HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-3-butyn-2-ol
2-methylbut-3-yn-2-ol · 2-METHYL-3-BUTYN-2-OL · MBY · Methyl butynol · 3-METHYL-1-BUTYN-3-OL · 2-Methyl-3-Butyne-2-Ol · AB-32 · 2-Methylbutynol
Identifiers & Physical Properties
| CAS No. | 115-19-5 |
|---|---|
| Molecular formula | C5H8O |
| Average molar mass | 84.12 g/mol |
| Monoisotopic mass | 84.05751488 g/mol |
| SMILES | C#CC(C)(C)O |
| InChIKey | CEBKHWWANWSNTI-UHFFFAOYSA-N |
| PubChem CID | 8258 |
| ChEMBL | CHEMBL3185871 |
| EC No. | 204-070-5 |
| DTXSID | DTXSID2021949 |
Chemical & Physical Properties
| XLogP | 0.3 |
|---|---|
| Topological polar surface area | 20.2 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 6 |
| Formal charge | 0 |
| Complexity | 83.4 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| SpringerMaterials Properties | Boiling point |
| LogP (partition coefficient) | 0.3180.28 |
| Density | 0.8672 (USCG, 1999) - Less dense than waterwill floatDensity (gas): 0.9 kg/m³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.040.868 g/mL at 25 °C(lit.) |
| Solubility | Solubility in water: miscibleFully miscible. |
| Flash point | 77 °F (USCG, 1999)20 °C c.c. |
| Boiling point | 219.2 to 221 °F at 760 mmHg (USCG, 1999)104-105 °C104 °C(lit.) |
| Melting point | 36.7 °F (USCG, 1999)2.6 °C3 °C |
| Vapor density | Relative vapor density (air = 1): 2.9 |
| Vapor pressure | 16.0 [mmHg]Vapor pressure, kPa at 20 °C: 215 mm Hg ( 20 °C) |
| Physical Description | 2-methyl-2-hydroxy-3-butyne is a colorless to straw yellow liquid. (USCG, 1999)mp = 2.6 deg C[Merck Index] Colorless liquid[Alfa Aesar MSDS]COLOURLESS LIQUID. |
| Autoignition temperature | 350 °C662 °F |
| Refractive index | n20/D 1.42(lit.) |
| Storage conditions | Store below +30°C. |
| Physical state | Powder or Crystals |
| pKa (acidity coefficient) | 13.34±0.29(Predicted) |
| Color | White to yellow-beige to brown |
| pH | 7 (H2O, 20℃) |
| Explosive limits | 1.8-16%(V) |
| Merck | 14,6034 |
| BRN | 635746 |
| Henry's law constant | 2.5×100 mol/(m3Pa) at 25℃, Altschuh et al. (1999) |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3 |
| InChIKey | CEBKHWWANWSNTI-UHFFFAOYSA-N |
| SMILES | CC(C)(O)C#C |
| LogP (partition coefficient) | 0.318 at 20-25℃ |
| CAS DataBase Reference | 115-19-5(CAS DataBase Reference) |
| FDA UNII | EHB904XHKH |
| NIST Chemistry Reference | 3-Butyn-2-ol, 2-methyl-(115-19-5) |
| EPA Substance Registry System | 2-Methyl-3-butyn-2-ol (115-19-5) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS05,GHS07,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H302-H318-H361-H336-H226 |
| GHS precautionary statements | P501-P270-P202-P240-P261-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P313-P303+P361+P353-P301+P312+P330-P304+P340+P312-P305+P351+P338+P310-P403+P233-P403+P235-P405 |
| Target organs | Central nervous system |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn |
| Risk statements (R) | 10-22-41 |
| Safety statements (S) | 26-39-16 |
| UN transport number | UN 1987 3/PG 2 |
| Water hazard class (WGK) | 1 |
| RTECS number | ES0810000 |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Acute Tox. 4 OralEye Dam. 1Flam. Liq. 2Repr. 2STOT SE 3 |
| Packing group | II |
| Customs code | 29052990 |
| Storage class | 3 - Flammable liquids |
| Toxicity | LD50 orally in Rabbit: 1420 mg/kg LD50 dermal Rat > 2000 mg/kg |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 4.8% (24 of 500) of reports.DangerH225 (62.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 500 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: 3-Butyn-2-ol, 2-methyl-Status: Active Update: 18-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/126653-Butyn-2-ol, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - 3-Butyn-2-ol, 2-methyl-: Human health tier I assessment |
| DOT label | Flammable Liquid |
| Fire hazards | Special Hazards of Combustion Products: Irritating and toxic gases, such as carbon dioxide and carbon monoxide, may be produced in fire. (USCG, 1999)Highly flammable. Vapour/air mixtures are explosive. Risk of explosion on contact with copper. |
| Health hazards | Contact will cause eye and skin irritation. Vapor exposure may cause eye and respiratory tract irritation. (USCG, 1999) |
