Pyrrolidine-2-thione

Base Information

• Chemical Name: Pyrrolidine-2-thione
• CAS No.: 2295-35-4
• Molecular Formula: C4H7NS
• Molecular Weight: 101.172
• Hs Code.: 2933990090
• European Community (EC) Number: 677-801-2
• DSSTox Substance ID: DTXSID50177493
• Nikkaji Number: J99.874E
• Mol file: 2295-35-4.mol

Synonyms:Pyrrolidine-2-thione;2295-35-4;2-Pyrrolidinethione;cis-2-Pyrrolidinethione;cis-Tetrahydro-2-pyrrolethione;2-PYRROLETHIONE, TETRAHYDRO-, (Z)-;.gamma.-Butyrothiolactam;Thiopyrrolidone;Thiobutyrolactam;Tetrahydro-2-pyrrolethione;SCHEMBL88730;2-Pyrrolethione, tetrahydro-,;DTXSID50177493;CHEBI:195064;CAA29535;MFCD00049351;AKOS006222318;BS-3733;CS-W013703;2-Hydroxy-5-Amino-pyridin hydrochloride;LS-136998;FT-0634186;EN300-97179;D95546

Chemical Property of Pyrrolidine-2-thione

Chemical Property:

• Appearance/Colour: Cream or brown powder
• Vapor Pressure: 5.03mmHg at 25°C
• Melting Point: 110-112 °C
• Refractive Index: 1.574
• Boiling Point: 144.7 °C at 760mmHg
• PKA: 13.05±0.20(Predicted)
• Flash Point: 41.3 °C
• PSA: 44.12000
• Density: 1.14 g/cm³
• LogP: 1.02600
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 101.02992040
• Heavy Atom Count: 6
• Complexity: 69.9

Purity/Quality:

99% ^*data from raw suppliers

Pyrrolidine-2-thione ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=S)NC1

Technology Process of Pyrrolidine-2-thione

There total 3 articles about Pyrrolidine-2-thione 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: 88.0%

trityl chloride (76-83-5) + 1-trimethylsilyl-2-pyrrolidinethione (124756-61-2) → pyrrolidin-2-thione (2295-35-4) + triphenylmethyl alcohol (76-84-6) + 1-triphenylmethyl-2-pyrrolidinethione

Guidance literature:

Heating;

Reference yield: 80.0%

N-nitroso-dihydro-2(3H)-pyrrolidinone (54634-49-0) → pyrrolidin-2-thione (2295-35-4) + Thiobutyrolactone (1003-10-7)

Guidance literature:

With Lawessons reagent; In benzene;

Reference yield: 47.0%

N-phenylacetylpyrrolidine-2-thione (121003-09-6) → pyrrolidin-2-thione (2295-35-4) + 1-(β-phenyl-α-phenylacetoxyvinyl)pyrrolidone-2-thione (121003-16-5)

Guidance literature:

In benzene; at 10 - 15 ℃; Irradiation;

upstream raw materials:

N-nitroso-dihydro-2(3H)-pyrrolidinone

trityl chloride

1-trimethylsilyl-2-pyrrolidinethione

N-phenylacetylpyrrolidine-2-thione

Downstream raw materials:

(Z)-1-phenyl-2-(2-pyrrolidinylidene)-1-ethanone

5,5-dimethyl-2-(pyrrolidin-2-ylidene)cyclohexane-1,3-dione

4-benzhydryl-2-(3-chloropropyl)-5-phenylthiazole

methyl 2-thioxopyrrolidine-1-carboxylate

Refernces

• 1、 Sakamoto, Masami,Watanabe, Shoji,Fujita, Tsutomu,Tohnishi, Masakazu,Aoyama, Hiromu,Omote, Yoshimori. "A New Synthesis of β-Lactams via Photochemical γ-Hydrogen Abstraction of Monothioimides". . p. 2203 - 2208. Retrieved 2007/10/02.