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539341

Sigma-Aldrich

2,3-Dichlorobenzylamine

97%

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About This Item

Linear Formula:
Cl2C6H3CH2NH2
CAS Number:
39226-95-4
Molecular Weight:
176.04
EC Number:
202-382-6
MDL number:
MFCD00047927
UNSPSC Code:
12352100
PubChem Substance ID:
24878391

Assay

97%

refractive index

n20/D 1.583 (lit.)

bp

136-140 °C/18 mmHg (lit.)

density

1.321 g/mL at 25 °C (lit.)

SMILES string

NCc1cccc(Cl)c1Cl

InChI

1S/C7H7Cl2N/c8-6-3-1-2-5(4-10)7(6)9/h1-3H,4,10H2

InChI key

JHBVZGONNIVXFJ-UHFFFAOYSA-N

General description

2,3-Dichlorobenzylamine is a halogenated benzylamine derivative. It undergoes oxidation with hydrogen peroxide in the presence of V2O5 to afford N-(2,3-dichlorobenzyl) 2,3-dichlorobenzaldimine.

Application

2,3-Dichlorobenzylamine may be used in the synthesis of 5-(2′,3′-dichlorobenzylamino)uracil and 8-substituted quinolines.

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)

221.0 °F - closed cup

Flash Point(C)

105 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
23696DK
SHBD6802V
14096EM
56196DJ
04404TH

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Novel 5-(N-Alkylaminouracil) Acyclic Nucleosides.
Boncel S, et al.
Synthesis, 2011(04), 603-610 (2011)
Guobiao Chu et al.
Organic & biomolecular chemistry, 8(20), 4716-4719 (2010-08-18)
The current syntheses of imines from benzylamines are often performed in organic solvents or under harsh reaction conditions. Clean oxidation of primary benzylamines to imines has been successfully achieved using H(2)O(2) in water at room temperature catalyzed by V(2)O(5). Among
J David Becherer et al.
Journal of medicinal chemistry, 58(17), 7021-7056 (2015-08-13)
Starting from the micromolar 8-quinoline carboxamide high-throughput screening hit 1a, a systematic exploration of the structure-activity relationships (SAR) of the 4-, 6-, and 8-substituents of the quinoline ring resulted in the identification of approximately 10-100-fold more potent human CD38 inhibitors.

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