Thiocarbanilide

Base Information

• Chemical Name: Thiocarbanilide
• CAS No.: 102-08-9
• Deprecated CAS: 1198616-09-9
• Molecular Formula: C13H12N2S
• Molecular Weight: 228.318
• Hs Code.: 29309070
• European Community (EC) Number: 203-004-2
• NSC Number: 28134,686
• UN Number: 2811
• UNII: 9YCB5VR86Z
• DSSTox Substance ID: DTXSID4026139
• Nikkaji Number: J64.497H
• Wikipedia: Thiocarbanilide
• Wikidata: Q7784651
• ChEMBL ID: CHEMBL275260
• Mol file: 102-08-9.mol

Synonyms:1,3-diphenyl-2-thiourea;diphenylthiourea

Chemical Property of Thiocarbanilide

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.93E-05mmHg at 25°C
• Melting Point: 152-155 °C(lit.)
• Refractive Index: 1.748
• Boiling Point: 348.7 °C at 760 mmHg
• PKA: 12.68±0.70(Predicted)
• Flash Point: 164.7 °C
• PSA: 56.15000
• Density: 1.284 g/cm³
• LogP: 3.64150
• Storage Temp.: Store below +30°C.
• Water Solubility.: <0.01 g/100 mL at 19℃
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 228.07211956
• Heavy Atom Count: 16
• Complexity: 196
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Thiocarbanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C1=CC=C(C=C1)NC(=S)NC2=CC=CC=C2
• Description: Diphenylthiourea is a rubber chemical used as an accelerator and stabilizer in neopren.
• Uses: Vulcanizing accelerator; sulfur dyes. N,N'-Diphenylthiourea is a vulcanizing accelerator; sulfur dyes; pharmaceutieals; floatation agent; acid inhibitor; intermediate for organic synthesis; accelerator and activator for chloroprene rubber and ethylene-propylene-diene terpolymers; as heat stabilizer in PVC adhesive-tape backing. N,N'-Diphenylthiourea possesses a wide dipole moment and thus is involved in the forming wide metal chelated complexes as the radioactive-compound which used in radiopharmaceutical imaging, and to treat metal poisoning. It is used in co-crystals development used in the field of nonlinear optics to generate new coherent wavelengths.

Technology Process of Thiocarbanilide

There total 291 articles about Thiocarbanilide 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: 89.0%

1-benzoyl-4-phenyl-3-thiosemicarbazide (13153-01-0) + aniline (62-53-3) → benzoic acid hydrazide (613-94-5) + N,N-diphenylthiourea (102-08-9)

Guidance literature:

In various solvent(s); at 150 ℃; for 1h;

Reference yield: 83.0%

carbon disulfide (75-15-0,12122-00-8) + C24H20AsBrN2 → bis(diphenylarsenic) sulfide (3134-95-0) + phenyl isothiocyanate (103-72-0) + N,N-diphenylthiourea (102-08-9) + 4-Bromophenyl isothiocyanate (1985-12-2)

Guidance literature:

In benzene; for 20h; Further byproducts given;

Reference yield: 83.0%

carbon disulfide (75-15-0,12122-00-8) + C24H20AsBrN2 → N,N'-bis(p-bromophenyl)thiourea (2059-75-8) + bis(diphenylarsenic) sulfide (3134-95-0) + N,N-diphenylthiourea (102-08-9) + 4-Bromophenyl isothiocyanate (1985-12-2)

Guidance literature:

In benzene; for 20h; Further byproducts given;

upstream raw materials:

pyridine

1-Amino-1-deoxy-D-glucitol

phenyl isothiocyanate

carbon disulfide

Downstream raw materials:

N,N'-dibenzoyl-N,N'-diphenyl-thiourea

N,N',N''-triphenylguanidine

aniline

3-oxo-3-phenylpropionanilide

Refernces

• 1、 Roecker, Lee,Aiyegbo, Mohammed,Al-Haddad, Aladdin,Fletcher, Emily,Kc, Ravi,Hurst, Jason,Lane, Timothy,Larsen, Ryan,Noinaj, Nicholas,Teh, Say Lee,Wade, Samuel K.,Parkin, Sean. "Synthesis and characterisation of [(en)2Co]3+ complexes coordinated by substituted thiourea ligands". . p. 944 - 951. Retrieved 2013.
• 2、 Ingram,Toms. "-". . p. 117,119. Retrieved 1961.
• 3、 Sun, Xiaobo,Miao, Zhixin,Yuan, Zongqian,Harrington, Peter De B.,Colla, Jennifer,Chen, Hao. "Coupling of single droplet micro-extraction with desorption electrospray ionization-mass spectrometry". . p. 102 - 108. Retrieved 2011.
• 4、 Xiong, Yu-Chun,Zong, Zhi-Min,Jiang, Fa-Qin,Yuan, Xin-Hua,Wang, Xiao-Hua,Ji, Ya-Fei,Xu, Li,Xiao, Hong-Zhan,He, Lin-Tao,Li, Chun-Qi,Wei, Xian-Yong. "Alternative synthesis of N,N′-diphenylthiourea and its analysis by LC-MS". . p. 409 - 411. Retrieved 2003.
• 5、 Ballabeni, Marco,Ballini, Roberto,Bigi, Franca,Maggi, Raimondo,Parrini, Mauro,Predieri, Giovanni,Sartori, Giovanni. "Synthesis of symmetrical N,N'-disubstituted thioureas and heterocyclic thiones from amines and CS2 over a ZnO/Al2O3 composite as heterogeneous and reusable catalyst". . p. 1029 - 1032. Retrieved 1999.
• 6、 Larsen et al.. "-". . p. 337. Retrieved 1978.
• 7、 Resch, Sebastian,Schneider, Anna-Rebekka,Beichler, Ronja,Spera, Marcelle B. M.,Fanous, Jean,Schollmeyer, Dieter,Waldvogel, Siegfried R.. "Naphthyridine derivatives as a model system for potential lithium-sulfur energy-storage applications". . p. 933 - 937. Retrieved 2015.
• 8、 Serrano, Jo?o L.,Cavalheiro, Eunice,Barroso, Sónia,Rom?o, Maria J.,Silvestre, Samuel,Almeida, Paulo. "A synthetic route to novel 3-substituted-2,1-benzisoxazoles from 5-(2-nitrobenzylidene)(thio)barbiturates". . p. 990 - 995. Retrieved 2017.
• 9、 Dastjerdi, Hossein F.,Nematpour, Manijeh,Rezaee, Elham,Jahani, Mehdi,Tabatabai, Sayyed A.. "One-pot synthesis of highly functionalized benzo [1,3] thiazine from isocyanides, aniline, and heterocumulene via Cu-catalyzed intramolecular C-H activation reactions". . p. 1537 - 1541. Retrieved 2019.
• 10、 Hassan, Alaa A.,Mourad, Aboul-Fetouh E.,El-Shaieb, Kamal M.,Abou-Zied, Ashraf H.,Doepp, Dietrich. "Thermolysis of symmetrical dithiobiurea and thioureidoethylthiourea derivatives". . p. 535 - 541. Retrieved 2003.