2-Methyl-1-pyrroline

Base Information

• Chemical Name: 2-Methyl-1-pyrroline
• CAS No.: 872-32-2
• Molecular Formula: C5H9 N
• Molecular Weight: 83.1332
• Hs Code.: 2933990090
• European Community (EC) Number: 212-822-9
• UNII: PUN2A487KL
• DSSTox Substance ID: DTXSID30236173
• Nikkaji Number: J45.716G
• Wikidata: Q27147999
• Mol file: 872-32-2.mol

Synonyms:1-Pyrroline,2-methyl- (6CI,7CI,8CI); 2-Methyl-1-pyrroline; 2-Methyl-D1-pyrroline;3,4-Dihydro-5-methyl-2H-pyrrole; 4,5-Dihydro-2-methyl-3H-pyrrole;5-Methyl-3,4-dihydro-2H-pyrrole

Chemical Property of 2-Methyl-1-pyrroline

Chemical Property:

• Appearance/Colour: Clear slightly yellow liquid.
• Vapor Pressure: 56.1mmHg at 25°C
• Melting Point: 104-105oC(lit.)
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 104-105 ºC
• PKA: 8.41±0.20(Predicted)
• Flash Point: 11 ºC
• PSA: 12.36000
• Density: 0.878
• LogP: 0.67670
• Storage Temp.: Flammables area
• Water Solubility.: soluble
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 83.073499291
• Heavy Atom Count: 6
• Complexity: 74

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-Methyl-1-pyrroline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36/37/38-34-/11
• Safety Statements: 16-26-33-45-36/37/39-/16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NCCC1
• Uses: 2-Methyl-1-pyrroline acts as monocyclic imine. It is a pharmaceutical intermediate.

Technology Process of 2-Methyl-1-pyrroline

There total 38 articles about 2-Methyl-1-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%

1-amino-pent-4-yne (15252-44-5) → 2-methyl-1H-pyrroline (872-32-2)

Guidance literature:

With tetrakis(dimethylamido)titanium(IV); In benzene-d6; at 20 ℃; for 41h;

DOI:10.1021/ol0256724

Reference yield: 92.0%

5-azidopentan-2-one (84702-73-8) → 2-methyl-1H-pyrroline (872-32-2)

Guidance literature:

With triphenylphosphine; In diethyl ether; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(86)80040-5

Reference yield: 92.0%

5-azidopentan-2-one (84702-73-8) + triphenylphosphine (603-35-0) → 2-methyl-1H-pyrroline (872-32-2)

Guidance literature:

In pentane; at 20 ℃; for 10h;

upstream raw materials:

mercury(II) diacetate

acetic acid

2-methyl-1-pyrrolidine

2-methyl-1H-pyrrole

Downstream raw materials:

2-acetyl-3-methyl-1,4,5,6-tetrahydropyridine

2-acetyl-3-methyl-3,4,5,6-tetrahydropyridine

diethyl (2-methyl-2-pyrrolidinyl)phosphonate

N-(2-(1-(3-fluorobenzyl)-2-methyl-1H-indol-3-yl)ethyl)acetamide

Refernces

• 1、 Schaper, Lars-Arne,Wei, Xuhui,Hock, Sebastian J.,Poethig, Alexander,Oefele, Karl,Cokoja, Mirza,Herrmann, Wolfgang A.,Kuehn, Fritz E.. "Gold(I) complexes with "normal" 1,2,3-triazolylidene ligands: Synthesis and catalytic properties". . p. 3376 - 3384. Retrieved 2013.
• 2、 Burling, Suzanne,Field, Leslie D.,Li, Hsiu L.,Messerle, Barbara A.,Turner, Peter. "Mononuclear rhodium(I) complexes with chelating N-heterocyclic carbene ligands - Catalytic activity for intramolecular hydroamination". . p. 3179 - 3184. Retrieved 2003.
• 3、 -. "3-AZABICYCLO(3.1.0)HEXANE DERIVATIVES HAVING KDM5 INHIBITORY ACTIVITY AND USE THEREOF". Paragraph 0632. . Retrieved 2021/11/13.
• 4、 Gatus, Mark R. D.,Pernik, Indrek,Tompsett, Joshua A.,Binding, Samantha C.,Peterson, Matthew B.,Messerle, Barbara A.. "Simple and reactive Ir(i) N-heterocyclic carbene complexes for alkyne activation". supporting information. p. 4333 - 4340. Retrieved 2019/04/01.