2-(Isothiocyanatomethyl)furan

Base Information

• Chemical Name: 2-(Isothiocyanatomethyl)furan
• CAS No.: 4650-60-6
• Molecular Formula: C6H5NOS
• Molecular Weight: 139.178
• Hs Code.: 2932190090
• European Community (EC) Number: 225-079-0
• DSSTox Substance ID: DTXSID90963599
• Nikkaji Number: J297.865B
• Mol file: 4650-60-6.mol

Synonyms:2-(Isothiocyanatomethyl)furan;4650-60-6;2-Furfuryl isothiocyanate;Furfuryl isothiocyanate;2-isothiocyanatomethyl-furan;2-furylmethyl isothiocyanate;Furan, 2-(isothiocyanatomethyl)-;2-furanylmethyl isothiocyanate;furfurylisothiocyanate;furylmethylisothiocyanate;SCHEMBL835383;2-(Isothiocyanatomethyl)furan #;DTXSID90963599;HMS1782B20;EINECS 225-079-0;BBL009998;MFCD00014112;STK397324;2-furfuryl isothiocyanate, AldrichCPR;AKOS000212137;PS-10315;FT-0626574;EN300-01265;A827056;2-Furfuryl isothiocyanate 33% (w/v) in Chloroform;Z56899048;F1915-0017

Chemical Property of 2-(Isothiocyanatomethyl)furan

Chemical Property:

• Vapor Pressure: 0.225mmHg at 25°C
• Refractive Index: 1.5655
• Boiling Point: 214.6 °C at 760 mmHg
• Flash Point: 83.6 °C
• PSA: 57.59000
• Density: 1.15 g/cm³
• LogP: 1.88240
• Sensitive.: Moisture Sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.00918496
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

2-(Isothiocyanatomethyl)furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: C
• Statements: 23/24/25-43-34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)CN=C=S

Technology Process of 2-(Isothiocyanatomethyl)furan

There total 9 articles about 2-(Isothiocyanatomethyl)furan 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: 96.0%

carbon disulfide (75-15-0,12122-00-8) + furan-2-ylmethanamine (617-89-0) → furfuryl isothiocyanate (4650-60-6)

Guidance literature:

carbon disulfide; furan-2-ylmethanamine; With triethylamine; In ethanol; at 20 ℃; for 1h;

With dmap; di-tert-butyl dicarbonate; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2014.11.014

Reference yield: 95.0%

furan-2-ylmethanamine (617-89-0) + thiophosgene (463-71-8) → furfuryl isothiocyanate (4650-60-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

DOI:10.3390/molecules23020252

Reference yield: 94.0%

o-phenyl (furan-2-ylmethyl)carbamothioate (1436862-81-5) → furfuryl isothiocyanate (4650-60-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

upstream raw materials:

carbon disulfide

furan-2-ylmethanamine

dichloromethane

water

Downstream raw materials:

2-S-Methyl-1-phenyl-5-(2-furfuryl)isodithiobiuret

2-S-Methyl-1-(3-chlorophenyl)-5-(2-furfuryl)isodithiobiuret

2-S-Methyl-1-(4-methylphenyl)-5-(2-furfuryl)isodithiobiuret

2-S-Methyl-1-(2-chlorophenyl)-5-(2-furfuryl)isodithiobiuret

Refernces

• 1、 Chen, Wang,Gu, Xiaoke,Jiang, Chunyu,Li, Shuqiong,Li, Zheng,Liu, Qingchuan,Qiu, Jingying,Zhou, Qingqing,Zou, Yueting. "Synthesis and Evaluation of Novel Quinazolinone Derivatives as Potential Anti-HCC Agents". . . Retrieved 2022/01/06.
• 2、 Fu, Zhicheng,Yuan, Wenhao,Chen, Ning,Yang, Zhanhui,Xu, Jiaxi. "Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water". supporting information. p. 4484 - 4491. Retrieved 2018/10/17.