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Merck
CN

441171

(Bromomethyl)cyclobutane

97%

Synonym(s):

Cyclobutylmethyl bromide

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About This Item

Linear Formula:
C4H7CH2Br
CAS Number:
Molecular Weight:
149.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
liquid
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Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.48 (lit.)

bp

123-124 °C (lit.)

density

1.326 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

BrCC1CCC1

InChI

1S/C5H9Br/c6-4-5-2-1-3-5/h5H,1-4H2

InChI key

FLHFTXCMKFVKRP-UHFFFAOYSA-N

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.

Application

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


pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

105.8 °F - closed cup

flash_point_c

41 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Ao Zhang et al.
Journal of medicinal chemistry, 47(1), 165-174 (2003-12-30)
A series of 10-ketomorphinan analogues were synthesized, and their binding affinity at all three opioid receptors was investigated. In most cases, high affinity at micro and kappa receptors, and lower affinity at delta receptor was observed, resulting in good selectivity
Cyclopropylmethyl-and cyclobutylmethyllithium by an arene-catalyzed lithiation. Stability and reactivity.
Pe?afiel I, et al.
Tetrahedron, 66(16), 2928-2935 (2010)
Photochemical synthesis and antimicrobial studies of new chromen-4-one based vinyl ethers.
Yusuf M, et al.
Arabian Journal of Chemistry (2013)



Global Trade Item Number

SKUGTIN
441171-25ML04061838349316
441171-5ML04061832281889