Isothiocyanic acid, m-phenylenedimethylene ester

Base Information

• Chemical Name: Isothiocyanic acid, m-phenylenedimethylene ester
• CAS No.: 28170-90-3
• Molecular Formula: C10H8 N2 S2
• Molecular Weight: 220.319
• NSC Number: 159971
• UNII: 1Q4IQ92LJI
• DSSTox Substance ID: DTXSID90182445
• Nikkaji Number: J94.706G
• Mol file: 28170-90-3.mol

Synonyms:ISOTHIOCYANIC ACID m-XYLYLENE ESTER;Isothiocyanic acid, m-phenylenedimethylene ester;28170-90-3;Benzene, 1,3-bis(isothiocyanatomethyl)-;Isothiocanic acid, m-xylylene diester;NSC 159971;BRN 4999093;1Q4IQ92LJI;NSC-159971;1,3-bis(isothiocyanatomethyl)benzene;m-Xylylenediisothiocyanate;UNII-1Q4IQ92LJI;SCHEMBL483536;DTXSID90182445;NSC159971;LS-86443

Chemical Property of Isothiocyanic acid, m-phenylenedimethylene ester

Chemical Property:

• Vapor Pressure: 2.24E-05mmHg at 25°C
• Boiling Point: 371.2°Cat760mmHg
• Flash Point: 189.5°C
• Density: 1.14g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.01289061
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)CN=C=S)CN=C=S

Technology Process of Isothiocyanic acid, m-phenylenedimethylene ester

There total 8 articles about Isothiocyanic acid, m-phenylenedimethylene ester 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: 78.9%

carbon disulfide (75-15-0,12122-00-8) + 1,3-di(aminomethyl)benzene (1477-55-0) → 1,3-dimethylene phenyl diisothiocyanate (28170-90-3)

Guidance literature:

carbon disulfide; 1,3-di(aminomethyl)benzene; With potassium carbonate; In dichloromethane; water; for 1h; Cooling with ice;

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; for 0.5h; Cooling with ice;

Reference yield: 67.0%

1,3-di(aminomethyl)benzene (1477-55-0) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 1,3-dimethylene phenyl diisothiocyanate (28170-90-3)

Guidance literature:

In tetrahydrofuran; for 3.5h; Ambient temperature;

DOI:10.1021/jo980441p

Reference yield: 51.0%

1,3-di(aminomethyl)benzene (1477-55-0) + thiophosgene (463-71-8) → 1,3-dimethylene phenyl diisothiocyanate (28170-90-3)

Guidance literature:

With triethylamine; In dichloromethane; 1.) r.t., 1.5 h, 2.) reflux, 1 h;

upstream raw materials:

carbon disulfide

2-[2-(vinyloxy)ethoxymethyl]oxirane

p-xylylidenediamine

1,3-di(aminomethyl)benzene

Downstream raw materials:

C₅₀H₅₆N₈O₂S₆

1,1'-(1,3-phenylenebis(methylene))bis(3-((S)-1-phenylethyl)thiourea)