3-Fluorophenyl isothiocyanate

Base Information

• Chemical Name: 3-Fluorophenyl isothiocyanate
• CAS No.: 404-72-8
• Deprecated CAS: 1619287-33-0,2124236-52-6,2484718-20-7
• Molecular Formula: C7H4 F N S
• Molecular Weight: 153.18
• Hs Code.: 2930909090
• European Community (EC) Number: 206-967-7
• NSC Number: 78432
• DSSTox Substance ID: DTXSID5059955
• Nikkaji Number: J1.528H
• Mol file: 404-72-8.mol

Synonyms:3-Fluorophenyl isothiocyanate;404-72-8;1-Fluoro-3-isothiocyanatobenzene;Benzene, 1-fluoro-3-isothiocyanato-;m-Fluorophenyl isothiocyanate;3-fluorophenylisothiocyanate;C7H4FNS;ISOTHIOCYANIC ACID, m-FLUOROPHENYL ESTER;EINECS 206-967-7;NSC 78432;BRN 2081172;1-fluoro-3-isothiocyanato-benzene;MFCD00004804;3-12-00-01276 (Beilstein Handbook Reference);Isothiocyanic Acid 3-Fluorophenyl Ester;WLN: SCNR CF;SCHEMBL723373;3-fluoro-phenyl isothiocyanate;DTXSID5059955;1-Fluoro-3-isothiocyanatobenzene #;2-Fluoro-5-3FmEtphenyl isocyanate;NSC78432;3-Fluorophenyl isothiocyanate, 99%;BBL010004;CK2525;GEO-01424;NSC-78432;STK801393;AKOS000212297;6-(Cbz-amino)-3-pyridazinecarboxylicAcid;LS-86420;PS-10311;F0643;FT-0615734;EN300-172403;J-640213;J-800215;J-802114;W-200357;F0001-1146

Chemical Property of 3-Fluorophenyl isothiocyanate

Chemical Property:

• Appearance/Colour: yellow liquid
• Vapor Pressure: 0.115mmHg at 25°C
• Refractive Index: n20/D 1.62(lit.)
• Boiling Point: 227.8 °C at 760 mmHg
• Flash Point: 85 °C
• PSA: 44.45000
• Density: 1.15 g/cm³
• LogP: 2.56000
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.00484847
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

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

3-Fluorophenyl Isothiocyanate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): CTXiXn
• Hazard Codes: C,T,Xi,Xn
• Statements: 20/21/22-34-36/37-36/37/38
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Fluorophenyl isothiocyanate

There total 11 articles about 3-Fluorophenyl 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: 63.0%

3-iodophenyl isothiocyanate (3125-73-3) → 3-fluorophenyl isothiocyanate (404-72-8)

Guidance literature:

With phenyllithium; N-fluorobis(benzenesulfon)imide; In diethyl ether; at -40 ℃; Flow reactor;

DOI:10.1055/s-0040-1707251

Reference yield: 63.0%

3-iodophenyl isothiocyanate (3125-73-3) + N-fluorobis(benzenesulfon)imide (133745-75-2) → 3-fluorophenyl isothiocyanate (404-72-8)

Guidance literature:

With phenyllithium; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.000615h; Flow reactor;

DOI:10.1055/s-0040-1707251

Reference yield: 57.0%

carbon disulfide (75-15-0,12122-00-8) + meta-fluoroaniline (372-19-0) → 3-fluorophenyl isothiocyanate (404-72-8)

Guidance literature:

carbon disulfide; meta-fluoroaniline; In water; ethyl acetate; at 30 ℃; for 1h;

With copper(ll) sulfate pentahydrate; In water; ethyl acetate; at 30 ℃; for 1h;

DOI:10.1039/d1ob00938a

upstream raw materials:

meta-fluoroaniline

thiophosgene

carbon disulfide

N,N-Dimethylthiocarbamoyl chloride

Downstream raw materials:

N,N'-di(3-fluorophenyl)thiourea

1-(3-Fluoro-phenyl)-3-pyridin-2-ylmethyl-thiourea

C₁₅H₁₂FN₅OS

C₂₁H₂₄F₂N₆O₂S₂

Refernces

• 1、 Chao, Gao,Dai, Honglin,Ke, Yu,Li, Erdong,Lihong, Shan,Liu, Hongmin,Liu, Limin,Si, Xiaojie,Wang, Zhengjie,Yang, Zhang,Zhang, Luye,Zhang, Qiurong,Zheng, Jiaxin. "Design, synthesis and biological evaluation of novel 2,4-disubstituted quinazoline derivatives targeting H1975 cells via EGFR-PI3K signaling pathway". . . Retrieved 2021/07/28.
• 2、 Lee, Hyune-Jea,Torii, Daiki,Jeon, Yongju,Yoshida, Jun-Ichi,Kim, Heejin. "Integrated Synthesis Using Isothiocyanate-Substituted Aryllithiums by Flow Chemistry". supporting information. p. 1899 - 1902. Retrieved 2020/09/11.