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468037 Sigma-Aldrich

cis-1,4-Diacetoxy-2-butene

95%

Synonym: cis-2-Butene-1,4-diol diacetate

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Properties

Related Categories Building Blocks, C8 to C9, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   VZUAUHWZIKOMFC-ARJAWSKDSA-N
assay   95%
refractive index   n20/D 1.443(lit.)
bp   120-121 °C/18 mmHg(lit.)
density   1.08 g/mL at 25 °C(lit.)

Description

Packaging

25 mL in glass bottle

Application

cis-1,4-Diacetoxy-2-butene may be used in the preparation of hindered Diels-Alder adducts. It may be used for the synthesis of 1,2,3,4-tetrahydro-2-vinylquinoxalines, via Palladium-catalyzed tandem allylation of 1,2-phenylenediamines.

General description

cis-1,4-Diacetoxy-2-butene is an ester. Ruthenium olefin metathesis catalysts having cyclic (alkyl)(amino)carbenes effectively catalyzes the cross-metathesis of cis-1,4-diacetoxy-2-butene with allylbenzene. cis-1,4-Diacetoxy-2-butene on pyrolysis affords 1-acetoxy-1,3-butadiene, a diacetate and an isomeric 1,2-diacetoxy-3-butene. Mechanism of pyrolysis has been investigated.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

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Peer-Reviewed Papers
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