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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:
882526
EC Number:
212-648-3
MDL number:
MFCD00000916
UNSPSC Code:
12352100
PubChem Substance ID:
24847156
NACRES:
NA.22

Assay

97%

form

solid

mp

77-79 °C (lit.)

functional group

chloro

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

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)

Not applicable

Flash Point(C)

Not applicable

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.

JAN Code

114081-25G:
114081-BULK:
114081-5G:
114081-1G:
114081-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL2055V
MKBJ5583V
MKBH9799V
MKBG3264V
MKBH0908V

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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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