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Merck

P73803

Pyrrolidine

99%

Synonym(s):

Tetrahydropyrrole, Tetramethyleneimine

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About This Item

Linear Formula:
(CH2)4NH
CAS Number:
Molecular Weight:
71.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-648-7
Beilstein/REAXYS Number:
102395
MDL number:
Assay:
99%
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vapor density

2.45 (vs air)

Quality Segment

vapor pressure

128 mmHg ( 39 °C), 49 mmHg ( 20 °C)

assay

99%

autoignition temp.

653 °F

expl. lim.

10.6 %

refractive index

n20/D 1.443 (lit.)

density

0.852 g/mL at 25 °C (lit.)

SMILES string

C1CCNC1

InChI

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

InChI key

RWRDLPDLKQPQOW-UHFFFAOYSA-N

General description

Pyrrolidine is a heterocyclic building block used in organic synthesis and a scaffold for biologically active compounds.

Application

Pyrrolidine has been used for the synthesis of N-benzoyl pyrrolidine from benzaldehyde via oxidative amination. It may be used as a catalyst for the synthesis of N-sulfinyl aldimines from carbonyl compounds and sulfonamides.
Pyrrolidine can also be used to synthesize:
  • Taddol-pyrrolidine phosphoramidite, a ligand for rhodium-catalyzed [2+2+2] cycloaddition of pentenyl isocyanate and 4- ethynylanisole.
  • H,4 PyrrolidineQuin-BAM (′PBAM′), a selective catalyst for the aza-Henry addition of nitroalkanes to aryl aldimines.{88]
  • 1,2,3,3a,4,9-Hexahydropyrrolo[2,1-b]quinazoline by reacting with o-aminobenzaldehyde.



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Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

37.4 °F - closed cup

flash_point_c

3 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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