| Identification | Back Directory | [Name]
3-CHLOROPHENETHYLALCOHOL | [CAS]
5182-44-5 | [Synonyms]
3-chlorobenzeneethanol
3-CHLOROPHENETHYLALCOHOL
M-CHLOROPHENETHYL ALCOHOL
2-(3-Chlorophenyl)ethanol
3-ChlorophenylEthylalcohol
m-chlorophenethylic alcohol
3-CHLOROPHENETHYLALCOHOL 98%
3-Chlorophenethylalcohol,98%
Phenethyl alcohol, m-chloro-
2-(3-chlorophenyl)ethan-1-ol
3-Chlorophenethylalcohol ,97%
3-CHLORO-SS-PHENETHYL ALCOHOL
3-CHLORO-BETA-PHENETHYL ALCOHOL
2-(3-Chlorophenyl)ethyl alcohol
3-Chlorophenethylalcohol, 98% 25GR | [EINECS(EC#)]
225-964-1 | [Molecular Formula]
C8H9ClO | [MDL Number]
MFCD00002892 | [MOL File]
5182-44-5.mol | [Molecular Weight]
156.61 |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to very slightly yellow liquid | [Boiling point ]
135-137 °C13 mm Hg(lit.)
| [density ]
1.181 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.549(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [pka]
14.76±0.10(Predicted) | [color ]
Clear colorless to very slightly yellow | [Specific Gravity]
1.157 | [BRN ]
2042059 | [InChI]
InChI=1S/C8H9ClO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5H2 | [InChIKey]
NDWAVJKRSASRPH-UHFFFAOYSA-N | [SMILES]
C1(CCO)=CC=CC(Cl)=C1 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to very slightly yellow liquid | [General Description]
3-Chlorophenethyl alcohol undergoes coupling reaction with dibutylamine. | [Synthesis]
Example 86A Synthesis of 2-(3-chlorophenyl)ethanol: To a solution of 2-(3-chlorophenyl)acetic acid (11.4 g, 66.7 mmol) dissolved in 150 mL of THF was added LiAlH4 (3.04 g, 80.0 mmol) in batches at 0 °C. The reaction mixture was gradually warmed up to room temperature and stirred continuously under nitrogen protection for 2 hours. Upon completion of the reaction, the reaction was quenched by slow dropwise addition of 2N NaOH solution (30 mL), followed by extraction with ethyl acetate (2 x 150 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (silica gel as stationary phase, petroleum ether/ethyl acetate = 50:1 to 10:1 gradient elution) to give 4.96 g of the target product, 3-chlorophenethyl alcohol, as a colorless oil. The yield was 55%. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 3, p. 756 - 760
[2] Patent: US2013/131036, 2013, A1. Location in patent: Paragraph 1585; 1586
[3] Patent: WO2013/62966, 2013, A2. Location in patent: Paragraph 112; 113
[4] Helvetica Chimica Acta, 1973, vol. 56, p. 2460 - 2479
[5] Journal of the American Chemical Society, 1978, vol. 100, p. 228 - 246 |
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