A15236

4-Nitrobenzyl bromide, 97+%

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

 
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4-Nitrobenzyl bromide, 97+%

MDL: MFCD00007373
EINECS: 202-820-6

Chemical Properties

Formula: C7H6BrNO2  Melting point: 97-101°
Formula weight: 216.04  

Literature References

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-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Do not breathe dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Corrosive

Other References

Beilstein: 742796
UN#: UN3261
Hazard Class: 8
Packing Group: II
Harmonized Tariff Code: 2904.90
TSCA: Yes
RTECS: XS7967000
4-Nitrobenzyl bromide, 97+% - CAS 100-11-8 - Formula C7H6BrNO2

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