4-Fluorobenzyl isocyanate

Base Information

• Chemical Name: 4-Fluorobenzyl isocyanate
• CAS No.: 132740-43-3
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 29291090
• European Community (EC) Number: 628-155-5
• DSSTox Substance ID: DTXSID30369874
• Mol file: 132740-43-3.mol

Synonyms:4-Fluorobenzyl isocyanate;132740-43-3;1-fluoro-4-(isocyanatomethyl)benzene;4-FLUOROBENZylisoCYANATE;Benzene, 1-fluoro-4-(isocyanatomethyl)-;MFCD00673062;4-fluorobezylisocyanate;SCHEMBL5029;(4-Fluoro)benzyl isocyanate;4-Fluorobenzyl isocyanate, 98%;DTXSID30369874;(4-Fluorophenyl)methyl isocyanate;HHSIWJYERNCLKQ-UHFFFAOYSA-N;1-fluoro4-isocyanatomethyl-benzene;1-fluoro-4-isocyanatomethyl-benzene;GEO-01395;STK504610;AKOS005171710;BS-52907;BB 0254023;FT-0643182;EN300-110517;A806486;J-640277;J-800276;W-200104;F2160-0006

Chemical Property of 4-Fluorobenzyl isocyanate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.256mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 205 °C at 760 mmHg
• Flash Point: 74.7 °C
• PSA: 29.43000
• Density: 1.09 g/cm³
• LogP: 1.66150
• Storage Temp.: Store under Argon
• Sensitive.: Lachrymatory
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

1-Fluoro-4-(isocyanatomethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN=C=O)F
• Uses: 4-Fluorobenzyl isocyanate may be used as a reagent in the synthesis of 3-oxo-1,1-diphenyl-tetrahydro-oxazolo[3,4-a]pyrazine-7-carboxylic acid 4-fluoro-benzylamide and (S)-2-(4-fluorobenzyl)-7-hydroxy-10,10a-dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-dione.

Technology Process of 4-Fluorobenzyl isocyanate

There total 9 articles about 4-Fluorobenzyl isocyanate 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%

bis(trichloromethyl) carbonate (32315-10-9) + para-fluorobenzylamine (140-75-0) → 4-fluorobenzylisocyanate (132740-43-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2013.03.075

Reference yield: 58.2%

phosgene (75-44-5) + N-(4-fluorobenzyl)-1,1,1-trimethylsilanamine → C8H6FNO + 4-fluorobenzylisocyanate (132740-43-3)

Guidance literature:

In toluene; at 0 ℃; Title compound not separated from byproducts.;

DOI:10.1134/S1070363206030182

Reference yield:

p-Fluorophenylacetic acid (405-50-5) → 4-fluorobenzylisocyanate (132740-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride, dimethylformamide / CH₂Cl₂ / 0.42 h

2: NaN₃ / acetone; H₂O / 0.5 h / 0 - 5 °C

3: CHCl₃ / 0.5 h / Heating

With sodium azide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; chloroform; water; acetone;

DOI:10.1021/jm00099a003

upstream raw materials:

para-fluorobenzylamine

trichloromethyl chloroformate

phosgene

bis(trichloromethyl) carbonate

Downstream raw materials:

4-Hydroxy-N-(4-fluorobenzyl)-1-piperidinecarboxamide

methyl N-({[(4-fluorobenzen-1-yl)methyl]amino}carbonyl)carbamimidothioate

3-(4-fluoro-benzyl)-6-methylsulfanyl-1-(4-trifluoromethoxy-benzyl)-1H-[1,3,5]triazine-2,4-dione

C₂₆H₂₇FN₈O₃

Refernces

• 1、 -. "Amide compound, pharmaceutical composition, preparation method and application thereof". Paragraph 0157-0160. . Retrieved 2018/09/11.
• 2、 Chen, Yu,Su, Li,Yang, Xinying,Pan, Wenyan,Fang, Hao. "Enantioselective synthesis of 3,5-disubstituted thiohydantoins and hydantoins". . p. 9234 - 9239. Retrieved 2015/11/27.