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Merck
CN

114081

4-(Benzyloxy)benzyl chloride

97%

Synonym(s):

4-Chloromethyl-α-phenylanisole

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About This Item

Linear Formula:
C6H5CH2OC6H4CH2Cl
CAS Number:
Molecular Weight:
232.71
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-648-3
Beilstein/REAXYS Number:
882526
MDL number:
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Product Name

4-(Benzyloxy)benzyl chloride, 97%

InChI key

UYQPSKUPEXAQRJ-UHFFFAOYSA-N

InChI

1S/C14H13ClO/c15-10-12-6-8-14(9-7-12)16-11-13-4-2-1-3-5-13/h1-9H,10-11H2

SMILES string

ClCc1ccc(OCc2ccccc2)cc1

assay

97%

form

solid

mp

77-79 °C (lit.)

functional group

chloro
phenyl

storage temp.

2-8°C

Quality Level

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Application

4-(benzyloxy)benzyl chloride is used in the preparation of 4-aryl-3,4-dihydropyrimidine-5-carboxylates (DHPMs) which exhibits a wide spectrum of biological effects.

General description

4-(Benzyloxy)benzyl chloride acts as a solid support to readily determine the loading of the corresponding polymer-bound acids by direct cleavage. This was determined while studying the coupling of substituted aromatic, heterocyclic, and alkyl carboxylates to the resin.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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High-Speed Couplings and Cleavages in Microwave-Heated, Solid-Phase Reactions at High Temperatures.
The Journal of Organic Chemistry, 2001(5), 919-925 (2001)
C O Kappe
Bioorganic & medicinal chemistry letters, 10(1), 49-51 (2000-01-15)
A series of pharmacologically active, functionalized 4-aryl-3,4-dihydropyrimidine-5-carboxylates (DHPMs) are prepared by a versatile novel solid phase approach. In the key step, a polymer-bound thiouronium salt is condensed with unsaturated 1-ketoesters. The resulting polymer bound 1,4-dihydropyrimidines are cleaved from the resin
Jianbo Li et al.
Drug delivery, 25(1), 1117-1126 (2018-05-22)
Asthma is one of the most prevalent chronic inflammatory diseases of lung. Current asthma therapy using inhaled corticosteroid often results in undesired treatment outcome due to poor compliance and drugs' lack of tissue specificity. N,N,N'-trimethyl-N'-(2-hydroxyl-3-methyl-5-123Iiodobenzyl)-1,3-propanediamine (HIPD), a phenolic propanediamine derivative
Crist N Filer et al.
Journal of labelled compounds & radiopharmaceuticals, 62(1), 24-27 (2018-07-15)
The 2-step synthesis of [1-14 C]tyramine hydrochloride is described with the product being characterized by TLC, HPLC, and UV spectroscopy. Several methods are provided to purify [1-14 C]tyramine hydrochloride, and its storage and stability are also discussed.

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