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136727

Sigma-Aldrich

3-Chlorobenzyl bromide

97%

Synonym(s):

α-Bromo-3-chlorotoluene

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About This Item

Linear Formula:
ClC6H4CH2Br
CAS Number:
766-80-3
Molecular Weight:
205.48
Beilstein:
636504
EC Number:
212-171-0
MDL number:
MFCD00000597
UNSPSC Code:
12352100
PubChem Substance ID:
24848293
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.588 (lit.)

bp

109-110 °C/12 mmHg (lit.)

density

1.565 g/mL at 25 °C (lit.)

SMILES string

Clc1cccc(CBr)c1

InChI

1S/C7H6BrCl/c8-5-6-2-1-3-7(9)4-6/h1-4H,5H2

InChI key

LZIYAIRGDHSVED-UHFFFAOYSA-N

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General description

3-Chlorobenzyl bromide reacts with aminoethanol and NaH to yield aminoethyl 3-chlorobenzyl ether.

Application

3-Chlorobenzyl bromide was used in the synthesis of symmetrical and unsymmetrical benzyl thioethers. It was used as starting reagent during the synthesis of 1-(3-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

136727-50G:
136727-BULK:
136727-5KG:
136727-VAR:
136727-10G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Selective inactivation of monoamine oxidase B by aminoethyl 3-chlorobenzyl ether.
Ding CZ and Silverman RB.
Bioorganic & Medicinal Chemistry, 3(10), 2077-2078 (1993)
Convenient and robust one-pot synthesis of symmetrical and unsymmetrical benzyl thioethers from benzyl halides using thiourea.
Eccles KS, et al.
ARKIVOC (Gainesville, FL, United States), ix, 216-218 (2010)
Jason Z Vlahakis et al.
Bioorganic & medicinal chemistry, 21(21), 6788-6795 (2013-09-12)
Several analogs based on the lead structure of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole) were synthesized and evaluated as novel inhibitors of heme oxygenase (HO). Many of the compounds were found to be potent and highly selective for the HO-2 isozyme (constitutive), and had

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