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122068

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

Name: <I>trans</I>-4-Methoxy-3-buten-2-one
Brand: ALDRICH

technical grade, 90%

Synonym(s):

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

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About This Item

Linear Formula:

CH₃OCH=CHCOCH₃

CAS Number:

51731-17-0

Molecular Weight:

100.12

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847477

EC Number:

257-364-0

Beilstein/REAXYS Number:

2070991

MDL number:

MFCD00008778

Assay:

90%

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Properties

grade

technical grade

Quality Segment

100

assay

90%

refractive index

n20/D 1.468 (lit.)

bp

200 °C (lit.)

density

0.982 g/mL at 25 °C (lit.)

functional group

ether, ketone

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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