Basic information Safety Supplier Related

(2S,3R)-(+)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-BUTANOL

Basic information Safety Supplier Related

(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
  • chirald
  • [S-(R*,S*)]-alpha-[2-(dimethylamino)-1-methylethyl]-alpha-phenylphenethyl alcohol
  • DEXTROOXYPHENE
  • chirald tm
  • D-OXYPHENE
  • (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
CAS:
38345-66-3
MF:
C19H25NO
MW:
283.41
EINECS:
253-893-6
Mol File:
38345-66-3.mol
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(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°
Flash point:
>230 °F
optical activity
[α]21/D +8.2°, c = 10 in ethanol
Merck 
13,2070
BRN 
2384178
EPA Substance Registry System
Benzeneethanol, ?-[(1R)-2-(dimethylamino)-1-methylethyl]-?-phenyl-, (?S)- (38345-66-3)
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Safety Information

WGK Germany 
3

MSDS

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(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-BUTANOLSupplier

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