122068

trans-4-Methoxy-3-buten-2-one

technical grade, 90%

• Synonym(s): (E)-4-Methoxy-3-buten-2-one
• Linear Formula: CH₃OCH=CHCOCH₃
• CAS Number: 51731-17-0
• Molecular Weight: 100.12
• Beilstein: 2070991
• EC Number: 257-364-0
• MDL number: MFCD00008778
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847477
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• Assay: 90%
• refractive index: n20/D 1.468 (lit.)
• bp: 200 °C (lit.)
• density: 0.982 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: [H]\C(OC)=C(\[H])C(C)=O
• InChI: 1S/C5H8O2/c1-5(6)3-4-7-2/h3-4H,1-2H3/b4-3+
• InChI key: VLLHEPHWWIDUSS-ONEGZZNKSA-N

Description

General description

trans-4-Methoxy-3-buten-2-one acts as substrate and undergoes zinc triflate-catalyzed Mukaiyama-Michael reaction with 3-TBSO-substituted vinyldiazoacetate to yield functionalized 3-keto-2-diazoalkanoates.

Application

trans-4-Methoxy-3-buten-2-one was used as starting reagent for enantioselective total synthesis of (-)-epibatidine.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 145.4 °F - closed cup
• Flash Point(C): 63 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves