3-Pyrroline

Base Information

• Chemical Name: 3-Pyrroline
• CAS No.: 109-96-6
• Deprecated CAS: 856097-65-9
• Molecular Formula: C4H7N
• Molecular Weight: 69.1063
• Hs Code.: 29339900
• European Community (EC) Number: 203-723-1
• NSC Number: 89295
• UNII: N0KYF81SDY
• DSSTox Substance ID: DTXSID4059380
• Nikkaji Number: J135.624K
• Wikidata: Q223113
• Metabolomics Workbench ID: 53748
• Mol file: 109-96-6.mol

Synonyms:2,5-dihydro-1H-pyrrole

Chemical Property of 3-Pyrroline

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 54.872mmHg at 25°C
• Melting Point: -71oC
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 91 °C at 760 mmHg
• PKA: pK1:-0.27(+1) (25°C)
• Flash Point: 5.8 °C
• PSA: 12.03000
• Density: 0.885 g/cm³
• LogP: 0.47460
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive & Hygroscopic
• Solubility.: soluble in Alcohol,Chloroform,Ether.
• Water Solubility.: Miscible
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 69.057849228
• Heavy Atom Count: 5
• Complexity: 41.6

Purity/Quality:

98% ^*data from raw suppliers

3-Pyrroline (contains Pyrrolidine) >70.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,C,F,Xi
• Hazard Codes: F+,C,F,Xi
• Statements: 12-20/22-35-34-11
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCN1
• Uses: 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 and vasodilators.

Technology Process of 3-Pyrroline

There total 10 articles about 3-Pyrroline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-(tert-butoxycarbonyl)-3-pyrroline (73286-70-1) → 3-Pyrroline (109-96-6,760178-50-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1016/j.tet.2003.10.010

Reference yield: 75.0%

<(Z)-4-chloro-2-butenyl>ammonium chloride (7153-66-4) → 3-Pyrroline (109-96-6,760178-50-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; Reflux;

DOI:10.15227/orgsyn.073.0246

Reference yield: 75.0%

2,5-dihydropyrrole-1-carboxylic acid methyl ester (63603-33-8) → 3-Pyrroline (109-96-6,760178-50-5)

Guidance literature:

With methyllithium; lithium bromide; In tetrahydrofuran; at 0 ℃; for 1h;

upstream raw materials:

pyrrole

Z-1,4-dichlorobutene

<(Z)-4-chloro-2-butenyl>ammonium chloride

2,5-dihydro-1H-pyrrole hydrochloride

Downstream raw materials:

1-(2,4-dinitro-phenyl)-2,5-dihydro-pyrrole

pyrrolidine

N-(tert-butoxycarbonyl)-3-pyrroline

1-(2,6-Dinitro-phenyl)-2,5-dihydro-1H-pyrrole

Refernces

• 1、 Wu, Xiujuan,Toppet, Suzanne,Compernolle, Frans,Hoornaert, Georges J.. "Generation of cyclopenta[c]piperidines and pyrrolo[3,4-c]piperidines-Potential substance P antagonists - From adducts of cyclic dienophiles and 5-chloro-6-methyl-3-phenyl-2H-1,4-oxazin-2-one". . p. 6279 - 6290. Retrieved 2000.
• 2、 Hodgson, David M.,Miles, Timothy J.,Witherington, Jason. "Unsaturated 1,2-amino alcohols from dihydropyrrole epoxides and organolithiums". . p. 310 - 312. Retrieved 2002.
• 3、 -. "Method for preparing 3-pyrroline based on improved activated zinc powder". Paragraph 0035-0059. . Retrieved 2021/09/04.
• 4、 Rajesh, Tammana,Azeez, Shaik Abdul,Naresh, Erragunta,Madhusudhan, Gutta,Mukkanti, Kagga. "Practical one-pot and large-scale synthesis of N-(tert-butyloxycarbonyl)-3- pyrroline". experimental part. p. 638 - 640. Retrieved 2010/04/22.