92093-23-7

Basic information

• Product Name: 1,2-ETHANEDIOL-(P-BROMOPHENYL)-
• Synonyms: 1-(4-BROMOPHENYL)-1,2-ETHANEDIOL;1,2-ETHANEDIOL-(P-BROMOPHENYL)-;1-(4-broMophenyl)ethane-1,2-diol;1-(4-Bromophenyl)
• CAS NO: 92093-23-7
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.06
• Mol File: 92093-23-7.mol
• Article Data: 56

Chemical Properties

• Melting Point: 100-101 °C
• Boiling Point: 356.6±27.0 °C(Predicted)
• Appearance: /
• Density: 1.617±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.41±0.20(Predicted)
• CAS DataBase Reference: 1,2-ETHANEDIOL-(P-BROMOPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-ETHANEDIOL-(P-BROMOPHENYL)-(92093-23-7)
• EPA Substance Registry System: 1,2-ETHANEDIOL-(P-BROMOPHENYL)-(92093-23-7)

Safety Data

• Hazardous Substances Data: 92093-23-7(Hazardous Substances Data)

Usage

Uses

1-(4-Bromophenyl)ethane-1,2-diol is used as a reactant in the regioselective palladium-catalyzed O,S rearrangement of cyclic thiocarbonates.

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 
• 34867-87-3 spirocyclobutylmalonoyl peroxide 
• 141-78-6 ethyl acetate 
• 7500-37-0 2-(4-bromophenyl)-2-oxoethyl acetate 
• 148684-05-3 2-(4-bromophenyl)oxirane 
• 1122-91-4 4-bromo-benzaldehyde 
• 1643-30-7 3-(4-bromophenyl)propionic acid 
• 100-52-7 benzaldehyde 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 
• 99-73-0 para-bromophenacyl bromide 
• 108-86-1 bromobenzene 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 20201-26-7 ethyl 4-bromophenylglyoxylate 

Downstream Products

• 59365-21-8 2-Bromomethyl-4-(4-bromo-phenyl)-2-(2,4-dichloro-phenyl)-[1,3]dioxolane 
• 201403-02-3 (+/-)-2-amino-2-(4-bromophenyl)ethanol 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 
• 959471-24-0 4-(4-bromophenyl)-2,2-dimethyl-1,3-dioxolane 
• 306282-43-9 (S)-2-methylcarbonyloxy-1-(4-bromophenyl)ethyl acetate 
• 59365-42-3 2-Bromomethyl-4-(4-bromo-phenyl)-2-p-tolyl-[1,3]dioxolane 
• 5021-45-4 2-(4-bromophenyl)quinoxaline 
• 1407546-34-2 2-(4-bromophenyl)-2-chloroethan-1-ol 
• 1122-91-4 4-bromo-benzaldehyde 
• 2039-82-9 1-bromo-4-ethenyl-benzene 

Relevant articles and documents

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Lewis Base Catalyzed Dioxygenation of Olefins with Hypervalent Iodine Reagents

1,2-Diols are extremely useful building blocks in organic synthesis. Hypervalent iodine reagents are useful for the vicinal dihydroxylation of olefins to give 1,2-diols under metal-free conditions, but strongly acidic promoters are often required. Herein, we report a catalytic vicinal dioxygenation of olefins with hypervalent iodine reagents using Lewis bases as catalysts. The conditions are mild and compatible with various functional groups.

Iodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides

An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols has been developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups is derived from water and the other one is derived from TBHP. Additionally, the bisperoxides could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.