. The chemical helps by ensuring that the cellular machinery does not chew up the new DNA before the experiment kicks in. Without it, the efficiency drops and experiments take much longer.

Risks and Responsibility in Handling

The reality isn’t all simple. Anyone who has handled 2-mercaptoethanol knows it’s no joke. The strong smell lingers, sometimes even after gloves come off. It can irritate the skin, and fumes sting the eyes and nose. Good labs take extra precautions to safeguard those who use it, with fume hoods and training on what to do if something spills. Accidents remind everyone not to cut corners.

A Better Chemical Future

Given concerns about exposure and environmental impact, some researchers look for alternatives or tweak their protocols to minimize spills and waste. Institutions install specialized filters and improve ventilation to keep air cleaner. Manufacturers also work on developing safer or less volatile substitutes, so future scientists breathe easier and stay healthier. These choices make a difference, not just for those in the room but for the broader world, since chemical safety affects everyone right down to community water supplies.

Though few will ever work with 2-mercaptoethanol directly, its story connects to how society pushes the boundaries of science and medicine. Keeping the eyes on both innovation and health shapes a better path for research—one experiment at a time.

Is 2-Mercaptoethanol hazardous to health?

Health Hazards Workers Can’t Ignore

If you’ve ever spent time in a biology or chemistry lab, chances are you’ve come across the heavy, unpleasant odor of 2-Mercaptoethanol. This chemical does more than make the room smell foul—it poses real risks to people working close by. Breathing in its vapors can irritate the nose, throat, and lungs. People with asthma or other respiratory sensitivities often react strongly, sometimes after just a short exposure. I remember a colleague stepping into a poorly ventilated prep room for only a few minutes, walking out with watery eyes and a pounding headache. That’s something no one should brush off.

On skin, 2-Mercaptoethanol acts like a bully. Drops or even splashes can cause redness, itching, and peeling, sometimes within minutes. Lab safety sheets flag this chemical as corrosive, both in liquid form and as a vapor. As gloves age and thin, the risk grows. Years ago, I watched gloves crack and fail in the middle of a quick protein prep. It took us a long time to realize just how fast the chemical could burn through protective barriers.

Beyond the Lab Table

This chemical doesn’t stop causing trouble at skin deep or in the air. Long-term or high-level exposure links to headaches, dizziness, and damage to organs like the liver and kidneys. Nausea and confusion sometimes hit before people realize what’s happening. The problem stretches to improper disposal, as spills or lingering waste raise the risk of accidental poisoning among janitors and waste handlers. It frustrates me to think of the places I’ve seen bottles left uncapped, or drain covers marked “chemical disposal.” The cost of cleaning up a careless spill, both in health and in cash, just isn’t worth it.

What Real Safety Looks Like

A safe lab environment depends on more than just warning signs and training sessions. Good ventilation becomes essential. Open windows don’t cut it—what you need are fume hoods that pull vapors away from workspaces. Standard lab gloves won’t always repel the chemical. Thicker, chemical-resistant gloves stand up better, and swapping them regularly keeps hands safer. Safety goggles and lab coats matter as well, since splashes sometimes bounce wider than you’d expect.

Proper storage makes a big difference too. Strong odors mean leaks often go undetected, so sturdy bottles with tight caps, labeled with clear warnings, belong in locked cabinets. Disposal gets tricky; pouring 2-Mercaptoethanol down the drain isn’t just lazy—it breaks environmental rules and puts downstream water sources at risk.

Building a Culture of Awareness

2-Mercaptoethanol won’t disappear from research any time soon. Its use in breaking protein bonds or protecting cells during experiments keeps it in high demand. What changes is how people treat it. The most effective labs I’ve seen foster open conversations and make sure protective gear and clean-up kits never run low. They run regular air monitoring, not just to tick boxes, but to make sure workers feel safe speaking up at the first whiff of trouble.

Mistakes happen, but experience teaches respect. Strict protocols only do so much—what really protects people is building habits and a sense of watchfulness in the lab, at every level, every day.

How should 2-Mercaptoethanol be stored?