| Hazards summary | An eye but not skin irritant in rabbitsNot a skin sensitizer in guinea pig modified split adjuvant testDevelopmental toxicity observed in rats at doses maternally toxic[IUCLID] Causes somnolence, lung changes, ataxia, respiratory depression, and general anesthesia in inhalation lethal-concentration studies of miceOral LD50 (mouse) = 500 mg/kg[RTECS] A skin and eye irritantMay cause smarting and reddening of skin if spilled and allowed to remain on clothesHigh vapor concentrations may cause mild smarting of eyes and respiratory tract[CHRIS] An eye irritant[ICSC] May cause serious eye injuryHarmful by ingestion[ECHA REACH Registrations] An irritant[Alfa Aesar MSDS] |
| Reactive group | Alcohols and Polyols |
| UN classification | UN Hazard Class: 3UN Pack Group: II |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | 2-METHYL-2-HYDROXY-3-BUTYNE is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. |
| Chemical Dangers | Reacts with oxidants. Reacts with copper. This generates explosion hazard. Reacts violently with acids. Heating may cause violent combustion or explosion. Decomposes on contact with hot surfaces or flames. This produces irritating fumes. |
| Physical Dangers | The vapour mixes well with air, explosive mixtures are easily formed. |
| Fire fighting | Fire Extinguishing Agents Not to Be Used: Water.Use carbon dioxide, foam, dry powder. NO water. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact of the substance with water. |
| First aid measures | Fresh air, rest.Rinse skin with plenty of water or shower.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. |
| First aid | Get medical attention. |
| Safe storage | Fireproof. Separated from strong oxidants, acids and copper. Cool. |
| Nonfire spill response | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Spillage disposal | Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. |
| Isolation and Evacuation | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Eye Prevention | Wear safety goggles. |
| Fire Prevention | If powder: NO open flames, NO sparks, and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Do NOT use compressed air for filling, discharging, or handling. |
| Inhalation Risk | No indication can be given about the rate at which a harmful concentration of this substance in the air is reached. |
| Skin Prevention | Protective gloves. |
| Ingestion Prevention | Do not eat, drink, or smoke during work. |
| Adverse effects | Neurotoxin - Acute solvent syndrome |
| Exposure routes | The substance can be absorbed into the body by ingestion. |
| Signs and Symptoms | Cough.Redness. Pain.Dizziness. |
| Toxicity Data | LC50 (mouse) = 2,000 mg/m3 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | ES0810000 |
| UN transport number | UN 1987 3/PG 2 |
| Customs code | 29052990 |
| Toxicity | LD50 orally in Rabbit: 1420 mg/kg LD50 dermal Rat > 2000 mg/kg |
| Risk statements (R) | 10-22-41 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS05,GHS07,GHS08 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-39-16 |
| Hazard class | 3Acute Tox. 4 OralEye Dam. 1Flam. Liq. 2Repr. 2STOT SE 3 |
| Storage class | 3 - Flammable liquids |
| Packing group | II |
| Target organs | Central nervous system |
| GHS hazard statements | H302-H318-H361-H336-H226 |
| REACH registrations | Active |
| Autoignition temperature | 662 °F |
| GHS precautionary statements | P501-P270-P202-P240-P261-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P313-P303+P361+P353-P301+P312+P330-P304+P340+P312-P305+P351+P338+P310-P403+P233-P403+P235-P405 |
Applications & Uses
Uses
Stabilizer in chlorinated solvents, viscosity reducer and stabilizer, electroplating brightener, intermediate.
Uses
2-Methyl-3-butyn-2-ol is used as an intermediate in the manufacture of products for the agrochemical and specialty chemical industry.
General Description
Colorless to straw yellow liquid.
Preparation & Synthesis
Preparation
3-Methyl butynol is produced from Acetone and Acetylene in liquid Ammonia with Sodamide (or in Cellosolve with Potassium hydroxide). The process yields Methylbutynol which can be hydrogenated to Methylbutenol.