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L-(+)-Prolinol structure
L-(+)-Prolinol structure

L-(+)-Prolinol

Iupac Name:[(2S)-pyrrolidin-2-yl]methanol
CAS No.:23356-96-9
Molecular Weight:101.149
Introduction: L-Prolinol is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer's disease. L-(+)-Prolinol Preparation Products And Raw materials Preparation Products View more+
1. Names and Identifiers
1.1 Name
L-(+)-Prolinol
1.2 Synonyms

(-)-L-PROLINOL (+)-2-Pyrrolidinemethanol (2S)-2-(Hydroxymethyl)pyrrolidine (2S)-2-Pyrrolidinemethanol (2S)-Pyrrolidin-2-ylmethanol (S)-(+)-2-(Hydroxymethyl)pyrrolidine (S)-(+)-2-Pyrrolidinemethanol (S)-(+)-PROLINOL (S)-(+)-Pyrrolidin-2-ylmethanol (S)-1-(Pyrrolidin-2-yl)methanol (S)-2-(Hydroxymethyl)pyrrolidine (S)-2-Pyrrolidinemethanol (S)-Prolinol [(2S)-Pyrrolidin-2-yl]methanol [(S)-Pyrrolidin-2-yl]methanol 2-(S)-(Hydroxymethyl)pyrrolidine 2-Pyrrolidinemethanol, (2S)- 2-Pyrrolidinemethanol, (S)- 2-Pyrrolidinemethanol, (S)-(+)- H-L-PRO-OL H-PROLINOL H-PRO-OL L-(+)-2-Pyrrolidinylmethanol L-2-(Hydroxymethyl)pyrrolidine L-2-PYRROLIDINEMETHANOL L-PROLINOL

1.3 CAS No.
23356-96-9
1.4 CID
640091
1.5 EINECS(EC#)
245-605-2
1.6 Molecular Formula
C5H11NO (isomer)
1.7 Inchi
InChI=1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
1.8 InChkey
HVVNJUAVDAZWCB-YFKPBYRVSA-N
1.9 Canonical Smiles
C1CC(NC1)CO
1.10 Isomers Smiles
C1C[C@H](NC1)CO
2. Properties
3.1 Density
1.036
3.1 Melting point
42-44 °C
3.1 Boiling point
74-76℃ (2 torr)
3.1 Refractive index
1.4853
3.1 Flash Point
86℃
3.1 Vapour pressure
0.0423mmHg at 25°C
3.1 Precise Quality
101.08400
3.1 PSA
32.26000
3.1 logP
0.05950
3.1 Appearance
Colorless to light yellow liqui
3.2 Chemical Properties
Colorless to light yellow liqui
3.3 Color/Form
Pale-yellow to Yellow-brown Liquid
3.4 pKa
14.77±0.10(Predicted)
3.5 Water Solubility
Very soluble
3.6 Stability
Stable at room temperature in closed containers under normal storage and handling conditions.
3.7 StorageTemp
2-8°C
3. Use and Manufacturing
4.1 Storage
Air Sensitive. Hygroscopic. Store under Nitrogen. Ambient temperatures.
4.2 Usage
L-Prolinol is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer's disease. L-(+)-Prolinol Preparation Products And Raw materials Preparation Products
4. Safety and Handling
5.1 Hazard Codes
Xi
5.1 Risk Statements
R36/37/38
5.1 Safety Statements
S26;S37/39
5.1 WGK Germany
3
5.1 Safety

Hazard Symbols:?IrritantXi
Risk Codes:?R36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description:?S26;S37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
F: 3-10-23
Hazard Note: Irritant/Air Sensitive

5.2 Sensitive
Air Sensitive
5.3 Specification

? L-(+)-Prolinol , with CAS number of 23356-96-9, can be called (S)-(+)-2-Pyrrolidinemethanol ; (S)-(+)-2-(Hydroxymethyl)pyrrolidine 99% ; 2-pyrrolidinemethanol, (2S)- ; (2S)-Pyrrolidin-2-ylmethanol ; (2S)-2-Pyrrolidinylmethanol . It is a colorless to light yellow liquid.? L-(+)-Prolinol (CAS NO.23356-96-9) is used in broad variety of chemical reactions as chiral ligand, chiral catalyst or chiral auxiliary reagent in the Hajos-Parrish-Eder-Sauer-Wiechert reaction, the Baylis-Hillman reaction, Noyori type reaction and the Michael reaction.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Serious eye damage, Category 1

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H302 Harmful if swallowed

H318 Causes serious eye damage

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P310 Immediately call a POISON CENTER/doctor/\u2026

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Usage
It is an active pharmaceutical intermediate.
10. Computational chemical data
  • Molecular Weight:101.149g/mol
  • Molecular Formula:C5H11NO
  • Compound Is Canonicalized:True
  • XLogP3-AA:_0.3
  • Exact Mass:101.084063974
  • Monoisotopic Mass:101.084063974
  • Complexity:56
  • Rotatable Bond Count:1
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:2
  • Topological Polar Surface Area:32.3
  • Heavy Atom Count:7
  • Defined Atom Stereocenter Count:1
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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