Why Storage Practices Really Count

Anyone who’s handled 2-Mercaptoethanol in the lab knows the sharp, unpleasant odor sticks around for hours. It has a big reputation for messing up air quality and irritating the skin, eyes, and respiratory tract. A lot of folks underestimate just how much good storage makes a difference, both for safety and the integrity of your chemicals. Having seen a spill stink up an entire wing of a research facility, it’s clear a few smart habits can save a lot of headaches—and even keep people out of the ER.

Keep It Cool and Away from Light

2-Mercaptoethanol breaks down under bright light and high heat. Over time, this can create byproducts that aren’t just stinky—they’re riskier to handle. A regular fridge (2–8°C) away from UV sources keeps it stable for months. Don’t stick this stuff in a busy open-access fridge. Give it a dedicated spot, far from food and drinks. Direct sunlight streaming through a window often speeds up decomposition, which leads to pressure buildup and risk of leaks. Sturdy containers with secure lids help keep that strong smell, and hazardous vapor, from leaking into the room or corridor outside.

Choose the Right Containers

Plastic bottles don’t always cut it. Exposure to 2-Mercaptoethanol can weaken plastics over time, causing small cracks or warping that go unnoticed until there’s a leak. Amber glass bottles with PTFE-lined caps stand up well to long-term storage. In my own biochemistry work, I’ve seen cracked lid liners ruin a whole stockroom shelf. Each container needs a clear, original label. Avoid transferring to random leftover bottles. Clear labeling lowers the odds of accidental misuse or double dosing in sensitive assays.

Keep Air and Moisture Out

2-Mercaptoethanol absorbs moisture from the air. Even tiny drops of water can mess with its potency and cause nasty reactions down the line. Every time you open the bottle, you run the risk of letting in moist air, so grab what you need and close it fast. Purge with dry nitrogen if your institution supports it. This simple trick means fewer unexpected fizzles during a crucial experiment and helps you avoid wasting money on ruined stock solutions.

Store it Separately from Reactives

Acids, oxidizers, and bases often line the same shelves in crowded labs. With 2-Mercaptoethanol, that’s asking for trouble. An accidental mix with an oxidizer turns a rough day into an emergency. Shelving isolated from incompatible chemicals saves everyone from scrambling for the spill kit and safety shower. Use trays that contain leaks, and invest in a chemical inventory log. I’ve seen newer staff place this compound next to bleach out of convenience; a quick run-through of proper storage with every new team member helps people develop safer habits.

Respect the Hazards Every Time

Those familiar warning symbols aren’t just for show. Wear gloves, goggles, and a lab coat every time you handle the bottle, even if you’re only grabbing a few drops. From personal experience, one accidental splash on the wrist brings hours of discomfort. An eyewash station nearby makes a difference during those stressful moments when spills happen. In busy environments, sharing a quick refresher with colleagues about proper handling and storage routines keeps everyone sharp and safe.

Building Stronger Lab Routines

Consistency keeps small problems from turning big. Check secondary containment bins every week and swap out containers at the first sign of wear. Training new researchers includes walking them through good storage practices. These efforts help protect both people and science, and show a real commitment to professional handling of challenging lab chemicals like 2-Mercaptoethanol.

What are the safety precautions when handling 2-Mercaptoethanol?

Understanding the Risks

Anyone who’s spent time in a biochemistry or molecular biology lab has run across 2-Mercaptoethanol. It’s got that famously sharp, foul odor you’ll remember for life. Used to break down disulfide bonds in proteins, it plays a bigger role than most people think. But behind its usefulness sits a set of dangers that call for hard-earned respect and strict habits. Having handled it myself, I saw firsthand that this isn’t something you shrug off or leave for “the next person.”

Personal Experience—And What It Taught Me

My first brush with 2-Mercaptoethanol involved a surprise lesson: one drop on the glove left the faintest hint of the smell everywhere. I learned you cannot take chances with this stuff. The skin absorbs it quickly, and it irritates or burns before you realize much has happened. Inhaling it can trigger nausea or worse—persistent headaches and respiratory issues. Even at low concentrations, chronic exposure reduces red blood cell counts and affects nerve function. Data from the CDC and safety manuals underscore these risks.

