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2-Chloro-3',4'-dihydroxyacetophenone

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Company Name: TCI Europe
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Products Intro: Product Name:4-(Chloroacetyl)catechol
CAS:99-40-1
Purity:95-98% Package:25 g
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Products Intro: Product Name:2-Chloro-3',4'-dihydroxyacetophenone
CAS:99-40-1
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Products Intro: Product Name:2-Chloro-3',4'-dihydroxyacetophenone
CAS:99-40-1
Purity:99.0% Package:1KG;|25KG
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Products Intro: Product Name:3,4-dihydroxyphenacyl chloride
CAS:99-40-1
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Products Intro: Product Name:Dopamine Impurity 19
CAS:99-40-1
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2-Chloro-3',4'-dihydroxyacetophenone manufacturers

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  • $0.00 / 10mg
  • 2026-03-12
  • CAS:99-40-1
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  • Purity: 98%
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2-Chloro-3',4'-dihydroxyacetophenone Basic information
Product Name:2-Chloro-3',4'-dihydroxyacetophenone
Synonyms:A-CHLORO-3',4'-DIHYDROXYACETOPHENONE;3',4'-DIHYDROXY-2-CHLORO ACETOPHENONE;3,4-DIHYDROXY-2'-CHLOROACETOPHENONE;3,4-DIHYDROXYPHENACYL CHLORIDE;3,4-DIHYDROXY-W-CHLOROACETOPHENONE;4-(CHLORACETAL)CATECHOL;4-(CHLOROACETYL)PYROCATECHOL;4-(CHLOROACETYL)CATECHOL
CAS:99-40-1
MF:C8H7ClO3
MW:186.59
EINECS:202-754-8
Product Categories:Aromatics;FINE Chemical & INTERMEDIATES;Pharmaceutical Intermediates
Mol File:99-40-1.mol
2-Chloro-3',4'-dihydroxyacetophenone Structure
2-Chloro-3',4'-dihydroxyacetophenone Chemical Properties
Melting point 174-176 °C(lit.)
Boiling point 418.7±35.0 °C(Predicted)
density 1.444±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO, methanol.
pka7.59±0.20(Predicted)
form powder
color White to Pale Beige
BRN 2092660
InChIInChI=1S/C8H7ClO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,10-11H,4H2
InChIKeyLWTJEJCZJFZKEL-UHFFFAOYSA-N
SMILESC(=O)(C1=CC=C(O)C(O)=C1)CCl
CAS DataBase Reference99-40-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
HS Code 29252900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-Chloro-3',4'-dihydroxyacetophenone Usage And Synthesis
Chemical PropertiesOff-White Solid
Uses2-Chloro-3',4'-dihydroxyacetophenone is used as a styptic adrenobazone, quasi adrenaline drug gasp spirit of intermediates.
DefinitionChEBI: 2-chloro-3',4'-dihydroxyacetophenone is an alpha-chloroketone, a member of acetophenones and an aromatic ketone.
Synthesis
Catechol

120-80-9

Chloroacetyl chloride

79-04-9

2-Chloro-3',4'-dihydroxyacetophenone

99-40-1

Anhydrous aluminum trichloride (6.0 g, 45 mmol) was slowly added to the cooled 1,2-dichloroethane (20 mL) solution at 5-10 °C and stirred for 30 min keeping the temperature at 5-10 °C. Subsequently, catechol (1) (2.0 g, 18.1 mmol) was added to the reaction mixture in batches over a period of 10 minutes and stirring was continued for 20 minutes. Chloroacetyl chloride (2.2 g, 19.3 mmol) was added dropwise to the reaction system at the same temperature. The reaction system was then warmed up to room temperature with continuous stirring for 20 hours. Upon completion of the reaction, the reaction was carefully quenched with dilute hydrochloric acid solution (40 mL) at 5-10 °C and stirred at room temperature for 2-3 hours. The solid product was collected by filtration and washed with water. The wet solid was suspended in dilute acetic acid and heated until completely dissolved. Activated charcoal (0.1 g) was added to the clarified solution to decolorize it, stirred for 30 minutes and then hot filtered. The filtrate was cooled to precipitate a solid, filtered, washed with water and dried to give the target product 2-chloro-1-(3,4-dihydroxyphenyl)ethanone (2). Yield: 2.5 g, 74% yield; melting point 175-177 °C.

References[1] European Journal of Medicinal Chemistry, 2014, vol. 82, p. 293 - 307
[2] Patent: WO2008/107109, 2008, A1. Location in patent: Page/Page column 4-5
[3] Patent: WO2018/127806, 2018, A1. Location in patent: Page/Page column 8
[4] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 3, p. 858
[5] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1893, vol. 25, p. 154
Tag:2-Chloro-3',4'-dihydroxyacetophenone(99-40-1) Related Product Information
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