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186511

Sigma-Aldrich

L-Prolinol

97%

Synonym(e):

(S)-(+)-2-(Hydroxymethyl)-pyrrolidin, (S)-(+)-2-Pyrrolidinmethanol

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About This Item

Empirische Formel (Hill-System):
C5H11NO
CAS-Nummer:
23356-96-9
Molekulargewicht:
101.15
Beilstein:
79843
EG-Nummer:
245-605-2
MDL-Nummer:
MFCD00005255
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24851225
NACRES:
NA.22

Qualitätsniveau

100

Assay

97%

Optische Aktivität

[α]20/D +31°, c = 1 in toluene

Brechungsindex

n20/D 1.4853 (lit.)

bp

74-76 °C/2 mmHg (lit.)

Dichte

1.025 g/mL at 25 °C (lit.)

Funktionelle Gruppe

hydroxyl

SMILES String

OC[C@@H]1CCCN1

InChI

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

InChIKey

HVVNJUAVDAZWCB-YFKPBYRVSA-N

Verwandte Kategorien

Allgemeine Beschreibung

(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.

Anwendung

(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.

Piktogramme

CorrosionExclamation mark
GHS05,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

186.8 °F - closed cup

Flammpunkt (°C)

86 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCM4662
MKCL1128
MKCC4782
MKBT9882V
MKBT0362V

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1-Methyl-2-pyrrolidinethanol 98%

Sigma-Aldrich

139513

1-Methyl-2-pyrrolidinethanol

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The Journal of organic chemistry, 74(20), 7908-7921 (2009-09-19)
The photochirogenesis of 2-anthracenecarboxylic acid (AC) complexed to a hydrogen-bonding template (TKS159) was investigated to obtain mechanistic information on how chirogenesis is achieved for the dimerization of AC. Complexation of AC to TKS159 leads to the shielding of one of
Satnam Lidder et al.
Journal of medical toxicology : official journal of the American College of Medical Toxicology, 4(3), 167-169 (2008-09-30)
Many countries have specific legislation, such as the Controlled Substances Act (1970) in the United States and the Misuse of Drugs Act (1971) in the United Kingdom to control recreational drugs. There is a growing market and supply of "novel"
Patrick Bolze et al.
Organic letters, 10(17), 3753-3756 (2008-07-29)
A simple organocatalytic approach to highly attractive chiral building blocks is presented. By the reaction of beta-ketoesters with alpha,beta-unsaturated aldehydes using a chiral TMS-protected prolinol as the catalyst, optically active 5-(trialkylsilyl)cyclohex-2-enones are formed in good yields and with 98-99% ee.
Magnus Rueping et al.
Organic & biomolecular chemistry, 10(30), 6201-6210 (2012-05-16)
A highly efficient route for the synthesis of valuable 3,4-substituted chromenone derivatives by the reaction of 1,3-diketones with aldehydes in the presence of l-proline was developed. The reactions take advantage of readily available starting materials and follow a Knoevenagel condensation/Michael
Tatsuya Urushima et al.
Organic letters, 12(13), 2966-2969 (2010-06-10)
Diarylprolinol was found to be an effective organocatalyst of the direct, enantioselective aldol reaction of commercially available polymeric ethyl glyoxylate, affording gamma-ethoxycarbonyl-beta-hydroxy aldehydes, versatile synthetic intermediates, in good yield with excellent enantioselectivity.
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Global Trade Item Number

SKUGTIN
186511-5G4061838758187
186511-1G4061838096388
186511-25G4061838118417

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