Protecting Yourself in the Lab

Respect for 2-Mercaptoethanol starts with personal protective equipment. Lab coats offer a basic shield. Nitrile or neoprene gloves do a better job than latex, since the chemical passes through some materials faster than expected. Splash goggles always have a place on your face, especially during preparation or transfer. Goggles prevent liquid from sneaking past contacts or getting into your eyes—a lesson I once saw reinforced during a rushed experiment.

Keep containers tightly sealed. Don’t open bottles anywhere near food, coffee, or anything you plan to touch with bare hands. Spill kits should be close at hand, with absorbent pads that catch drips or small puddles, and neutralizing agents to help with cleanup. Science lab storerooms tend to crowd up; separate 2-Mercaptoethanol from acidic or oxidizing chemicals to stop reactions before they even start.

Engineering Controls and Safe Work Habits

Simple adjustments to the work area stop trouble in its tracks. Fume hoods remove vapors. Always use them whether you’re mixing solutions or pipetting. I once watched a student handle an open bottle outside of a hood—smell lingered for hours, and headaches spread through the room. Good ventilation’s not overkill; it’s the bare minimum.

Label containers with big, bold writing. There’s no excuse for mystery vials or faded tape. Everyone in the room should know what’s inside, and emergency personnel should spot the hazard at a glance. Used pipette tips, gloves, and contaminated tools go straight into closed, labeled waste bins and never the regular trash. Treat surfaces with soap and plenty of water. I always repeated this step at the end of the day—there are no shortcuts when clearing hazardous residues.

Solutions for Safer Labs

Mistakes shrink with training and good supervision. Refresher sessions build muscle memory for handling emergencies. Written protocols need updating every year. Post reference charts with emergency numbers by the door and install eyewash stations within reach. If someone complains about the smell or headaches, clear the room. Never wait for more obvious signs—your nose and your comfort set the safety baseline.

2-Mercaptoethanol isn’t just another bottle to put in a cabinet. It demands respect, clear routines, and endless vigilance. Find better substitutes if possible, but don’t take shortcuts. Safety culture in a lab lives or dies on details like these.

What is the chemical formula and structure of 2-Mercaptoethanol?

Understanding Its Formula

2-Mercaptoethanol goes by the chemical formula C2H6OS. Stripped down, that means two carbon atoms, six hydrogens, one oxygen, and one sulfur. A chemist might draw its structure as HS–CH2–CH2–OH, with a thiol (–SH) group on one end and a hydroxyl (–OH) on the other. This dual functionality shapes both its application and its risks.

Breaking Down the Structure

Picture two carbons in a chain. The first has a sulfur atom attached through a single bond. The second carbon holds tight to an oxygen atom, forming an alcohol group. This setup – a thiol and an alcohol in one small package – gives 2-Mercaptoethanol its affinity for breaking sulfur bond links (disulfide bonds) in proteins and its unpleasant, pungent aroma. It’s a regular fixture in biology labs for a big reason: it breaks the bonds that stabilize protein shapes so researchers can study proteins as individual chains, not tangled clusters.

Why 2-Mercaptoethanol Still Matters

Research relies on this compound to “open up” proteins. In my graduate days, there wasn’t a single week when the distinct smell of mercaptoethanol didn’t punch through the hallway outside the molecular biology lab. It mattered most during those long nights running SDS-PAGE gels, hunting for a clean sample. Without this reducing agent, proteins clumped together and results turned into useless smears. That unpleasant scent meant the experiment would work – or at least had a fair shot.

Its chemistry lays out both its benefit and its everyday risks. The thiol group seeks out other sulfur atoms, driving crucial reactions that help scientists untangle, modify, or break up complex molecules. But a strong smell isn’t the only drawback – it also can irritate the eyes and lungs. Most researchers who spend time with 2-Mercaptoethanol have stories about accidental spills that linger long after the lab closes for the day. That everyday reality calls for good ventilation, responsible storage, and always double-checking labels before opening a reagent bottle on a busy bench.

