1-METHOXY-1,3-CYCLOHEXADIENE Chemical Properties

Melting point:

96-97 °C

Boiling point:

40 °C/15 mmHg (lit.)

Density 

0.929 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.488(lit.)

Flash point:

80 °F

LogP

1.790 (est)

Safety Information

Hazard Codes 

Xn

Risk Statements 

10-20/21/22

Safety Statements 

16-33-36/37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

HazardClass 

3.2

PackingGroup 

III

MSDS

• Language:English Provider:SigmaAldrich

1-METHOXY-1,3-CYCLOHEXADIENE Usage And Synthesis

Uses

1-Methoxy-1,3-cyclohexadiene was used in the following studies:

• Synthesis of tetracyclic polyhydroxyquinones via Diels-Alder reaction.
• Synthesis of tetra-ortho-substituted biaryls via Diels-Alder reaction.
• Synthesis of optically active form of dihydroisocoumarin fragment of the gastroprotective natural product AI-77-B, via regiospecific Diels-Alder reaction with an acetylenic ester derivative.

Synthesis Reference(s)

Tetrahedron Letters, 13, p. 4195, 1972 DOI: 10.1016/S0040-4039(01)94273-X

General Description

1-Methoxy-1,3-cyclohexadiene is a useful Diels-Alder diene employed in Diels-Alder cycloadditions. It undergoes Diels-Alder reaction with alkyne to yield anisole derivative.

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