Skip to Content
MilliporeSigma
All Photos(1)

Documents

122068

Sigma-Aldrich

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

technical grade, 90%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3OCH=CHCOCH3
CAS Number:
51731-17-0
Molecular Weight:
100.12
Beilstein/REAXYS Number:
2070991
EC Number:
257-364-0
MDL number:
MFCD00008778
UNSPSC Code:
12352100
PubChem Substance ID:
24847477
NACRES:
NA.22

grade

technical grade

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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_germany

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yu Liu et al.
Organic letters, 12(19), 4304-4307 (2010-09-03)
Enedione-diazoesters formed from 3-TBSO-2-diazo-3-butenoates undergo base-catalyzed pericyclization that with dinitrogen extrusion and methyl migration provide a novel and efficient route to 2-carboalkoxyresorcinols. Intercepting the intermediate enolate anion with methyl vinyl ketone leads to the corresponding 4-substituted 2-carboalkoxyresorcinol and suggests generalization
Bifunctional thiourea-catalyzed enantioselective double Michael reaction of ?, d-unsaturated ?-ketoester to nitroalkene: asymmetric synthesis of (-)-epibatidine.
Hoashi Y, et al.
Tetrahedron Letters, 45(50), 9185-9188 (2004)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service