Supporting Safer Practice and Smart Substitution

The hazards don’t mean people should avoid this compound at all costs. Knowledge and preparation go further than blind avoidance. Reliable sources, including safety data sheets from trusted chemical suppliers, make a difference by showing exactly how to store, use, and dispose of 2-Mercaptoethanol. Labs can train new researchers on these practices, so even in the rush of a busy week, safety comes first and mistakes shrink over time.

Some groups look for alternatives, like dithiothreitol (DTT), to cut the smell and some of the risk, but nothing else matches 2-Mercaptoethanol’s effectiveness at such low concentrations. In trying different chemicals, each person discovers the balance between safety, lab performance, and personal comfort. I’ve found that a reliable fume hood and clear communication are just as important as the formula scribbled on the label.

Takeaway

2-Mercaptoethanol, though humble, shapes modern science through both its chemistry and the challenges it brings. Its structure—a simple carbon chain bookended by sulfur and oxygen—lets it help research in ways few other chemicals can. By treating its risks seriously and backing up knowledge with hands-on care, labs keep it around as a powerful tool, not a lurking hazard.

2-Mercaptoethanol
Names
Preferred IUPAC name 2-sulfanylethanol
Other names β-Mercaptoethanol
2-Hydroxyethanethiol
Thioethylene glycol
Mercaptoethyl alcohol
HSCH2CH2OH
BME
Pronunciation /tuː mɜːrˌkæptoʊˈɛθənɒl/
Identifiers
CAS Number 60-24-2
Beilstein Reference 1081301
ChEBI CHEBI:41206
ChEMBL CHEMBL418
ChemSpider 546
DrugBank DB02751
ECHA InfoCard 13d2f4fd-1cdb-4982-8a26-72ec7ba4c4fa
EC Number 3.1.4.1
Gmelin Reference Gmelin Reference: 8058
KEGG C01457
MeSH D008762
PubChem CID 1090
RTECS number KL2975000
UNII 6HG8V8065D
UN number UN2966
Properties
Chemical formula C2H6OS
Molar mass 78.13 g/mol
Appearance Clear, colorless liquid
Odor Unpleasant, strong odor
Density 1.114 g/mL at 25 °C
Solubility in water miscible
log P -0.214
Vapor pressure 0.8 mmHg (20 °C)
Acidity (pKa) 9.5
Basicity (pKb) 14.5
Magnetic susceptibility (χ) -49.5×10⁻⁶ cm³/mol
Refractive index (nD) 1.332
Viscosity 0.0096 Pa·s (20 °C)
Dipole moment 1.90 D
Thermochemistry
Std molar entropy (S⦵298) 137.3 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -152.0 kJ·mol⁻¹
Std enthalpy of combustion (ΔcH⦵298) -523.7 kJ/mol
Pharmacology
ATC code V03AB32
Hazards
GHS labelling GHS02, GHS05, GHS06, GHS07
Pictograms GHS06,GHS05
Signal word Danger
Hazard statements H226, H301, H311, H315, H318, H331, H335, H373, H412
Precautionary statements P210, P261, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P311, P312, P330, P403+P233, P501
NFPA 704 (fire diamond) 3-2-2-W
Flash point 64 °C
Autoignition temperature 220°C
Explosive limits Explosive limits: 2.3–23%
Lethal dose or concentration LD50 (oral, rat): 244 mg/kg
LD50 (median dose) LD50 (median dose): Oral-rat LD50: 244 mg/kg
NIOSH UN1175
PEL (Permissible) PEL (Permissible Exposure Limit) of 2-Mercaptoethanol: "1 ppm (5 mg/m3)
REL (Recommended) REL (Recommended Exposure Limit) for 2-Mercaptoethanol is: "0.1 ppm (0.5 mg/m³) as a ceiling
IDLH (Immediate danger) 300 ppm
Related compounds
Related compounds Ethanol
Ethylene glycol
Thioglycolic acid
Dithiothreitol
Cysteamine
β-Mercaptoethylamine