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242403

(Bromomethyl)cyclopropane

Name: (Bromomethyl)cyclopropane
Brand: ALDRICH

97%

Synonym(s):

Cyclopropylmethyl bromide

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About This Item

Linear Formula:

C₃H₅CH₂Br

CAS Number:

7051-34-5

Molecular Weight:

135.00

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854557

EC Number:

230-331-8

Beilstein/REAXYS Number:

605296

MDL number:

MFCD00001306

Assay:

97%

Form:

liquid

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Properties

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.457 (lit.)

bp

105-107 °C (lit.)

density

1.392 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

BrCC1CC1

InChI

1S/C4H7Br/c5-3-4-1-2-4/h4H,1-3H2

InChI key

AEILLAXRDHDKDY-UHFFFAOYSA-N

Description

General description

The coupling reaction of (bromomethyl)cyclopropane with phenylmagnesium bromide was studied.

Application

(Bromomethyl)cyclopropane was used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H302

pcodes

P210 - P233 - P240 - P241 - P242 - P301 + P312

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

105.8 °F

flash_point_c

41 °C

ppe

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

Regulatory Information

危险化学品

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(S)-N-[1-(4-cyclopropylmethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide is a potent and efficacious KCNQ2 opener which inhibits induced hyperexcitability of rat hippocampal neurons.

Yong-Jin Wu et al.

Bioorganic & medicinal chemistry letters, 14(8), 1991-1995 (2004-03-31)

(S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide ((S)-2) was identified as a potent and efficacious KCNQ2 opener. This compound demonstrated significant activity in reducing neuronal hyperexcitability in rat hippocampal slices, and the inhibition mediated by (S)-2 was reversed by the KCNQ blocker linopirdine.

Simple iron-amine catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing beta-hydrogens.

Robin B Bedford et al.

Chemical communications (Cambridge, England), (33)(33), 4161-4163 (2005-08-16)

Mixtures of iron(III) chloride and appropriate amine ligands are active catalysts for the coupling of aryl Grignard reagents with primary and secondary alkyl halide substrates bearing beta-hydrogens, under mild and simple reaction conditions.

Identification of opioid ligands possessing mixed micro agonist/delta antagonist activity among pyridomorphinans derived from naloxone, oxymorphone, and hydromorphone [correction of hydropmorphone].

Subramaniam Ananthan et al.

Journal of medicinal chemistry, 47(6), 1400-1412 (2004-03-05)

A series of pyridomorphinans derived from naloxone, oxymorphone, and hydromorphone (7a-k) were synthesized and evaluated for binding affinity at the opioid delta, micro, and kappa receptors in brain membranes using radioligand binding assays and for functional activity in vitro using

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Global Trade Item Number

SKU	GTIN
242403-5G	04061837586996
242403-1G	04061838347817