16503

Methyl-2-brom-2-butenoat

(cis+trans), ≥95.0% (GC)

• Synonym(e): 2-Brom-crotonsäure-methylester
• Lineare Formel: CH₃CH=CBrCOOCH₃
• CAS-Nummer: 17642-18-1
• Molekulargewicht: 179.01
• Beilstein: 1700999
• EG-Nummer: 241-627-1
• MDL-Nummer: MFCD00042891
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 57647571
• NACRES: NA.22

Eigenschaften

• Assay: ≥95.0% (GC)
• Brechungsindex: n20/D 1.486
• bp: 178-182 °C (lit.)
• Dichte: 1.505 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: bromo; ester
• Lagertemp.: 2-8°C
• SMILES String: COC(=O)C(Br)=CC
• InChI: 1S/C5H7BrO2/c1-3-4(6)5(7)8-2/h3H,1-2H3
• InChIKey: DMKWWKUPZZAUQL-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Methyl 2-bromo-2-butenoate(Methyl (Z)-2-bromocrotonate) yields (S)-2-bromobutanoic acid by baker′s yeast fermentation. It undergoes biotransformation catalyzed by old yellow enzyme to yield methyl (S)-2-bromobutanoate, a key intermediate for the synthesis of chiral drugs. It is a biannelating reagent which participates in double Michael-additions.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 145.4 °F - closed cup
• Flammpunkt (°C): 63 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter