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| | (2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL Basic information |
| Product Name: | (2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL | | Synonyms: | 2-S-3-R-plus-4-dimethylamino-1-2-*diphenyl-3-meth;[S-(R*,S*)]-alpha-[2-(dimethylamino)-1-methylethyl]-alpha-phenylphenethyl alcohol;chirald tm;(2S,3R)-4-(DIMETHYLAMINO)-3-METHYL-1,2-DIPHENYLBUTAN-2-OL, TOLUENE SOLUTION;Dextrocarbinol base, (2S,3R)-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol, (2S,3R)-(+)-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol;Dextrocarbinol base, (2S,3R)-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol;(2S,3R)-1,2-Diphenyl-3-methyl-4-(dimethylamino)-2-butanol;(αS)-α-[(1R)-2-(Dimethylamino)-1-methylethyl]-α-phenylbenzeneethanol | | CAS: | 38345-66-3 | | MF: | C19H25NO | | MW: | 283.41 | | EINECS: | 253-893-6 | | Product Categories: | | | Mol File: | 38345-66-3.mol |  |
| | (2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL Chemical Properties |
| Melting point | 54-56 °C(lit.) | | alpha | 21 +8.2° (c = 10 in ethanol) | | Boiling point | bp0.1 mm 138-139° | | Fp | >230 °F | | form | solid | | Optical Rotation | [α]21/D +8.2°, c = 10 in ethanol | | Merck | 13,2070 | | BRN | 2384178 | | InChI | 1S/C19H25NO/c1-16(15-20(2)3)19(21,18-12-8-5-9-13-18)14-17-10-6-4-7-11-17/h4-13,16,21H,14-15H2,1-3H3/t16-,19+/m1/s1 | | InChIKey | INTCGJHAECYOBW-APWZRJJASA-N | | SMILES | C[C@H](CN(C)C)[C@@](O)(Cc1ccccc1)c2ccccc2 | | EPA Substance Registry System | Benzeneethanol, ?-[(1R)-2-(dimethylamino)-1-methylethyl]-?-phenyl-, (?S)- (38345-66-3) |
| WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | (2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL Usage And Synthesis |
| Uses | Reducing reagent in organic synthesis. | | Purification Methods | Purify the hydrochloride by dissolving 1.5g in 13.5 mL of 5N HCl, heat to boiling and evaporate in a vacuum. Recrystallise the hydrochloride three times from MeOH/EtOAc giving m 189-190o, []D -33.7o (c 1, H2O) {enantiomer has +34.2o}. The hydrochloride in the minimum volume of water is basified with aqueous 5N NaOH and extracted with Et2O. The extract is dried (K2CO3) and evaporated, leaving a residue which is stored in a desiccator over solid KOH as a low melting solid. It can be recovered using these procedures from asymmetric reductions with LAH, and re-used. [Pohland & Sullivan J Am Chem Soc 77 3400 1955, Sullivan et al. J Org Chem 28 2483 1963, Beilstein 13 IV 2221.] |
| | (2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL Preparation Products And Raw materials |
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