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W352316

Sigma-Aldrich

Pyrrolidine

FG

Synonym(s):

Tetrahydropyrrole, Tetramethyleneimine

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About This Item

Empirical Formula (Hill Notation):
C4H9N
CAS Number:
123-75-1
Molecular Weight:
71.12
FEMA Number:
3523
Beilstein:
102395
EC Number:
204-648-7
MDL number:
MFCD00005249
UNSPSC Code:
12164502
PubChem Substance ID:
329830626
Flavis number:
14.064
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002

vapor density

2.45 (vs air)

vapor pressure

128 mmHg ( 39 °C)
49 mmHg ( 20 °C)

autoignition temp.

653 °F

expl. lim.

10.6 %

refractive index

n20/D 1.443 (lit.)

density

0.852 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

fishy

SMILES string

C1CCNC1

InChI

1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2

InChI key

RWRDLPDLKQPQOW-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Statements

H225,H302 + H332,H314

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

37.4 °F - closed cup

Flash Point(C)

3 °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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Yukari Kondo et al.
The Journal of organic chemistry, 77(18), 7988-7999 (2012-08-18)
We report an enantioselective synthesis of the polyhydroxylated pyrrolidine alkaloid (+)-DMDP. The key steps in the synthesis were guanidinium ylide mediated asymmetric aziridination, stereospecific ring opening of trans-3-vinylaziridine-2-carboxylate with an oxygen nucleophile, iodine-mediated 5-endo-trig amino cyclization, and Prévost displacement. In
Boyu Zhang et al.
Angewandte Chemie (International ed. in English), 51(52), 13159-13162 (2012-11-20)
Drop it! A highly enantioselective catalytic cascade reaction of α-ketoacids and aldehydes is achieved using the title catalyst and water as the solvent. Fluorescence imaging shows that the catalyst is mainly distributed on the surface of emulsion droplets. Optically active
Igor A Kirilyuk et al.
The Journal of organic chemistry, 77(18), 8016-8027 (2012-08-25)
The nitroxides of 7-azadispiro[5.1.5.2]pentadecane and 7-azadispiro[5.1.5.2]pentadeca-14-ene series have been prepared, including thiol-specific methane thiosulfonate spin label for site-directed spin labeling. The effect of spirocyclohexane moieties on chemical and spectral properties has been studied. The obtained temperature dependencies of electron spin
Hiroaki Chiba et al.
Angewandte Chemie (International ed. in English), 51(36), 9169-9172 (2012-08-15)
In control: The novel and enantioselective total synthesis of (-)-quinocarcin includes the highly stereoselective preparation of the 2,5-cis-pyrrolidine by intramolecular amination, a selective substrate-controlled 6-endo-dig intramolecular alkyne hydroamination with a cationic Au(I) catalyst, and Lewis-acid-mediated ring-opening/halogenation sequence.
Y Arun et al.
Bioorganic & medicinal chemistry letters, 23(6), 1839-1845 (2013-02-12)
Novel dispirooxindole-pyrrolidine derivatives have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide generated from isatin and sarcosine with the dipolarophile 3-(1H-indol-3-yl)-3-oxo-2-(2-oxoindolin-3-ylidene)propanenitrile, and also spiro compound of acenaphthenequinone obtained by the same optimized reaction condition. Synthesized compounds were evaluated for
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