4-Fluorobenzyl isothiocyanate

Base Information

• Chemical Name: 4-Fluorobenzyl isothiocyanate
• CAS No.: 2740-88-7
• Molecular Formula: C8H6FNS
• Molecular Weight: 167.207
• Hs Code.: 2930909090
• European Community (EC) Number: 220-368-8
• DSSTox Substance ID: DTXSID60181829
• Nikkaji Number: J265.492J
• Pharos Ligand ID: X9PNUBQKG7NB
• ChEMBL ID: CHEMBL3409226
• Mol file: 2740-88-7.mol

Synonyms:4-Fluorobenzyl isothiocyanate;2740-88-7;1-Fluoro-4-(isothiocyanatomethyl)benzene;4-Fluorobenzylisothiocyanate;Benzene, 1-fluoro-4-(isothiocyanatomethyl)-;p-Fluorobenzyl isothiocyanate;C8H6FNS;CHEMBL3409226;EINECS 220-368-8;4-fluorobenzyl-isothiocyanate;SCHEMBL1457562;C8-H6-F-N-S;DTXSID60181829;BDBM50073664;GEO-01396;MFCD00041115;AKOS000212247;FS-4218;NCGC00184583-01;4-fluorobenzyl isothiocyanate, AldrichCPR;1-Fluoro-4-(isothiocyanatomethyl)benzene #;Benzene,1-fluoro-4-(isothiocyanatomethyl)-;FT-0618440;EN300-14928;D97436;W-200270;Z57358375

Chemical Property of 4-Fluorobenzyl isothiocyanate

Chemical Property:

• Appearance/Colour: Yellow to brown liquid
• Refractive Index: 1.573
• Boiling Point: 250 °C at 760 mmHg
• Flash Point: 105 °C
• PSA: 44.45000
• Density: 1.12 g/cm³
• LogP: 2.42850
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive/Lachrymatory
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.02049853
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzylisothiocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN=C=S)F

Technology Process of 4-Fluorobenzyl isothiocyanate

There total 7 articles about 4-Fluorobenzyl 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%

carbon disulfide (75-15-0,12122-00-8) + para-fluorobenzylamine (140-75-0) → 4-fluorobenzylisothiocyanate (2740-88-7)

Guidance literature:

carbon disulfide; para-fluorobenzylamine; In diethyl ether; for 0.25h; Cooling with ice;

With dicyclohexyl-carbodiimide; In diethyl ether; at 20 ℃; for 24h;

DOI:10.2174/157340612800493665

Reference yield:

C8H7FNS2(1-)*K(1+) → 4-fluorobenzylisothiocyanate (2740-88-7)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; water; N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/j.tet.2015.10.041

Reference yield:

para-fluorobenzylamine (140-75-0) → 4-fluorobenzylisothiocyanate (2740-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water; N,N-dimethyl-formamide / 20 °C

2: 1,3,5-trichloro-2,4,6-triazine / water; N,N-dimethyl-formamide; dichloromethane / 0 °C

With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2015.10.041

upstream raw materials:

thiophosgene

para-fluorobenzylamine

p-fluorobenzyl thiocyanate

bis(trichloromethyl) carbonate

Downstream raw materials:

3-(4-Fluoro-benzyl)-1-(2-hydroxy-ethyl)-1-methyl-thiourea

1-(4-Fluorbenzyl)-3-(2-hydroxyethyl)-thiosemicarbamid

(4,5-dihydro-thiazol-2-yl)-(4-fluoro-benzyl)-amine

1-(4-fluoro-benzyl)-3-(3-hydroxy-propyl)-thiourea

Refernces

• 1、 Rong, Hao-Jie,Chen, Tao,Xu, Ze-Gang,Su, Tian-Duo,Shang, Yu,Wang, Yong-Qiang,Yang, Cui-Feng. "4-Dimethylaminopyridine-catalyzed synthesis of isothiocyanates from amines and carbon disulfide". . . Retrieved 2021/03/03.
• 2、 -. "Method for preparing isothiocyanate by alkali catalysis". Paragraph 0062-0066. . Retrieved 2020/11/22.