(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
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) |
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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