4-Nitrobenzyl bromide

• Catalog No.: A15236
• CAS Number: 100-11-8
• M. F.: C7H6BrNO2
• M. W.: 216.03204
• Purity: 97+%

SYNONYMS

• Title: 4-硝基溴苄
• IUPAC name: 1-(bromomethyl)-4-nitrobenzene
• IUPAC Traditional name: nitrobenzyl bromide
• Synonyms: alpha-Bromo-4-nitrotoluene

DATABASE IDS

• MDL Number: MFCD00007373
• Beilstein Number: 742796
• EC Number: 202-820-6
• CAS Number: 100-11-8

PROPERTIES

• Purity: 97+%
• Melting Point: 97-101°C
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• Risk Statements: 34
• RTECS: XS7967000
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3261
• Packing Group: II

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 ?-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).