19598-15-3

Basic information

• Product Name: trans-1,2-bromoindane
• Synonyms: trans-1,2-bromoindane
• CAS NO: 19598-15-3
• Molecular Weight: 275.971
• Mol File: 19598-15-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: trans-1,2-bromoindane(CAS DataBase Reference)
• NIST Chemistry Reference: trans-1,2-bromoindane(19598-15-3)
• EPA Substance Registry System: trans-1,2-bromoindane(19598-15-3)

Safety Data

• Hazardous Substances Data: 19598-15-3(Hazardous Substances Data)

Upstream product

• 95-13-6 1-indene 
• 67-56-1 methanol 
• 79-21-0 peracetic acid 

Downstream Products

• 10485-09-3 2-bromoindene 
• 13125-82-1 triphenylphosphonium-1-indenylide 
• 95-13-6 1-indene 
• 103028-42-8 3-bromo-1H-indene 
• 615-13-4 2-indanone 
• 83-33-0 inden-1-one 
• 68253-35-0 indan-1-one oxime 
• 5927-94-6 trans-2-bromo-1-methoxy-2,3-dihydro-1H-indene 
• 1775-27-5 2-bromoindanone 
• 872785-26-7 benzyl-(2-bromo-indan-1-yl)-ether 
• 10368-44-2 trans-2-bromo-1-indanol 

Relevant articles and documents

A useful propionate cofactor enhancing activity for organic solvent-tolerant recombinant metal-free bromoperoxidase (perhydrolase) from Streptomyces aureofaciens

The oxidative brominating activity of an organic solvent-tolerant recombinant metal-free bromoperoxidase BPO-A1 with C-terminal His-tag (rBPO-A1), from Streptomyces aureofaciens found to depend on various additives. These included carboxylic acids, used as cofactors and alcohols, used as water-miscible organic solvents. Enzyme activity was significantly enhanced by using propanoic acid (PA) as a cofactor, which had a high Log D at pH 5.0 and ethylene glycol with a low Log P. The positional specificity of oxidative hydroxybromination for olefins, using rBPO-A1 and PA in the presence of methanol, was higher compared to a non-enzymatic reaction using peracetic acid. The oxidative bromination step, occurring after enzymatic peroxidation step, is suggested to be pseudoenzymatic.

Mechanism of the enantioselective oxidation of racemic secondary alcohols catalyzed by chiral Mn(III)-salen complexes

The experiments described here clarify the mechanism and origin of the enantioselectivity of the oxidation of racemic secondary alcohols catalyzed by chiral Mn(III)-salen complexes using HOBr, Br2/H2O/KOAc or PhI(OAc)2/H2O/KBr as a stoichiometric oxidant. Key points of the proposed pathway include (1) the formation of a Mn(V)-salen dibromide, (2) its subsequent reaction with the alcohol to give an alkoxy-Mn(V) species, and (3) carbonyl-forming elimination to produce the ketone via a highly organized transition state with intramolecular transfer of hydrogen from carbon to an oxygen of the salen ligand.