1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE
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1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE
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CAS No:
5279-32-3
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Formula:
C7H4Br2O2
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Chemical Name:
1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE
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Synonyms:
5,6-DIBROMO-1,3-BENZODIOXOLE;5,6-DIBROMO-BENZO(1,3)DIOXOLE;5,6-Dibromobenzo[d][1,3]dioxole;4,5-Methylenedioxy-1,2-dibromobenzene;1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE;5,6-Dibromo-1,3-benzodioxole~4,5-Methylenedioxy-1,2-dibromobenzene
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CAS No:
1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE Basic Attributes
279.91
277.85800
15633
DTXSID10280119
2932999099
Safety Information
S22-S24/25
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE Use and Manufacturing
To a stirred solution of 4, 5-dibromobenzene-1, 2-diolGeneral procedure: A 12 mL vial was charged with Pd(OAc)2 (2 mol%), BuPAd2 (6 mol%), and a stirring bar. Then, 2 ml dioxane and 1 mmol of bromobenzene were injected by syringe. The vial (or several vials) was placed in an alloy plate, which was transferred into a 300 mL autoclave of the 4560 series from Parr Instruments under argon atmosphere. After flushing the autoclave three times with NH3, a pressure of 2 bar NH3 and 2 bar CO was adjusted at ambient temperature. Then, the reaction was performed for 16 hours at 100 oC. After the reaction is finished, the autoclave was cooled down to room temperature and the pressure was released carefully. Then, CuI (5 mol%), DMEDA (10%), K2CO3 (3 mmol) and 1, 2-dibromobenzene were added in under air, the vial was closed and heated to 110oC for 20 hours. The reaction mixture cooled down to room temperature. The solution was extracted 3-5 times with 2-3 ml of ethyl acetate from aqua solution. After evaporation of the organic solvent the residue was adsorbed on silica gel and the crude product was purified by column chromatography using n-heptane/AcOEt (20:1) as eluent.
Computed Properties
Molecular Weight:279.91
XLogP3:3.1
Hydrogen Bond Acceptor Count:2
Exact Mass:279.85576
Monoisotopic Mass:277.85780
Topological Polar Surface Area:18.5
Heavy Atom Count:11
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,2-DIBROMO-4,5-(METHYLENEDIOXY)BENZENE
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