Benzoyl isothiocyanate

Base Information

• Chemical Name: Benzoyl isothiocyanate
• CAS No.: 532-55-8
• Molecular Formula: C8H5NOS
• Molecular Weight: 163.2
• Hs Code.: 29309070
• European Community (EC) Number: 208-540-0
• NSC Number: 29259
• UNII: U8J7Q32B86
• DSSTox Substance ID: DTXSID00201257
• Nikkaji Number: J6.990F
• Wikidata: Q27290870
• Mol file: 532-55-8.mol

Synonyms:Benzoyl isothiocyanate;532-55-8;Benzoylthiocarbimide;Benzoylisothiocyanate;n-benzoyl isothiocyanate;Isothiocyanic Acid Benzoyl Ester;Benzoic acid, anhydride with HNCS;Benzoic acid, anhydride with isothiocyanic acid;C8H5NOS;MFCD00004815;UNII-U8J7Q32B86;U8J7Q32B86;EINECS 208-540-0;NSC 29259;NSC-29259;benzoylisothiocyante;1-benzoyl acetone;benzoyl isothiocyante;benzoyl isothiocynate;benzoyl-isothiocyanate;benzoylisothio-cyanate;benzoyl iso thiocyanate;Isotiocianato de benzoilo;SCHEMBL8396;Benzoyl isothiocyanate, 98%;isothiocyanato-phenyl-methanone;1-benzenecarbonyl isothiocyanate;C8-H5-N-O-S;DTXSID00201257;BENZOYL ISOTHIOCYANATE [MI];AMY40206;NSC29259;AKOS000120798;BP-10171;BP-24277;FT-0622740;I0501;EN300-21084;C20170;A936918;J-670006;J-801005;ISOTHIOCYANIC ACID, ANHYDRIDE WITH BENZOIC ACID;Q27290870

Chemical Property of Benzoyl isothiocyanate

Chemical Property:

• Appearance/Colour: clear yellow to orange-brown liquid
• Vapor Pressure: 0.0201mmHg at 25°C
• Melting Point: 128 °C
• Refractive Index: n20/D 1.6354(lit.)
• Boiling Point: 251.7 °C at 760 mmHg
• Flash Point: 106 °C
• PSA: 61.52000
• Density: 1.214 g/cm³
• LogP: 1.92960
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive/Lachrymatory
• Solubility.: Chloroform
• Water Solubility.: almost insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.00918496
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

98%, ^*data from raw suppliers

N-Benzoyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-32-36-43-42/43-36/37/38-20/21/22
• Safety Statements: 26-36/37-45-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)N=C=S
• Uses: Benzoyl isothiocyanate has been used in the preparation of:1-benzoyl-3-(5-chloro-2-hydroxyphenyl)thiourea, new thiourea derivativeguanine

Technology Process of Benzoyl isothiocyanate

There total 39 articles about Benzoyl isothiocyanate 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%

ammonium thiocyanate + benzoyl chloride (98-88-4) → Benzoyl isothiocyanate (532-55-8)

Guidance literature:

With PEG-400; In ethyl acetate; at 20 ℃;

Reference yield: 96.0%

ammonium thiocyanate (1147550-11-5) + benzoic acid (65-85-0,8013-63-6) → Benzoyl isothiocyanate (532-55-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In acetonitrile; for 5h; Heating;

Reference yield: 96.0%

ammonium thiocyanate (1147550-11-5) + tert-butyldimethylsilyl benzoate (75732-41-1) → Benzoyl isothiocyanate (532-55-8)

Guidance literature:

ammonium thiocyanate; With bromine; triphenylphosphine; In acetonitrile; at 20 ℃;

tert-butyldimethylsilyl benzoate; In acetonitrile; at 20 ℃;

DOI:10.1081/SCC-120014983

upstream raw materials:

potassium thioacyanate

benzoyl chloride

lead(II) thiocyanate

benzene

Downstream raw materials:

1-benzoyl-3-(4-methylphenyl)thiourea

N-(2-acetylhydrazine-1-carbonothioyl)benzamide

N-benzoyl-S-(2-carboxymethyl)dithiocarbamate

N-(4-methyl-[1,2,3]thiadiazol-5-yl)-benzamide

Refernces

• 1、 Abbas, Qamar,Ahmed, Ashfaq,Arshad, Nasima,Ashraf, Saba,Channar, Pervaiz Ali,Farooqi, Shahid I.,Hokelek, Tuncer,Jasinski, Jerry P.,Kaur, Manpreet,Perveen, Fouzia,Rafiq, Mamoona,Saeed, Aamer,Ujan, Rabail. "Synthesis, X-ray crystal structure elucidation and Hirshfeld surface analysis ofN-((4-(1H-benzo[d]imidazole-2-yl)phenyl)carbamothioyl)benzamide: Investigations for elastase inhibition, antioxidant and DNA binding potentials for biological applications". . p. 20837 - 20851. Retrieved 2020.
• 2、 Aydin, Fatma,Tunoglu, Nazan,Aykac, Dogan,Arslan, Nahide Burcu,Kazak, Canan. "Synthesis and structural X-ray analysis of 1,1'-(naphthalene-1,8-diyl)-3, 3'-dibenzoyl-bisthiourea and its use as anion-binding receptor". . p. 764 - 777. Retrieved 2012.
• 3、 Kuznetsov, A. I.,Serova, T. M.,Vladimirova, I. A.,Barri, U.,Ngi, Chan,Moskovkin, A. S.. "HETEROADAMANTANES AND THEIR DERIVATIVES. 21. SYNTHESIS OF THIOUREAS OF THE 3,6-DIAZAHOMOADAMANTANE SERIES". . p. 701 - 703. Retrieved 1993.
• 4、 Latli, Bachir,Hrapchak, Matt,Gorys, Vida,Llinas-Brunet, Montse,Campbell, Scot S.,Song, Jinhua,Senanayake, Chris H.. "Hepatitis C virus serine protease: Synthesis of radioactive and stable isotope-labeled potent inhibitors". . p. 350 - 357. Retrieved 2014.
• 5、 Mikhailovskii,Yusov,Gashkova. "Thiocarbamoylation of 1,3,3-trimethyl-3,4-dihydroisoquinolines with benzoyl isothiocyanate". . p. 1818 - 1819. Retrieved 2015.
• 6、 Latli, Bachir,Hrapchak, Matt,Gorys, Vida,Busacca, Carl A.,Senanayake, Chris. "Synthesis of deuterium-, tritium-, and carbon-14-labeled BILN2061, a potent hepatitis C virus protease inhibitor". . p. 447 - 455. Retrieved 2005.
• 7、 Arslan, Hakan,Floerke, Ulrich,Kuelcue, Nevzat. "Theoretical studies of molecular structure and vibrational spectra of O-ethyl benzoylthiocarbamate". . p. 936 - 943. Retrieved 2007.
• 8、 Zhao, Xiao-Ya,Zhu, Cheng-Ben,Li, Hai-Pu,Yang, Ying,Roesky, Herbert W.. "Synthesis and characterization of copper(I) halide complexes with N-(2, 6-diisopropylphenyl)-N′-benzoylthiourea: Monomeric, dimeric, and cage structures". . p. 1614 - 1621. Retrieved 2014.
• 9、 Ayd?n, Fatma,Arslan, N. Burcu,Aslan, Kadir. "N-Benzoyl-S-(undecyl)-dithiocarbamate: Synthesis, characterization, X-ray single crystal structure, thermal behavior and computational studies". . . Retrieved 2020.
• 10、 Hassanien, Abu Zeid Abd El-Baset. "Phthalazinone in heterocyclic synthesis: Synthesis of some s-triazole, s-triazolothiadiazine, s-triazolothiadiazine, and s-triazolothiadiazole derivatives as pharmaceutical interest". . p. 1987 - 1997. Retrieved 2003.