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| | (1S)-1-(2-Chlorophenyl)ethane-1,2-diol Basic information | | Uses |
| | (1S)-1-(2-Chlorophenyl)ethane-1,2-diol Chemical Properties |
| Melting point | 68-75 °C(lit.) | | Boiling point | 293 °C(lit.) | | density | 1.1910 (rough estimate) | | refractive index | 1.5530 (estimate) | | Fp | 108 °C | | storage temp. | Sealed in dry,Room Temperature | | pka | 13.24±0.20(Predicted) | | Optical Rotation | [α]20/D +70°, c = 0.2 in chloroform | | InChI | 1S/C8H9ClO2/c9-7-4-2-1-3-6(7)8(11)5-10/h1-4,8,10-11H,5H2/t8-/m1/s1 | | InChIKey | YGOPULMDEZVJGI-MRVPVSSYSA-N | | SMILES | OC[C@@H](O)c1ccccc1Cl |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 37/39-26 | | WGK Germany | 3 | | HS Code | 2906290090 | | Storage Class | 11 - Combustible Solids |
| Provider | Language |
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ACROS
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| | (1S)-1-(2-Chlorophenyl)ethane-1,2-diol Usage And Synthesis |
| Uses | o-Chlorophenyl glycol is an organic intermediate that can be obtained by oxidizing 2-chlorostyrene with hydrogen peroxide in the presence of a Cr-Anderson type polyacid modified by the catalyst (S)-1-(2-hydroxy-1-phenylethyl)thiourea. | | Chemical Properties | white to beige crystals and / or chunks | | Synthesis | General procedure for the synthesis of (R)-1-(2-chlorophenyl)-1,2-ethanediol from methyl 2-(2-chlorophenyl)-2-oxoacetate: In an inert atmosphere glove box, the substrate methyl 2-(2-chlorophenyl)-2-oxoacetate (0.5 mmol), base (0.05 mmol), Ru-MACHO catalyst (5 μmol) and methanol (0.5 mL). The glass reactor was sealed and transferred to an autoclave, followed by replacing the air in the kettle with hydrogen three times. The reaction was carried out at 25°C or 80°C with constant stirring for 12-24 h under 10-50 bar hydrogen pressure. Upon completion of the reaction, the autoclave was cooled to room temperature. The residual hydrogen was slowly released in a fume hood and the reaction mixture was transferred to a conical flask containing deionized water (2 mL) and extracted with ethyl acetate (3 x 5 mL). The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford the pure target product (R)-1-(2-chlorophenyl)-1,2-ethanediol. | | References | [1] Synlett, 2016, vol. 27, # 11, p. 1748 - 1752
[2] Green Chemistry, 2012, vol. 14, # 5, p. 1372 - 1375 |
| | (1S)-1-(2-Chlorophenyl)ethane-1,2-diol Preparation Products And Raw materials |
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