4-Nitrobenzyl bromide

Synonym(s):α-Bromo-4-nitrotoluene

CAS NO.：100-11-8
Empirical Formula: C7H6BrNO2
Molecular Weight: 216.03
MDL number: MFCD00007373
EINECS: 202-820-6
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-15 10:43:11

What is 4-Nitrobenzyl bromide?

Chemical properties

white to light yellow crystal powde

The Uses of 4-Nitrobenzyl bromide

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.]

Properties of 4-Nitrobenzyl bromide

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)

Safety information for 4-Nitrobenzyl bromide

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H314:Skin corrosion/irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.