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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
MKCX0408
MKCM4662
MKCL1128
MKCC4782
MKBT9882V

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1-Methyl-2-pyrrolidinethanol 98%

Sigma-Aldrich

139513

1-Methyl-2-pyrrolidinethanol

Weixu Zhai et al.
Bioorganic & medicinal chemistry letters, 18(18), 5083-5086 (2008-08-30)
The discovery and optimization of a novel series of prolinol-derived GHSR agonists is described. This series emerged from a 11,520-member solid-phase library targeting the GPCR protein superfamily, and the rapid optimization of low micromolar hits into single-digit nanomolar leads can
Anna Maria Deobald et al.
Organic & biomolecular chemistry, 10(38), 7681-7684 (2012-08-25)
An eco-friendly synthesis of highly functionalized epoxides and their incorporation into an organocatalytic multicomponent approach are reported. For this, a modified class of diarylprolinol silyl ethers was designed to enable high catalytic activity in an environmentally benign solvent system. The
Chuan Wang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11531-11535 (2012-07-28)
Sulfenylated oxindoles: The first asymmetric sulfenylation of N-Boc-protected oxindoles has been developed to provide products containing a tetrasubstituted stereogenic center in high to excellent yields (86-98 %) and, in most cases, excellent enantioselectivities (up to 96 % ee; see scheme).
Johnathan E Holladay et al.
Applied biochemistry and biotechnology, 113-116, 857-869 (2004-04-01)
Technology to convert biomass into chemical building blocks provides an opportunity to displace fossil fuels and increase the economic viability of biorefineries. Coupling fermentation capability with aqueous-phase catalysis provides novel routes to monomers and chemicals, including those not accessible from
Katsuhiko Moriyama et al.
The Journal of organic chemistry, 77(21), 9846-9851 (2012-10-12)
The intramolecular aminohydroxylation of N-alkenylsulfonamides proceeded under heavy metal-free conditions to give substituted prolinol derivatives in high yields. Oxone activated by catalytic Brønsted acid worked well as an electrophilic oxidant for this reaction.
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