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3,4-Dichlorophenethyl alcohol

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3,4-Dichlorophenethyl alcohol manufacturers

3,4-Dichlorophenethyl alcohol Basic information
Product Name:3,4-Dichlorophenethyl alcohol
Synonyms:3,4-DICHLOROPHENETHYLALCOHOL 97%;3,4-Dichlorophenethyl alcohol,97%;2-(3,4-DICHLOROPHENYL)ETHANOL;3,4-Dichlorophenethyl alcohol, 97% 5GR;3,4-Dichlorobenzeneethanol;2-(3,4-Dichlorophenyl)ethanol>;Benzeneethanol, 3,4-dichloro-;3,4-Dichlorobenzyl Ethanol
CAS:35364-79-5
MF:C8H8Cl2O
MW:191.05
EINECS:
Product Categories:Benzhydrols, Benzyl & Special Alcohols
Mol File:35364-79-5.mol
3,4-Dichlorophenethyl alcohol Structure
3,4-Dichlorophenethyl alcohol Chemical Properties
Boiling point 165 °C / 14mmHg
density 1.32
refractive index 1.562-1.568
storage temp. Sealed in dry,Room Temperature
solubility Dichloromethane, Ethyl Acetate
form Liquid
color Clear colorless
InChIInChI=1S/C8H8Cl2O/c9-7-2-1-6(3-4-11)5-8(7)10/h1-2,5,11H,3-4H2
InChIKeyGITOMJDYNUMCOV-UHFFFAOYSA-N
SMILESC1(CCO)=CC=C(Cl)C(Cl)=C1
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41-51-36/37/38-20/21/22
Safety Statements 24/25-39-26-36/37/39
RIDADR 2810
HS Code 29062990
MSDS Information
ProviderLanguage
ACROS English
3,4-Dichlorophenethyl alcohol Usage And Synthesis
Chemical Propertiesclear colorless liquid
UsesIntermediate in the synthesis of σ receptor ligands.
Synthesis
3,4-Dichlorophenylacetic acid

5807-30-7

3,4-DICHLOROPHENETHYL ALCOHOL

35364-79-5

General procedure for the synthesis of 2-(3,4-dichlorophenyl)ethanol from 3,4-dichlorophenylacetic acid: 97% lithium aluminum hydride (LiAlH4, 5.54 g, 141.63 mmol) was added batchwise to an ice-bath-cooled solution of 2-(3,4-dichlorophenyl)acetic acid (19.36 g, 94.42 mmol) in tetrahydrofuran (THF, 200 mL). After the addition was completed, the reaction mixture was stirred at room temperature for 5 hours. Upon completion of the reaction, the mixture was slowly poured into ice water (150 mL) and stirring was continued for 0.5 hours. Subsequently, THF was evaporated under reduced pressure and extracted by adding dichloromethane (DCM, 200 mL). The organic layer was separated, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/5, v/v) to afford the target compound 2-(3,4-dichlorophenyl)ethanol (17.14 g, 95% yield) as a colorless oil.

References[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2818 - 2841
[2] Journal of Medicinal Chemistry, 1990, vol. 33, # 11, p. 3100 - 3110
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 24, p. 5420 - 5423
[4] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 3, p. 756 - 760
[5] Journal of the American Chemical Society, 1956, vol. 78, p. 5612
3,4-Dichlorophenethyl alcohol Preparation Products And Raw materials
Raw materials3,4-Dichlorophenylacetic acid-->Lithium Aluminum Hydride-->Tetrahydrofuran
Preparation ProductsAcetofenate-->3,4-Dichlorophenylacetylene-->4-(2-bromoethyl)-1,2-dichlorobenzene-->(3,4-Dichlorophenyl)acetaldehyde
Tag:3,4-Dichlorophenethyl alcohol(35364-79-5) Related Product Information
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