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HomeProduct name listBENZYL AZIDE

BENZYL AZIDE

Synonym(s):α-Azidotoluene solution;(Azidomethyl)benzene solution

BENZYL AZIDE Structural

What is BENZYL AZIDE?

The Uses of BENZYL AZIDE

BENZYL AZIDE was used in the synthesis of stable 1,2,3-triazole derivatives.

The Uses of BENZYL AZIDE

Benzyl azide is used in the synthesis of 1,2,3-triazole derivatives. It serves as a reagent used to introduce a PhCH2N group into a molecule.

What are the applications of Application

(Azidomethyl)benzene is a useful azide for proteomics research

Synthesis Reference(s)

Tetrahedron Letters, 16, p. 471, 1975 DOI: 10.1016/S0040-4039(00)71896-X
Journal of the American Chemical Society, 91, p. 4323, 1969 DOI: 10.1021/ja01043a071

General Description

Benzyl azide is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.

Safety Profile

A heat-sensitive explosive.Explosive reaction with bis(trifluoromethyl)nitroxide.Upon decomposition it emits toxic fumes of NOx. Seealso AZIDES.

Synthesis

Sodium azide (3.58 g, 55.0 mmol) was added to DMSO (120 mL) and stirred vigorously until fully dissolved. Benzyl bromide 168 (6.54 mL, 55 mmol) was added. The reaction mixture was stirred at RT overnight. The colourless liquid was worked up with water (100 mL), and extracted with diethyl ether (3 x 100 mL). The extractions were washed with water (2 x 80 mL) and brine (80 mL). The ether layer was dried over MgSO4 and after filtration, it was evaporated to dryness, giving benzyl azide 73 as a colourless oil (6.9 g, 51.8 mmol, 94%): IR (neat) νm a x / cm– 1 3455, 3028, 2970, 2946, 2093, 1605, 1586, 1496, 1454, 1349, 1252; 1H NMR (400 MHz, CDCl 3 ) δ 7.44 – 7.28 (m, 5H), 4.33 (s, 2H); 1 3C NMR (100 MHz, CDCl 3 ) δ 135.55, 129.05, 128.52, 128.44, 55.00.
benzyl azide.jpg

Properties of BENZYL AZIDE

Melting point: 157℃
Boiling point: 81-83°C 16mm
Density  1.0655
refractive index  1.5341
RTECS  XS6650000
Flash point: 82-85°C/16mm
storage temp.  2-8°C
form  Liquid
Specific Gravity 1.0655
Water Solubility  Insoluble in waterMiscible with ethanol and diethyl ether. Immiscible with water.
BRN  636825
CAS DataBase Reference 622-79-7(CAS DataBase Reference)

Safety information for BENZYL AZIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H336:Specific target organ toxicity,single exposure; Narcotic effects
H351:Carcinogenicity
H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P201:Obtain special instructions before use.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for BENZYL AZIDE

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