N-(Cyclohexylthio)phthalimide

Base Information

• Chemical Name: N-(Cyclohexylthio)phthalimide
• CAS No.: 17796-82-6
• Deprecated CAS: 866259-75-8
• Molecular Formula: C14H15NO2S
• Molecular Weight: 261.345
• Hs Code.: 2930909090
• European Community (EC) Number: 241-774-1
• UNII: 50Z9596NJ3
• DSSTox Substance ID: DTXSID8027793
• Nikkaji Number: J40.152H
• Wikipedia: Cyclohexylthiophthalimide
• Wikidata: Q5198723
• ChEMBL ID: CHEMBL1532794
• Mol file: 17796-82-6.mol

Synonyms:cyclohexyl thiophthalimide;N-(cyclohexylthio)phthalimide;N-CHTP

Chemical Property of N-(Cyclohexylthio)phthalimide

Chemical Property:

• Appearance/Colour: White or light yellow powder crystal
• Vapor Pressure: 0.000308mmHg at 25°C
• Melting Point: 90 ºC
• Refractive Index: 1.545
• Boiling Point: 422.6 ºC at 760 mmHg
• PKA: -2.91±0.20(Predicted)
• Flash Point: 209.4 ºC
• PSA: 62.68000
• Density: 1.31 g/cm³
• LogP: 3.20140
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 261.08234989
• Heavy Atom Count: 18
• Complexity: 328

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(Cyclohexylthio)phthalimide >98.0%(N) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: C1CCC(CC1)SN2C(=O)C3=CC=CC=C3C2=O
• Description: Cyelohexyl thiophtalimide is a rubber chemical widely used as a vulcanization retarder. Sensitization sources are perhaps protective gloves. Cyclohexylthiophthalimide, also known as scorch retarder, early vulcanization inhibitor, scorch retarder CTP, and scorch retarder PVI, is white, light yellow or light yellow-brown crystal at room temperature. The product recrystallized from n-heptane is white crystals. Soluble in acetone, benzene, toluene, ether, ethyl acetate and ethyl acetate, slightly soluble in gasoline, insoluble in kerosene and water, soluble in hot carbon tetrachloride, ethanol and heptane.
• Uses: N-(Cyclohexylthio)phthalimide is used in preparation of high ortho-position Phenolic adhesive resin for improving steam aging-resistance of rubber. N-(Cyclohexylthio)phthalimide is a vulcanization retarder widely used in various rubber products.

Technology Process of N-(Cyclohexylthio)phthalimide

There total 6 articles about N-(Cyclohexylthio)phthalimide 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: 52.0%

N-bromophthalimide (2439-85-2) + 1,2-dicyclohexyl disulfide (2550-40-5) → N-(cyclohexylthio)-phthalimide (17796-82-6)

Guidance literature:

In acetonitrile; at 100 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1021/jm900274q

Reference yield:

→ N-(cyclohexylthio)-phthalimide (17796-82-6)

Guidance literature:

DOI:10.1021/jo00838a013

Reference yield:

phthalimide (136918-14-4,85-41-6) + Cyclohexanethiol (1569-69-3) → N-(cyclohexylthio)-phthalimide (17796-82-6)

Guidance literature:

Cyclohexanethiol; With chlorine; In benzene; at 0 ℃; for 1h;

phthalimide; With N-ethyl-N,N-diisopropylamine; In benzene; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2006.01.029

upstream raw materials:

phthalimide

Cyclohexanethiol

N,N'-dimethylbenzylamine

1,2-dicyclohexyl disulfide

Downstream raw materials:

N₁,N₁-dimethyl-S-cyclohexyl-N₄-thiohydroxybiguanidine