(Bromomethyl)cyclobutane Chemical Properties

Boiling point:

123-124 °C(lit.)

Density 

1.326 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.48(lit.)

Flash point:

97 °F

storage temp. 

Inert atmosphere,2-8°C

form 

Liquid

Specific Gravity

1.326

color 

Clear colorless

Water Solubility 

80mg/L at 20℃

InChIKey

FLHFTXCMKFVKRP-UHFFFAOYSA-N

CAS DataBase Reference

17247-58-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

HazardClass 

3

PackingGroup 

III

HS Code 

29038900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

(Bromomethyl)cyclobutane Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan).

Preparation

The preparation of (Bromomethyl)cyclobutane is as follows:Into a clean, dry reactor equipped with a stirrer and under nitrogen are successively loaded 5.4 kg of DMF (5.1 eqV) and then 4.53 kg of triphenylphosphite. 2.34 kg of bromine is then introduced while maintaining the temperature at less than 12°C. The stirring speed is regulated according to the fluidity of the reaction medium.10065] The set point of the jacket is then adjusted to -12°C. and then 1.120 kg of cyclobutylmethanol is introduced in such a way as not to exceed a temperature of -5° C. At the end of the addition the whole is allowed to return slowly to room temperature. After distillation and washing, the final product 2b (mass 1.529 kg) having a GC relative purity of 98.3% is obtained with a yield of 78%.

General Description

(Bromomethyl)cyclobutane (bromomethyl-cyclobutane) is an aryl fluorinated building block. Its reaction with various hydroxychromen-4-one derivatives in the presence of anhydrous K₂CO₃/dry acetone and Bu₄N⁺I^- (PTC) has been investigated.

(Bromomethyl)cyclobutane(17247-58-4)Related Product Information

• Benzyl bromide
• 1-Bromobutane
• Rocuronium bromide
• Allyl bromide
• CYCLOBUTANE
• 4-Bromomethylbenzoic acid
• Sodium bromate
• Cyclopropane
• Octafluorocyclobutane
• Ethidium bromide
• 1-Bromo-2-methylpropane
• Cyclobutanecarboxaldehyde
• Cyclopropanecarboxaldehyde
• NEOPENTYL ALCOHOL
• (Bromomethyl)cyclopropane
• Cyclohexylmethyl bromide
• 1-CYCLOBUTYLHYDRAZINE HYDROCHLORIDE
• ALLYLDIMETHYLCHLOROSILANE