| Identification | More | [Name]
(S)-(+)-1-Phenyl-1,2-ethanediol | [CAS]
25779-13-9 | [Synonyms]
(S)-(+)-1,2-PHENYLETHANEDIOL
(S)-(-)-1-PHENYL-1,2-ETHANEDIOL
(S)-(+)-1-PHENYL-1,2-ETHANEDIOL
(S)-1-PHENYL-1,2-ETHANEDIOL
(S)-(+)-1-PHENYLETHANE-1,2-DIOL
(S)-(+)-1-PHENYLETHANEDIOL
(S)-(+)-ALPHA,BETA-DIHYDROXYETHYLBENZENE
(S)-ALPHA,BETA-DIHYDROXYETHYLBENZENE
(S)-(+)-PHENYL-1,2-ETHANEDIOL
S(+)-PHENYLETHYLENE GLYCOL
(S)-(+)-STYRENEGLYCOL
(S)-STYRENE GLYCOL
STYRENE GLYCOL
(S)-(+)-1-Phenyl-1,2-ethanediol, 99+%
styreneglycol,styreneglycol(1-phenyl1,2-ethanediol)
(S)-(+)-1-PHENYLETHANE-1,2-DIOL 98+%
(+)-Styrene glycol, (S)-(+)-Phenylethylene glycol
(1S)-1-Phenyl-1,2-ethanediol
(2S)-2-Phenylethylene glycol
(S)-α-(Hydroxymethyl)benzenemethanol | [Molecular Formula]
C8H10O2 | [MDL Number]
MFCD00066256 | [Molecular Weight]
138.16 | [MOL File]
25779-13-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
64-67 °C(lit.) | [alpha ]
66 º (c=1, chloroform) | [Boiling point ]
272-274 °C (755 mmHg) | [density ]
1.0742 (rough estimate) | [refractive index ]
40 ° (C=3, H2O) | [Fp ]
320 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
13.61±0.20(Predicted) | [color ]
Off-White | [Optical Rotation]
[α]18/D +66°, c = 1 in chloroform | [Water Solubility ]
soluble | [BRN ]
3196197 | [InChI]
1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1 | [InChIKey]
PWMWNFMRSKOCEY-MRVPVSSYSA-N | [SMILES]
OC[C@@H](O)c1ccccc1 | [CAS DataBase Reference]
25779-13-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29062990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
(S)-(+)-1-Phenyl-1,2-ethanediol is white to light yellow crystal powde
| [Uses]
(S)-(+)-1-Phenyl-1,2-ethanediol used as a chiral building block in organic synthesis, used in the preparation of chiral 2-amino-1-phenylethanols as pharmaceutical intermediates.
| [Uses]
Extremely valuable and versatile alcohol used as a chiral building block in organic synthesis, used in the preparation of chiral 2-amino-1-phenylethanols as pharmaceutical intermediates. | [Biosynthesis]
Terminal vicinal diols are important chiral building blocks and intermediates in organic synthesis. Reduction of α-hydroxy ketones provides a straightforward approach to access these important compounds. It has been found that asymmetric reduction of a series of α-hydroxy aromatic ketones and 1-hydroxy-2-pentanone, catalyzed by Candida magnolia carbonyl reductase (CMCR) with glucose dehydrogenase (GDH) from Bacillus subtilis for cofactor regeneration, afforded 1-aryl-1,2-ethanediols ((S)-(+)-1-Phenyl-1,2-ethanediol) and pentane-1,2-diol, respectively, in up to 99 % ee.[1] | [Purification Methods]
Purify the diol by recrystallisation from *C6H6/ligroin and sublime it at 1-2mm. [Arpesella et al. Gazetta 85 1354 1955, Prelog et al. Helv Chim Acta 37 221 1954, Beilstein 6 IV 5939.] | [References]
[1] Highly Efficient Synthesis of Optically Pure (S)-1-phenyl-1,2-ethanediol by a Self-Sufficient Whole Cell Biocatalyst. DOI:10.1002/open.201500045
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