2-Fluoro-4-thiocyanatoaniline

Base Information

• Chemical Name: 2-Fluoro-4-thiocyanatoaniline
• CAS No.: 14512-85-7
• Molecular Formula: C7H5 F N2 S
• Molecular Weight: 168.195
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID40402307
• Nikkaji Number: J3.618.108G
• Wikidata: Q82205698
• Mol file: 14512-85-7.mol

Synonyms:2-FLUORO-4-THIOCYANATOANILINE;14512-85-7;4-amino-3-fluorophenyl thiocyanate;(4-amino-3-fluorophenyl) thiocyanate;MFCD04617227;[(4-amino-3-fluorophenyl)sulfanyl]formonitrile;2-fluoro-4-thiocyanato-phenylamine;Thiocyanic acid,4-amino-3-fluorophenyl ester;2-fluoro-4-thiocyanoaniline;SCHEMBL693345;DTXSID40402307;RPLHGFNIWGHYMX-UHFFFAOYSA-N;4-(cyanosulfanyl)-2-fluoroaniline;3-Fluoro-4-aminophenyl thiocyanate;AKOS008967094;4-amino-3-fluorobenzenesulfenyl cyanide;BS-21489;SY133053;CS-0211145;EN300-06899;J3.618.108G;Thiocyanic acid 4-Amino-3-fluorophenyl ester;A884664;J-524947;Z56938017

Chemical Property of 2-Fluoro-4-thiocyanatoaniline

Chemical Property:

• Vapor Pressure: 0.00284mmHg at 25°C
• Boiling Point: 285.2°Cat760mmHg
• Flash Point: 126.3°C
• PSA: 75.11000
• Density: 1.37g/cm³
• LogP: 2.56228
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.01574750
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

2-Fluoro-4-thiocyanatoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1SC#N)F)N

Technology Process of 2-Fluoro-4-thiocyanatoaniline

There total 8 articles about 2-Fluoro-4-thiocyanatoaniline 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: 91.0%

2-Fluoroaniline (348-54-9) + N-thiocyanatodibenzenesulfonimide → 4-amino-3-fluorophenyl thiocyanate (14512-85-7)

Guidance literature:

for 0.166667h;

DOI:10.1039/c9ob01340g

Reference yield: 89.0%

2-Fluoroaniline (348-54-9) + ammonium thiocyanate (1147550-11-5) → 4-amino-3-fluorophenyl thiocyanate (14512-85-7)

Guidance literature:

With copper(II) choride dihydrate; oxygen; In ethanol; for 24h; Irradiation;

Reference yield: 72.0%

2-Fluoroaniline (348-54-9) + potassium thioacyanate (333-20-0) → 4-amino-3-fluorophenyl thiocyanate (14512-85-7)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; oxygen; copper(II) bis(trifluoromethanesulfonate); In dimethyl sulfoxide; at 80 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.7b01122

upstream raw materials:

2-Fluoroaniline

potassium thioacyanate

ammonium thiocyanate

sodium thiocyanide

Downstream raw materials:

[2-fluoro-4-(methylthio)phenyl]amine

2-fluoro-4-ethylthioaniline

C₆H₅FNS^(1-)*Na⁽¹⁺⁾

Refernces

• 1、 Li, Chengqiu,Long, Pingliang,Wu, Haopeng,Yin, Hongquan,Chen, Fu-Xue. "N -Thiocyanato-dibenzenesulfonimide: A new electrophilic thiocyanating reagent with enhanced reactivity". supporting information. p. 7131 - 7134. Retrieved 2019/08/07.
• 2、 Mete, Trimbak B.,Khopade, Tushar M.,Bhat, Ramakrishna G.. "Transition-metal-free regioselective thiocyanation of phenols, anilines and heterocycles". supporting information. p. 415 - 418. Retrieved 2017/01/10.