381055
2-Methyl-1-pyrroline
95%
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About This Item
Empirical Formula (Hill Notation):
C5H9N
CAS Number:
Molecular Weight:
83.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
212-822-9
MDL number:
Assay:
95%
Quality Level
assay
95%
refractive index
n20/D 1.444 (lit.)
bp
104-105 °C (lit.)
density
0.878 g/mL at 25 °C (lit.)
SMILES string
CC1=NCCC1
InChI
1S/C5H9N/c1-5-3-2-4-6-5/h2-4H2,1H3
InChI key
CTSZPNIMMLSKDV-UHFFFAOYSA-N
General description
2-Methyl-1-pyrroline, a monocyclic imine, is a pyrroline derivative. It is a five-membered heterocyclic compound having various biological and pharmacological applications. It is formed during the Rh(I) complexes (containing N,N-donor ligands and N,P-donor ligand) immobilized on glassy carbon electrode surfaces catalyzed intramolecular hydroamination of 4-pentyn-1-amine. It reacts with with 2-oxopropanal to afford acetyl-1-pyrroline (AP).
Application
2-Methyl-1-pyrroline (2-MPN) may be used in the enantioselective enzymatic synthesis of (R)- and (S)-2-methylpyrroline in the presence of whole-cells catalysts isolated from Strptomyces sp. strains GF3587 and GF3546 respectively.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
51.8 °F - closed cup
flash_point_c
11 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Related Content
M Bertoldi et al.
The Biochemical journal, 342 Pt 3, 509-512 (1999-09-08)
Ornithine decarboxylase (ODC) from Lactobacillus 30a catalyses the cleavage of alpha-methylornithine into ammonia and 2-methyl-1-pyrroline; glutamate decarboxylase (GAD) from Escherichia coli catalyses the cleavage of alpha-methylglutamate into ammonia and laevulinic acid. In our analyses, 2-methyl-1-pyrroline and laevulinic acid were identified
María Rodríguez-Mata et al.
Chembiochem : a European journal of chemical biology, 14(11), 1372-1379 (2013-07-03)
NADPH-dependent oxidoreductase Q1EQE0 from Streptomyces kanamyceticus catalyzes the asymmetric reduction of the prochiral monocyclic imine 2-methyl-1-pyrroline to the chiral amine (R)-2-methylpyrrolidine with >99% ee, and is thus of interest as a potential biocatalyst for the production of optically active amines.
2-Oxopropanal, hydroxy-2-propanone, and 1-pyrroline important intermediates in the generation of the roast-smelling food flavor compounds 2-acetyl-1-pyrroline and 2-acetyltetrahydropyridine.
Hofmann T and Schieberle P.
Journal of Agricultural and Food Chemistry, 46(6), 2270-2277 (1998)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 381055-25ML | 04061838126955 |
| 381055-5ML | 04061838126962 |