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HomeProduct name list(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

Synonym(s):α,α-Diphenyl-D-prolinol;(R)-2-(Diphenylhydroxymethyl)pyrrolidine

  • CAS NO.:22348-32-9
  • Empirical Formula: C17H19NO
  • Molecular Weight: 253.35
  • MDL number: MFCD00077754
  • EINECS: 606-992-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-29 11:48:30
(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol Structural

What is (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol?

Chemical properties

white to faintly yellow crystalline powder

The Uses of (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

The Uses of (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

suzuki reaction

What are the applications of Application

(R)-(+)-Diphenyl-2-pyrrolidinemethanol is Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

Definition

ChEBI: (r)-alpha,alpha-diphenyl-2-pyrrolidinemethanol is a diarylmethane.

Synthesis

Draw 14 kg of tetrahydrofuran into the reaction kettle. 61.5 kg of a 34% strength solution of phenylmagnesium chloride in tetrahydrofuran was added to the reaction vessel to initiate agitation and cooling cycles. The control temperature is 10 to 60 °C. The dropping time was controlled for 5 to 6 hours, and stirring was continued for 1 hour. Pump 24 kg of concentrated hydrochloric acid (mass concentration 36%) into the matching drip tank of the reaction kettle. constantly dropping, the dropping time is controlled for 1 hour, and the dropping process control temperature does not exceed 45 ° C. After the addition was completed, stirring was continued for 8 hours.Cool down to -5 ° C ~ 5 ° C to obtain (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol, a total of 17.2 kg, yield 85%.

Properties of (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

Melting point: 77-80 °C
Boiling point: 396.54°C (rough estimate)
alpha  59 º (589nm, c=3, MeOH 25 ºC)
Density  1.0078 (rough estimate)
refractive index  58 ° (C=2, MeOH)
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
solubility  almost transparency in Chloroform
form  solid
pka 13.15±0.29(Predicted)
color  white to off-white
optical activity [α]20/D +69°, c = 3 in chloroform
BRN  4353363
CAS DataBase Reference 22348-32-9(CAS DataBase Reference)
NIST Chemistry Reference (R)-alpha-(2-pyrrolidinyl)benzhydryl alcohol(22348-32-9)

Safety information for (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

InChIKey OGCGXUGBDJGFFY-MRXNPFEDSA-N

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