(3E)-4-Methoxy-3-buten-2-one

HCID 639675

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Basic information

CAS: 51731-17-0
Standard SMILES: CO/C=C/C(C)=O
InChIKey: VLLHEPHWWIDUSS-ONEGZZNKSA-N
Molecular formula: C5H8O2
Average molar mass: 100.12 g/mol
Monoisotopic mass: 100.05242949

Overview

See also: 4-Methoxy-3-buten-2-one (annotation moved to).

Names & identifiers

Preferred name: (3E)-4-Methoxy-3-buten-2-one
IUPAC: (E)-4-methoxybut-3-en-2-one
English name: 4-Methoxy-3-buten-2-one
Molecular formula: C5H8O2
Molecular weight: 100.12

Names & synonyms

51731-17-0(E)-4-Methoxy-3-buten-2-one(3E)-4-Methoxy-3-buten-2-oneDTXSID501308458RefChem:1050217DTXCID501738364257-364-0trans-4-Methoxy-3-buten-2-one(E)-4-methoxybut-3-en-2-one4-Methoxybut-3-en-2-one(3E)-4-Methoxybut-3-en-2-oneMFCD00008778

Show more names

4-methoxy-3-butene-2-one4-Methoxy-3-buten-2-oneTrans 4-Methoxy ButenoneTRANS-1-METHOXY-1-BUTEN-3-ONE3-Buten-2-one,4-methoxy-, (3E)-

EINECS 257-364-04-Methoxybut(E)-4-methoxy-but-3-en-2-one3-Buten-2-one, 4-methoxy-(3E)-4-Methoxy-3-buten-2-one #AKOS005259956CS-W0137124-METHOXY-3-BUTEN-2-ONE51731-17-0

Database identifiers

CAS: 51731-17-0
PubChem CID: 639675
DTXSID: DTXSID501308458
EC Number: 257-364-0
Nikkaji: J149.912B、J284.587C

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 84.1

Physicochemical properties

Melting point: 0 ℃ · 0℃
Boiling point: 200 °C · 200 °C (lit.)
Density: 0.982 g/mL · 0.982 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.468(lit.)
Flash point: 146 °F · 146 °F
storage temp.: 2 · 2-8°C
solubility: sol THF, ether, acetonitrile, benzene.
form: liquid
Appearance: Colorless to light yellow Liquid
BRN: 2070991 · 2070991
InChI: InChI=1S/C5H8O2/c1-5(6)3-4-7-2/h3-4H,1-2H3/b4-3+
InChIKey: VLLHEPHWWIDUSS-ONEGZZNKSA-N
SMILES: CC(=O)/C=C/OC
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 227 · H227-H302-H315-H319-H335
Precautionary statements: 210 · P210-P235-P261-P280-P302+P352-P304+P340-P305+P351+P338-P370+P378-P403+P235
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements: 10 · 10
Safety Statements: 23 · 23-24/25
RIDADR: 1224 · 1224
WGK Germany: 3 · 3
F: 10 · 10-21
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

Safety data

F: 10-21
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: 1224
risk_code: 10
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H227-H302-H315-H319-H335
Precautionary statements: P210-P235-P261-P280-P302+P352-P304+P340-P305+P351+P338-P370+P378-P403+P235

Chemistry & industry

Applications · 1 item

Uses4-Methoxy-3-buten-2-one is a versatile four-carbon synthon; precursor to the Danishefsky diene; Diels-Alder dienophile; dipolarophile; electrophilic four-carbon synthon subject to conjugate addition at C-4 followed by elimination of the methoxide anion; its enolate is a nucleophilic four-carbon building block.