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
Beilstein:
882526
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
77-79 °C (lit.)
functional group
chloro
phenyl
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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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
High-Speed Couplings and Cleavages in Microwave-Heated, Solid-Phase Reactions at High Temperatures.
The Journal of Organic Chemistry, 2001(5), 919-925 (2001)
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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