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4-Nitrobenzyl bromide, 97+% - CAS 100-11-8 - Formula C7H6BrNO2


Certificate of Analysis

4-Nitrobenzyl bromide, 97+%

CAS: 100-11-8 MDL: MFCD00007373  EINECS: 202-820-6
UN#:UN3261Hazard Class:8Packing Group:II
Alternate Name: alpha-Bromo-4-nitrotoluene


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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).

Other References

Beilstein: 742796
UN#: UN3261
Harmonized Tariff Code:   2904.90

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.


Risk & Safety

Risk Phrases: 34
Causes burns.
Safety Phrases: 26-36/37/39-45
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
RTECS: XS7967000