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4-Nitrobenzyl bromide

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4-Nitrobenzyl bromide Basic information

Product Name:
4-Nitrobenzyl bromide
Synonyms:
  • alpha-bromo-p-nitro-toluen
  • -Bromo-4-nitro-toluene
  • Nitrobenzyl bromide
  • p-(Bromomethyl)nitrobenzene
  • p-Nitobenzylbromide
  • Toluene, alpha-bromo-4-nitro-
  • Toluene, alpha-bromo-p-nitro-
  • p-nitoro benzyl bromide
CAS:
100-11-8
MF:
C7H6BrNO2
MW:
216.03
EINECS:
202-820-6
Product Categories:
  • Pyridines
  • Building Blocks
  • Chemical Synthesis
  • Nitro Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
  • Aromatic Halides (substituted)
  • Methyl Halides
  • Phenyls & Phenyl-Het
  • Protection & Derivatization Reagents (for Synthesis)
  • Synthetic Organic Chemistry
  • Methyl Halides
  • Phenyls & Phenyl-Het
Mol File:
100-11-8.mol
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4-Nitrobenzyl bromide Chemical Properties

Melting point:
98 °C
Boiling point:
265.51°C (rough estimate)
Density 
1.6841 (rough estimate)
refractive index 
1.6120 (estimate)
storage temp. 
Store at RT.
solubility 
soluble in Chloroform, Ethyl Acetate
form 
Crystalline Powder
color 
Light yellow to beige
Water Solubility 
It hydrolyzes in water. Soluble in alcohol and ether.
BRN 
742796
Stability:
Stable. Incomaptible with bases, amines, oxidizing agents, alcohols. May be moisture sensitive. Corrodes steel.
CAS DataBase Reference
100-11-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-(bromomethyl)-4-nitro-(100-11-8)
EPA Substance Registry System
Benzene, 1-(bromomethyl)-4-nitro- (100-11-8)
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Safety Information

Hazard Codes 
C,Xi
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
RTECS 
XS7967000
10-19-21
Hazard Note 
Irritant/Corrosive
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29049085

MSDS

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4-Nitrobenzyl bromide Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

4-Nitrobenzyl bromide is used in the synthesis of di and tri-substituted azoles. It is also used in the preparation of N6-Benzyladenosine-5?-uronamides as selective A3 adenosine agonists.

Definition

ChEBI: A C-nitro compound that consists of nitrobenzene bearing a bromomethyl substituent at the para-position.

Purification Methods

Recrystallise the bromide four times from absolute EtOH, then twice from cyclohexane/hexane/*benzene (1:1:1), followed by sublimation at 0.1mm and final recrystallisation from the same solvent mixture. [Lichtin & Rao J Am Chem Soc 83 2417 1961.] It has also been crystallised from pet ether (b 80-100o, 10mL/g, charcoal). It slowly decomposes even when stored in a desiccator in the dark. IRRITANT. [Beilstein 5 IV 861.]

4-Nitrobenzyl bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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