3,5-Bis(trifluoromethyl)phenyl isothiocyanate

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)phenyl isothiocyanate
• CAS No.: 23165-29-9
• Molecular Formula: C9H3F6NS
• Molecular Weight: 271.186
• Hs Code.: 29309090
• European Community (EC) Number: 629-347-1
• DSSTox Substance ID: DTXSID10369892
• Nikkaji Number: J2.344.379A
• ChEMBL ID: CHEMBL4647578
• Mol file: 23165-29-9.mol

Synonyms:3,5-Bis(trifluoromethyl)phenyl isothiocyanate;23165-29-9;1-isothiocyanato-3,5-bis(trifluoromethyl)benzene;3,5-bis(trifluoromethyl)phenylisothiocyanate;Benzene, 1-isothiocyanato-3,5-bis(trifluoromethyl)-;MFCD00040838;Isothiocyanic Acid 3,5-Bis(trifluoromethyl)phenyl Ester;3,5-di(trifluoromethyl)phenyl isothiocyanate;1,3-Bis(trifluoromethyl)-5-isothiocyanatobenzene;SCHEMBL1019463;CHEMBL4647578;DTXSID10369892;BCP06794;CS-B0726;CL8852;AKOS015917516;AM82897;3,5-bistrifluoromethylphenylisothiocyanate;AS-18794;SY025749;3,5-Bis(trifuoromethyl)phenyl isothiocyanate;FT-0614477;I0569;3,5-bis(trifluorornethyl)phenyl isothiocyanate;3,5bis(trifluoromethyl)phenyl isothio-cyanate;3,5-bis-(trifluoromethyl)phenyl isothiocyanate;A24260;EN300-269643;1-isothiocyanato-3,5-bis-trifluoromethyl-benzene;3,5-Bis(trifluoromethyl)phenyl isothiocyanate, 98%;J-511238

Chemical Property of 3,5-Bis(trifluoromethyl)phenyl isothiocyanate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: n20/D 1.5(lit.)
• Boiling Point: 227.472 °C at 760 mmHg
• Flash Point: 91.372 °C
• PSA: 44.45000
• Density: 1.42 g/cm³
• LogP: 4.45850
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes in water.
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 270.98903925
• Heavy Atom Count: 17
• Complexity: 294

Purity/Quality:

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

3,5-Bis(trifluoromethyl)phenyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T, Xi
• Hazard Codes: C,T,Xi
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)N=C=S)C(F)(F)F
• Uses: 3,5-Bis(trifluoromethyl)phenyl isothiocyanate has been employed for the following studies:Chemical derivatization of amino-functionalized model surfaces, amino thiolate on Au, amino siloxane on Si, and polyethylene (PE) foils and films.Chemical derivatization of self assembled monolayers of ω-amino-4,4′-terphenyl substituted alkanethiols.Synthesis of ethylene-linked sulfonimidoyl-containing thioureas.Preparation of pyrrolidine-2-carboxylic acid-{2-[3-(3,5-bistrifluoromethylphenyl)thioureido]phenyl}-amide.

Technology Process of 3,5-Bis(trifluoromethyl)phenyl isothiocyanate

There total 9 articles about 3,5-Bis(trifluoromethyl)phenyl 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: 98.0%

thiophosgene (463-71-8) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; for 16h;

DOI:10.1002/anie.201901592

Reference yield: 88.0%

3,5-Bis-(trifluoromethyl)aniline (328-74-5) + tetramethylammonium trifluoromethanethiolate → 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.7b00689

Reference yield: 69.0%

→ 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9)

Guidance literature:

With bis(trichloromethyl) carbonate; In chloroform; at -5 - 0 ℃; for 1h;

upstream raw materials:

thiophosgene

3,5-Bis-(trifluoromethyl)aniline

carbon disulfide

N,N-Dimethylthiocarbamoyl chloride

Downstream raw materials:

2,6-Dimethyl-thiomorpholine-4-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide

4-(2-Hydroxy-ethyl)-piperazine-1-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide

1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea

1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(dimethylamino)-1,2-diphenylethyl)thiourea

Refernces

• 1、 Lim, Jason Y. C.,Yuntawattana, Nattawut,Beer, Paul D.,Williams, Charlotte K.. "Isoselective Lactide Ring Opening Polymerisation using [2]Rotaxane Catalysts". supporting information. p. 6007 - 6011. Retrieved 2019/04/03.
• 2、 Sun, Shaofeng,Zhang, Jingwen,Wang, Ningning,Kong, Xiangkai,Fu, Fenghua,Wang, Hongbo,Yao, Jianwen. "Design and discovery of quinazoline- and thiourea-containing sorafenib analogs as EGFR and VEGFR-2 dual TK inhibitors". . . Retrieved 2018/01/03.