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259179

Sigma-Aldrich

3,4-Dichlorobenzyl chloride

97%

Synonym(s):

α,3,4-Trichlorotoluene

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About This Item

Linear Formula:
Cl2C6H3CH2Cl
CAS Number:
102-47-6
Molecular Weight:
195.47
Beilstein/REAXYS Number:
386644
EC Number:
203-033-0
MDL number:
MFCD00000906
UNSPSC Code:
12352100
PubChem Substance ID:
24855690
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.577 (lit.)

bp

122-124 °C/14 mmHg (lit.)

density

1.411 g/mL at 25 °C (lit.)

SMILES string

ClCc1ccc(Cl)c(Cl)c1

InChI

1S/C7H5Cl3/c8-4-5-1-2-6(9)7(10)3-5/h1-3H,4H2

InChI key

YZIFVWOCPGPNHB-UHFFFAOYSA-N

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Application

3,4-Dichlorobenzyl chloride has been used:
  • in Friedel-Crafts synthesis of 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone, a key intermediate for the synthesis of sertraline
  • as alkylating agent in synthesis of poly(ether ketone)s having pendant sulfonic acid groups
  • in preparation of 5,6-dichloro-2-(3,4-dichlorobenzylthio)benzimidazole

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Syntheses of branched poly (ether ketone) s with pendant functional groups based on 1, 1, 1-tris (4-hydroxyphenyl) ethane.
Fritsch D, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 39(11), 1335-1347 (2002)
Friedel-Crafts synthesis of 4-(3, 4-dichlorophenyl)-3, 4-dihydro-1 (2H)-naphthalenone, a key intermediate in the preparation of the antidepressant sertraline.
Quallich GJ, et al.
The Journal of Organic Chemistry, 55(16), 4971-4973 (1990)
Zygmunt Kazimierczuk et al.
Acta biochimica Polonica, 49(1), 185-195 (2002-07-26)
Two series of benzimidazole derivatives were sythesised. The first one was based on 5,6-dinitrobenzimidazole, the second one comprises 2-thioalkyl- and thioaryl-substituted modified benzimidazoles. Antibacterial and antiprotozoal activity of the newly obtained compounds was studied. Some thioalkyl derivatives showed remarkable activity

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