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361976 Sigma-Aldrich

Methyl 1-bromocyclohexanecarboxylate

97%

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Properties

Related Categories Building Blocks, C8 to C9, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   RNWRVPVPLQMTAP-UHFFFAOYSA-N
assay   97%
refractive index   n20/D 1.493 (lit.)
bp   115-116 °C/19 mmHg(lit.)
density   1.39 g/mL at 25 °C (lit.)

Description

General description

Methyl 1-bromocyclohexanecarboxylate reacts with zinc and substituted chalcones to yield the corresponding spiro-3,4-dihydropyran-2-one derivatives, 3-aryl-5-aryl-2-oxaspiro[5.5]undec-3-en-1-ones. Reformatsky reaction of methyl 1-bromocyclohexanecarboxylate with 2-aryl-2-oxoacetaldehyde is reported. Methyl 1-bromocyclohexanecarboxylate reacts with zinc and amides or methylamides of 3-aryl-2-cyanopropenoic acids to yield 5-aryl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles or 5-aryl-2-methyl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles.

Application

Methyl 1-bromocyclohexanecarboxylate may be used in the improved method of preparation of methyl 3-oxo-1-cyclohexene-1-carboxylate. It may be used in the Reformatsky synthesis of 16-aryl-15-oxadispiro[5.1.5.3]hexadecane-7,14-diones.

Packaging

25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGII
WGK Germany 
3
Flash Point(F) 
222.8 °F
Flash Point(C) 
106 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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