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22348-32-9

(R)-Diphenylprolinol

CAS: 22348-32-9

Molecular Formula: C17H19NO

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22348-32-9 - Names and Identifiers

Name (R)-Diphenylprolinol
Synonyms (R)-Diphenylprolinol
(R)-1-DIPHENYL-PROLINOL
R-(+)-α,α-2-pyrrolidinemethanol
alpha,alpha-Diphenyl-D-prolinol
(R)-(+)-α,α-2-pyrrolidinemethanol
R-(+)alpha,alpha-diphenylprolinol
(R)-(+)- α,α-2-pyrrolidinemethanol
2-PYRROLIDINEMETHANOL, A,A-DIPHENYL-
(R)-α,α-Diphenyl-2-pyrrolidinemethanol
diphenyl[(2R)-pyrrolidin-2-yl]methanol
(R)-(+)-Diphenyl-2-pyrrolidinemethanol
(2R)-α,α-diphenyl-2-Pyrrolidinemethanol
diphenyl-[(2R)-pyrrolidin-2-yl]methanol
(R)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE
(R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol
(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol
2-Pyrrolidinemethanol, α,α-diphenyl-, (2R)-
(R)-(+)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE
(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
(R)-(+)-2-(DIPHENYLHYDROXYMETHYL)-PYRROLIDIN
(2R)-2-[hydroxy(diphenyl)methyl]pyrrolidinium
(R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
(r)-(+)-alpha,alpha-diphenyl-2-pyrrolidinemethanol
CAS 22348-32-9
EINECS 606-992-7
InChI InChI=1/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m1/s1
InChIKey OGCGXUGBDJGFFY-MRXNPFEDSA-N

22348-32-9 - Physico-chemical Properties

Molecular FormulaC17H19NO
Molar Mass253.35
Density1.0078 (rough estimate)
Melting Point77-80°C
Boling Point396.54°C (rough estimate)
Specific Rotation(α)59 º (589nm, c=3, MeOH 25 ºC)
Flash Point133.3°C
Vapor Presure1.67E-07mmHg at 25°C
AppearanceWhite powder
Colorwhite to off-white
BRN4353363
pKa13.15±0.29(Predicted)
Storage ConditionKeep in dark place,Inert atmosphere,Room temperature
Refractive Index58 ° (C=2, MeOH)
MDLMFCD00077754
Physical and Chemical PropertiesMelting point 77-81°C
specific rotation 59 ° (589nm, c = 3, MeOH 25°C)

UseIt is used to prepare the corresponding oxazoborane, which can be used for the borane-mediated asymmetric reduction reaction of ketones.

22348-32-9 - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S37/39 - Wear suitable gloves and eye/face protection
WGK Germany3
FLUKA BRAND F CODES10-34
TSCANo
HS Code29221990

22348-32-9 - Reference Information

Use (R)-( )-α, α-diphenyl-2-pyrrolidine methanol has been proven to have amphetamine-like effects and is used in recreational drugs. It is a new class of synthetic stimulants called piprado derivatives. It inhibits neurite growth in PC12 cells, which contributes to its neurotoxic effects. It is used as a reagent in the synthesis of the antidepressant (S)-duloxetine. It is used to prepare chiral Corey-Bakshi-Shibata catalysts for organic synthesis.
It is used to prepare the corresponding oxazolobane, which can be used for the borane-mediated asymmetric reduction reaction of ketones.
NIST chemical information information provided by: webbook.nist.gov (external link)
Last Update:2024-04-09 21:54:55
22348-32-9
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View History
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