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114081

Sigma-Aldrich

4-(Benzyloxy)benzyl chloride

97%

Synonym(s):

4-Chloromethyl-α-phenylanisole

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About This Item

Linear Formula:
C6H5CH2OC6H4CH2Cl
CAS Number:
836-42-0
Molecular Weight:
232.71
Beilstein/REAXYS Number:
882526
EC Number:
212-648-3
MDL number:
MFCD00000916
UNSPSC Code:
12352100
PubChem Substance ID:
24847156
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

mp

77-79 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCc1ccc(OCc2ccccc2)cc1

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

InChI key

UYQPSKUPEXAQRJ-UHFFFAOYSA-N

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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.

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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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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