HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methyl-3-butin-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
Identifikatoren & physikalische Daten
| CAS No. | 115-19-5 |
|---|---|
| Summenformel | C5H8O |
| Durchschnittliche Molmasse | 84,12 g/mol |
| Monoisotopische Masse | 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 |
| Lokaler Name | 2-Methyl-3-butin-2-ol |
Chemische & physikalische Eigenschaften
| XLogP | 0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 83,4 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | 0.3180.28 |
| Dichte | 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.) |
| Löslichkeit | Solubility in water: miscibleFully miscible. |
| Flammpunkt | 77 °F (USCG, 1999)20 °C c.c. |
| Siedepunkt | 219.2 to 221 °F at 760 mmHg (USCG, 1999)104-105 °C104 °C(lit.) |
| Schmelzpunkt | 36.7 °F (USCG, 1999)2.6 °C3 °C |
| Dampfdichte | Relative vapor density (air = 1): 2.9 |
| Dampfdruck | 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. |
| Selbstentzündungstemperatur | 350 °C |
| Brechungsindex | n20/D 1.42(lit.) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Powder or Crystals |
| pKa (Säurekonstante) | 13.34±0.29(Predicted) |
| Farbe | White to yellow-beige to brown |
| pH | 7 (H2O, 20℃) |
| Explosionsgrenze | 1.8-16%(V) |
| Merck | 14,6034 |
| BRN | 635746 |
| Henry-Konstante | 2.5×100 mol/(m3Pa) at 25℃, Altschuh et al. (1999) |
| Stabilität | 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 (Verteilungskoeffizient) | 0.318 at 20-25℃ |
| CAS Datenbank | 115-19-5(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Butyn-2-ol, 2-methyl-(115-19-5) |
| EPA chemische Informationen | 2-Methyl-3-butyn-2-ol (115-19-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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. |
|---|---|
| Regulatorische Informationen | 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 |
| Weitere Sicherheitsinformationen | IMAP assessments - 3-Butyn-2-ol, 2-methyl-: Human health tier I assessment |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | 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. |
| Gesundheitsgefahren | Contact will cause eye and skin irritation. Vapor exposure may cause eye and respiratory tract irritation. (USCG, 1999) |
| Gefahrenübersicht | 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] |
| Reaktive Gruppe | Alcohols and Polyols |
| UN-Einstufung | 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. |
| Brandbekämpfung | 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. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest.Rinse skin with plenty of water or shower.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. |
| Erste Hilfe | Get medical attention. |
| Sichere Lagerung | Fireproof. Separated from strong oxidants, acids and copper. Cool. |
| Freisetung ohne Brand | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Verschüttetes entsorgen | 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. |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Expositionspfade | 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 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1987 3/PG 2 |
| Zollcode | 29052990 |
| RTECS-Nr. | ES0810000 |
| R-Sätze (R) | 10-22-41 |
| Toxizität | LD50 orally in Rabbit: 1420 mg/kg LD50 dermal Rat > 2000 mg/kg |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-39-16 |
| Gefahrenklasse | 3Acute Tox. 4 OralEye Dam. 1Flam. Liq. 2Repr. 2STOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Selbstentzündungstemperatur | 662 °F |
Anwendungen & Verwendung
Verwenden
Stabilizer in chlorinated solvents, viscosity reducer and stabilizer, electroplating brightener, intermediate.
Herstellung & Synthese
synthetische
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.