o-Xylylene dibromide

• Catalog No.: A17241
• CAS Number: 91-13-4
• M. F.: C8H8Br2
• M. W.: 263.95712
• Purity: 97%

SYNONYMS

• Title: 邻二溴亚二甲苯基
• IUPAC name: 1,2-bis(bromomethyl)benzene
• IUPAC Traditional name: benzene, 1,2-bis(bromomethyl)-
• Synonyms: 1,2-Bis(bromomethyl)benzene; alpha,alpha'-Dibromo-o-xylene

DATABASE IDS

• Beilstein Number: 637159
• MDL Number: MFCD00000175
• CAS Number: 91-13-4
• EC Number: 202-042-7

PROPERTIES

• Purity: 97%
• Density: 1.960
• Melting Point: 92-96°C
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P280-P305+P351+P338-P309-P310
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3261
• Packing Group: II

REFERENCES

• Reductive debromination with activated Ni provides a simple route to o-xylylene, which can be trapped by dienophiles: J. Org. Chem., 53, 339 (1988):
  
• o-Xylylene can also be generated using Zn metal and ultrasound: J. Org. Chem., 47, 751 (1982), or NaI in DMF: Chem. Pharm. Bull., 22, 2159 (1974).
• Dialkylating agent for the formation of a variety of benzo-fused carbocyclic and heterocyclic ring systems, e.g. five-membered with Meldrum's acid (Isopropylidene malonate, A15603): Org. Prep. Proced. Int., 24, 185 (1992), 7-membered with Dimethyl acetone-1,3-dicarboxylate, A14969: J. Org. Chem., 54, 5237 (1989), as well as macrocycles and cryptands; see, e.g.: J. Org. Chem., 57, 6112 (1992). Reaction with 1,2- and 1,3-diols has been used a method of protection; the diol can be regenerated by hydrogenolysis: Synth. Commun., 19, 3363 (1989).