Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

A15236 4-Nitrobenzyl bromide, 97+%

CAS Number
100-11-8
Synonyms
alpha-Bromo-4-nitrotoluene

Stock No. Size Price ($) Quantity Availability
A15236-14 25g 38.30
A15236-22 100g 108.00
A15236-36 500g 436.00
Add to Cart Bulk/Specialty Print Quote View Item

4-Nitrobenzyl bromide, 97+%

MDL
MFCD00007373
EINECS
202-820-6

Chemical Properties

Formula
C7H6BrNO2
Formula Weight
216.04
Melting point
97-101°
Storage & Sensitivity
Ambient temperatures.
Solubility
It hydrolyzes in water. Soluble in alcohol and ether.

Applications

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.

Notes

Stable under recommended storage conditions. Incompatible with oxidizing agents, amines, bases and alcohols.

Literature References

Josef Prousek. The course of reaction of 4-nitrobenzyl bromide and 5-nitrofurfuryl bromide with bases: Operation of anion-radical mechanism. Collect. Czech. Chem. Commun. 1982, 47,(5), 1334-1338.

 

Paul G.Bulger; Ian F.Cottrell; Cameron J.Cowden; Antony J.Davies; Ulf-H Dolling. An investigation into the alkylation of 1,2,4-triazole. Tetrahedron Letters. 2000, 41,(8), 1297-1301.

Has been used as a protecting reagent for the carboxyl group in peptide synthesis: Helv. Chim. Acta, 42, 972 (1959); see 4-Nitrobenzyl­ chloride, A15749, and Appendix 6. Has also been used in ß-lactam synthesis. Cleavage by sodium sulfide avoids hydrogenolysis problems otherwise encountered with these sulfur-containing nuclei: J. Org. Chem., 43, 1243 (1978).

For the protection of alcohols, introduction of the group by the use of silver oxide has been recommended. Selective cleavage can be accomplished with DDQ (2,3-Dichloro-5,6-dicyanobenzoquinone, A11879) or by anodic oxidation. Many other benzyl-type protecting groups are unaffected by these conditions: Tetrahedron Lett., 31, 389 (1990). Indium metal in the presence of ammonium chloride is an effective deprotection system for 4-nitrobenzyl ethers and esters: J. Chem. Soc., Perkin 1, 955 (2001).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
742796
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2904.99
TSCA
Yes
RTECS
XS7967000

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware