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281697

(R)-(−)-2-Pyrrolidinemethanol

Name: (<I>R</I>)-(−)-2-Pyrrolidinemethanol
Brand: ALDRICH

99%

Synonym(s):

(R)-(−)-2-(Hydroxymethyl)pyrrolidine, D-Prolinol

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About This Item

Empirical Formula (Hill Notation):

C₅H₁₁NO

CAS Number:

68832-13-3

Molecular Weight:

101.15

Beilstein/REAXYS Number:

1523669

MDL number:

MFCD00064321

UNSPSC Code:

12352005

PubChem Substance ID:

24856990

NACRES:

NA.22

assay

99%

optical activity

[α]20/D −31°, c = 1 in toluene

refractive index

n20/D 1.4849 (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-/m1/s1

InChI key

HVVNJUAVDAZWCB-RXMQYKEDSA-N

Application

Versatile reagent for asymmetric synthesis.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Tetrahedron Asymmetry, 15, 519-523 (2004)

Synthesis and cholinergic affinity of diastereomeric and enantiomeric isomers of 1-methyl-2-(2-methyl-1,3-dioxolan-4-yl)- pyrrolidine, 1-methyl-2-(2-methyl-1,3-oxathiolan-5-yl)pyrrolidine and of Their iodomethylates.

Silvia Dei et al.

Bioorganic & medicinal chemistry, 11(14), 3153-3164 (2003-06-24)

Four out of the eight possible stereoisomers of 1-methyl-2-(2-methyl-1,3-dioxolan-4-yl)pyrrolidine, 1-methyl-2-(2-methyl-1,3-oxathiolan-5-yl)pyrrolidine and the corresponding iodomethylates have been synthesised. They were formally derived from hybridisation of potent though unselective agonists studied before, such as 1,3-dioxolane 1 and 1,3-oxathiolane 2, with the structure

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