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186511

Sigma-Aldrich

(S)-(+)-2-Pyrrolidinemethanol

97%

Synonym(s):

(S)-(+)-2-(Hydroxymethyl)pyrrolidine, L-Prolinol

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
23356-96-9
Molecular Weight:
101.15
Beilstein:
79843
EC Number:
245-605-2
MDL number:
MFCD00005255
UNSPSC Code:
12352005
PubChem Substance ID:
24851225
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +31°, c = 1 in toluene

refractive index

n20/D 1.4853 (lit.)

bp

74-76 °C/2 mmHg (lit.)

density

1.025 g/mL at 25 °C (lit.)

SMILES string

OC[C@@H]1CCCN1

InChI

1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1

InChI key

HVVNJUAVDAZWCB-YFKPBYRVSA-N

Related Categories

General description

(S)-(+)-2-Pyrrolidinemethanol, also known as (S)-(+)-prolinol is a chiral building block that is used for the synthesis of chiral organic compounds. It is also used as a chiral auxiliary in asymmetric synthesis and a chiral ligand in asymmetric catalysis.

Application

(S)-(+)-2-Pyrrolidinemethanol can be used as a starting material for the synthesis of (S)-α, α-diaryl-2-pyrrolidinemethanols. It plays an important role in this synthesis by providing chirality to the final product.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

139513

1-Methyl-2-pyrrolidine ethanol

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The Journal of organic chemistry, 74(20), 7908-7921 (2009-09-19)
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Journal of medical toxicology : official journal of the American College of Medical Toxicology, 4(3), 167-169 (2008-09-30)
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