ChemicalBook > CAS DataBase List > 1,2-ETHANEDIOL-(P-BROMOPHENYL)-

1,2-ETHANEDIOL-(P-BROMOPHENYL)-

Product Name
1,2-ETHANEDIOL-(P-BROMOPHENYL)-
CAS No.
92093-23-7
Chemical Name
1,2-ETHANEDIOL-(P-BROMOPHENYL)-
Synonyms
1,2-ETHANEDIOL-(P-BROMOPHENYL)-;1-(4-BROMOPHENYL)-1,2-ETHANEDIOL;1-(4-broMophenyl)ethane-1,2-diol;1,2-Ethanediol, 1-(4-bromophenyl)-;(R)-1-(4-bromophenyl)-1,2-ethanediol
CBNumber
CB72449888
Molecular Formula
C8H9BrO2
Formula Weight
217.06
MOL File
92093-23-7.mol
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1,2-ETHANEDIOL-(P-BROMOPHENYL)- Property

Melting point:
100-101 °C
Boiling point:
356.6±27.0 °C(Predicted)
Density 
1.617±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
13.41±0.20(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B803470
Product name
1-(4-Bromophenyl)ethane-1,2-diol
Packaging
5g
Price
$1000
Updated
2021/12/16
TRC
Product number
B803470
Product name
1-(4-Bromophenyl)ethane-1,2-diol
Packaging
10g
Price
$1575
Updated
2021/12/16
AK Scientific
Product number
5554AC
Product name
1-(4-Bromophenyl)ethane-1,2-diol
Packaging
1g
Price
$394
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0356547
Product name
1-(4-BROMOPHENYL)-1,2-ETHANEDIOL
Purity
95.00%
Packaging
5MG
Price
$501.99
Updated
2021/12/16
AK Scientific
Product number
5554AC
Product name
1-(4-Bromophenyl)ethane-1,2-diol
Packaging
25g
Price
$3560
Updated
2021/12/16
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1,2-ETHANEDIOL-(P-BROMOPHENYL)- Chemical Properties,Usage,Production

Uses

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

Synthesis

2039-82-9

92093-23-7

The general procedure for the synthesis of 1-(4-bromophenyl)ethane-1,2-diol from 4-bromostyrene was as follows: 4-bromostyrene (1.00 g, 5.46 mmol) was dissolved in 25 mL of a 2:1 (v/v) water/acetone solvent mixture. Subsequently, 4-methylmorpholine N-oxide (0.704 g, 6.01 mmol) and osmium tetroxide (0.167 g, 0.061 mmol, dissolved in tert-butanol at a concentration of 2.5%) were sequentially added to this solution. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction solution was diluted with ethyl acetate (EtOAc) and washed sequentially with 1N aqueous hydrochloric acid solution and saturated sodium bicarbonate solution each. The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by fast column chromatography (Biotage 40M column, 100% ethyl acetate as eluent) to give 335 mg (28% yield) of 1-(4-bromophenyl)ethane-1,2-diol as a white solid.

References

[1] Organic Letters, 2005, vol. 7, # 22, p. 5071 - 5074
[2] Journal of the American Chemical Society, 2010, vol. 132, # 41, p. 14409 - 14411
[3] Journal of Organic Chemistry, 2015, vol. 79, # 23, p. 11431 - 11439
[4] Tetrahedron Letters, 2007, vol. 48, # 38, p. 6776 - 6778
[5] Chemical Research in Toxicology, 1998, vol. 11, # 1, p. 44 - 53

1,2-ETHANEDIOL-(P-BROMOPHENYL)- Preparation Products And Raw materials

Raw materials

Preparation Products

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