Skip to Content
MilliporeSigma
Get 22% off for Pi Day through March 31.Save Now

377112

3-Pyrroline

95%

Synonym(s):

2,5-Dihydropyrrole

Slide 1 of 1
Sign In to View Organizational & Contract Pricing.

Select a Size

250 MG

$61.30

1 G

$67.30

$61.30

Available to ship TODAYDetails

​
Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):
C4H7N
CAS Number:
109-96-6
Molecular Weight:
69.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863493
EC Number:
203-723-1
Beilstein/REAXYS Number:
103173
MDL number:
MFCD00005213
Assay:
95%
Form:
liquid

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

95%

form

liquid

refractive index

n20/D 1.46 (lit.)

bp

90-91 °C/748 mmHg (lit.)

density

0.91 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

C1NCC=C1

InChI

1S/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2

InChI key

JVQIKJMSUIMUDI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
381055422169416762
3-Pyrroline 95%

Sigma-Aldrich

377112

3-Pyrroline

2-Methyl-1-pyrroline 95%

Sigma-Aldrich

381055

2-Methyl-1-pyrroline

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile 98%

Sigma-Aldrich

422169

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

5-Bromo-2,4-dichloropyrimidine 97%

Sigma-Aldrich

416762

5-Bromo-2,4-dichloropyrimidine

assay

95%

assay

95%

assay

98%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

refractive index

n20/D 1.46 (lit.)

refractive index

n20/D 1.444 (lit.)

refractive index

-

refractive index

n20/D 1.603 (lit.)

form

liquid

form

-

form

solid

form

solid

density

0.91 g/mL at 25 °C (lit.)

density

0.878 g/mL at 25 °C (lit.)

density

-

density

1.781 g/mL at 25 °C (lit.)

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-

General description

3-Pyrroline is a heterocyclic building block. The excited state dynamics of 3-pyrroline by Hamiltonian model based on the vibronic coupling model has been investigated.[1] Trifluoromethylated azomethine ylide is reported as precursor for the synthesis of 3-pyrroline building blocks.[2] 3-Pyrrolines are reported as highly useful intermediates for the synthesis of functionalized pyrrolines, pyrrolidines and other natural products.[3] Preparation of 3-pyrroline(2,5-dihydro-1H-pyrrole) from (Z)-1,4-dichloro-2-butene, via Delépine Reaction has been reported. It is formed as intermediate in the synthesis of N-(tert-butyloxycarbonyl)-3-pyrroline. Reaction of Me3Al and Me3Ga with 3-pyrroline is reported.
Various 3-pyrrolines (2,5-dihydropyrroles) have been synthesized by two-step reaction sequence of alkylation/alkylidene carbene CH-insertion reaction.[4] Synthesis of 3-pyrroline has been reported by employing cis-1,4-dichloro-2-butene as starting reagent.

Application

3-Pyrroline is suitable for use in a study to investigate the core-level binding energies of simple unsaturated organic molecules bonded to the Si(001) surface by X-ray photoelectron spectroscopy (XPS). It may be used in the synthesis of renin inhibitors[5] and vasodilators.[6]

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

accessory

Product No.
Description
Pricing

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

-0.4 °F - closed cup

flash_point_c

-18 °C - closed cup

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKDB3959
MKCT4878
MKCP6752
MKBR1536V
MKBQ8754V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Reactions of cis-2, 3-Dimethylaziridine, 3-Pyrroline and Pyrrolidine with Me3Al and Me3Ga: Adducts and Dimeric Amides.
Zhang Y, et al.
European Journal of Inorganic Chemistry, 4, Reactions of cis-Reactions of ci2 (2003)
An X-ray photoelectron spectroscopy study of the bonding of unsaturated organic molecules to the Si (001) surface.
Liu H and HamersRJ.
Surface Science, 416(3), 354-362 (1998)
Nobuyoshi Morita et al.
Organic letters, 6(22), 4121-4123 (2004-10-22)
[reaction: see text] The gold(III) chloride-catalyzed cycloisomerization of various alpha-aminoallenes gave the corresponding 3-pyrrolines in good to high chemical yields. An interesting dependence of the chirality transfer and reactivity on the N-protecting group was observed. The 3-pyrrolines are highly useful
Practical one-pot and large-scale synthesis of N-(tert-butyloxycarbonyl)-3-pyrroline.
Rajesh T, et al.
Organic Process Research & Development, 13(3), 638-640 (2009)
K Yoshino et al.
Journal of medicinal chemistry, 33(8), 2192-2196 (1990-08-01)
Structural modifications of the calcium antagonist fostedil (KB-944) and their coronary vasodilator activity are described. Amidophosphonates 4a-m, lactam amidophosphonates 7a-1, and diamide dilactam 10 were prepared, and their coronary vasodilator activity was assessed in dogs. Many compounds exhibited coronary vasodilator
View All Related Papers

Global Trade Item Number

SKUGTIN
377112-250MG04061838062734
377112-1G04061838135513

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service