ChemicalBook > CAS DataBase List > 2',3'-DIHYDROXYACETOPHENONE

2',3'-DIHYDROXYACETOPHENONE

Product Name
2',3'-DIHYDROXYACETOPHENONE
CAS No.
13494-10-5
Chemical Name
2',3'-DIHYDROXYACETOPHENONE
Synonyms
1-(2,3-dihydroxyphenyl)ethan-1-one;3-Acetylcatechol;Terbutaline Impurity 28;3-Acetyl-1,2-benzenediol;2',3'-DIHYDROXYACETOPHENONE;Ethanone,1-(2,3-dihydroxyphenyl)-;Hexanoicacid,5-methyl-8-oxo-,ethylester;1-(2,3-Dihydroxyphenyl)ethanone - [D92546];Pyrazolo[1,5-a]pyridine-3-carboxylicacid,10-bromo-
CBNumber
CB1203248
Molecular Formula
C8H8O3
Formula Weight
152.15
MOL File
13494-10-5.mol
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2',3'-DIHYDROXYACETOPHENONE Property

Melting point:
198-200℃
Boiling point:
294.0±25.0 °C(Predicted)
Density 
1.291±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
form 
Solid
pka
8.98±0.10(Predicted)
color 
Pale Yellow
InChI
InChI=1S/C8H8O3/c1-5(9)6-3-2-4-7(10)8(6)11/h2-4,10-11H,1H3
InChIKey
HEJLFBLJYFSKCE-UHFFFAOYSA-N
SMILES
C(=O)(C1=CC=CC(O)=C1O)C
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
D450090
Product name
2'',3''-Dihydroxyacetophenone
Packaging
1g
Price
$755
Updated
2021/12/16
Matrix Scientific
Product number
144515
Product name
1-(2,3-Dihydroxyphenyl)ethanone
Purity
95%
Packaging
1g
Price
$903
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22095
Product name
2',3'-Dihydroxyacetophenone
Packaging
250mg
Price
$480
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22095
Product name
2',3'-Dihydroxyacetophenone
Packaging
10mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22095
Product name
2',3'-Dihydroxyacetophenone
Packaging
25mg
Price
$100
Updated
2021/12/16
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2',3'-DIHYDROXYACETOPHENONE Chemical Properties,Usage,Production

Uses

2',3'-DIHYDROXYACETOPHENONE is a reagent used in the synthesis of antiproliferative agents, opioid receptor agonists, and anticoagulants.

Preparation

Also obtained by bioconversion of acetophenone through the living cells of Escherichia coli carrying plasmid pUC6256B expressing todCI-bphA2A3A4 and bphB (39.2%).

Definition

ChEBI: 2',3'-Dihydroxyacetophenone is an aromatic ketone.

Synthesis

38480-94-3

13494-10-5

The general procedure for the synthesis of 2,3-dihydroxyacetophenone from 2,3-dimethoxyacetophenone was carried out as follows: to 1M dichloromethane (68 ml) was added 1M boron tribromide solution at -70°C, followed by a solution of dichloromethane (100 ml) of 2,3-dimethoxyacetophenone (4.85 g, 26.9 mmol). The reaction mixture was cooled and stirred at room temperature for 2.5 hours. After completion of the reaction, methanol (70 ml) was added and stirring was continued for 1 hour. Subsequently, the reaction mixture was evaporated to dryness. The residue was dissolved in ethyl acetate (250 ml) and washed once with 2% NaHCO3 solution (30 ml), the organic phase was dried and the solvent was evaporated to give the crude product. The crude product was purified by methanol crystallization to give 3.10 g of the target compound as a yellow solid in 76% yield.1H NMR (300 MHz, CDCl3) δ ppm: 2.61 (s, 3H); 6.77-7.05 (t, 1H); 7.02 (dd, 1H); 7.36 (dd, 1H).

References

[1] Journal of Medicinal Chemistry, 1989, vol. 32, # 1, p. 183 - 192
[2] Patent: US5990142, 1999, A
[3] Chemische Berichte, 1913, vol. 46, p. 4019
[4] Chemische Berichte, 1913, vol. 46, p. 4019
[5] Journal of the American Chemical Society, 2005, vol. 127, # 29, p. 10371 - 10387

2',3'-DIHYDROXYACETOPHENONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2',3'-DIHYDROXYACETOPHENONE manufacturers

Career Henan Chemical Co
Product
2',3'-DIHYDROXYACETOPHENONE 13494-10-5
Price
US $1.00/KG
Min. Order
1IU
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-07

13494-10-5, 2',3'-DIHYDROXYACETOPHENONERelated Search:

2',3',4'-TRIMETHOXYACETOPHENONE 7,8-Dihydroxyflavone 2,3,3',4'-TETRAMETHOXYBENZOPHENONE PURPURIN Alizarin Alizarin Red S 3,7,3',4'-TETRAMETHYLGOSSYPETIN 2,3,4-Trihydroxybenzophenone 2',3',4'-TRIHYDROXYACETOPHENONE PURPUROGALLIN EUPATORIN-5-METHYL ETHER Alizarin Complexone KHELLIN 1,2,5,8-TETRAHYDROXYANTHRAQUINONE 2',6'-Dihydroxyacetophenone DIHYDROXYACETOPHENONE,3,4-,DIHYDROXYACETOPHENONE,3',4'-DIHYDROXYACETOPHENONE,3,4-DIHYDROXYACETOPHENONE,3,4-Dihydroxyacetophenone 3',4'-Dihydroxyacetophenone 2',4'-DIHYDROXYACETOPHENONE,2',4'-Dihydroxyacetophenone 4-Acetylresorcinol 2,4-Dihydroxyacetophenone,2,4-DIHYDROXYACETOPHENONE,2,4-Dihydroxyacetophenone,99% 1-(2,4-Bis(benzoyloxy)phenyl)ethanone

  • 2',3'-DIHYDROXYACETOPHENONE
  • 3-Acetylcatechol
  • 1-(2,3-dihydroxyphenyl)ethan-1-one
  • 3-Acetyl-1,2-benzenediol
  • Ethanone,1-(2,3-dihydroxyphenyl)-
  • Terbutaline Impurity 28
  • Pyrazolo[1,5-a]pyridine-3-carboxylicacid,10-bromo-
  • Hexanoicacid,5-methyl-8-oxo-,ethylester
  • 1-(2,3-Dihydroxyphenyl)ethanone - [D92546]
  • 13494-10-5
  • Aromatics
  • Intermediates