3,4-Dichlorobenzyl isocyanate

Base Information

• Chemical Name: 3,4-Dichlorobenzyl isocyanate
• CAS No.: 19752-09-1
• Molecular Formula: C8H5Cl2NO
• Molecular Weight: 202.04
• Hs Code.: 29291000
• European Community (EC) Number: 624-880-6
• DSSTox Substance ID: DTXSID00369866
• Mol file: 19752-09-1.mol

Synonyms:3,4-Dichlorobenzyl isocyanate;19752-09-1;1,2-dichloro-4-(isocyanatomethyl)benzene;3,4-Dichlorobenzylisocyanate;Benzene, 1,2-dichloro-4-(isocyanatomethyl)-;1,2-DICHLORO-4-ISOCYANATOMETHYL-BENZENE;SCHEMBL139341;3,4-dichloro-benzyl isocyanate;DTXSID00369866;WLNAHQZFPSSVTP-UHFFFAOYSA-N;GEO-03254;MFCD00673063;3,4-Dichlorobenzyl isocyanate, 95%;AKOS015917303;3,4-dichloro-1-isocyanatomethyl-benzene;FT-0637892;EN300-316185;1,2-bis(chloranyl)-4-(isocyanatomethyl)benzene;A813917;J-012763

Chemical Property of 3,4-Dichlorobenzyl isocyanate

Chemical Property:

• Appearance/Colour: clear colourless slightly viscous liquid
• Vapor Pressure: 0.0065mmHg at 25°C
• Refractive Index: n20/D 1.568(lit.)
• Boiling Point: 271.31 °C at 760 mmHg
• Flash Point: 101.814 °C
• PSA: 29.43000
• Density: 1.317 g/cm³
• LogP: 2.82920
• Storage Temp.: ?20°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.9748192
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dichlorobenzyl isocyanate ^*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

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CN=C=O)Cl)Cl

Technology Process of 3,4-Dichlorobenzyl isocyanate

There total 7 articles about 3,4-Dichlorobenzyl 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:

3,4-dichlorobenzyl amine (102-49-8) → 1,2-dichloro-4-isocyanatomethylbenzene (19752-09-1)

Guidance literature:

Reference yield:

3,4-dichlorophenyl acetic acid (5807-30-7) → 1,2-dichloro-4-isocyanatomethylbenzene (19752-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: sodium azide / toluene / 1 h / Heating

With thionyl chloride; sodium azide; In toluene;

DOI:10.3797/scipharm.aut-01-204

Reference yield:

3,4-dichlorobenzyl alcohol (1805-32-9) → 1,2-dichloro-4-isocyanatomethylbenzene (19752-09-1)

Guidance literature:

Multi-step reaction with 5 steps

1: PBr₃ / CH₂Cl₂

2: AcOH; H₂SO₄

3: thionyl chloride

4: sodium azide / toluene / 1 h / Heating

With thionyl chloride; sodium azide; sulfuric acid; phosphorus tribromide; acetic acid; In dichloromethane; toluene;

DOI:10.3797/scipharm.aut-01-204

upstream raw materials:

2-(3,4-dichlorophenyl)acetyl chloride

3,4-dichlorophenyl acetic acid

3,4-dichlorobenzyl alcohol

3,4-dichloro-benzeneacetonitrile

Downstream raw materials:

2-[3-(3,4-dichloro-benzyl)-2,4,5-trioxo-imidazolidin-1-yl]-propionic acid ethyl ester

1-[3-(3,4-dichloro-benzyl)-2,4,5-trioxo-imidazolidin-1-yl]-cyclohexanecarboxylic acid benzyl ester

1-[3-(3,4-dichloro-benzyl)-ureido]-cyclohexanecarboxylic acid benzyl ester

Refernces

• 1、 -. "Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor". . . Retrieved 2008/06/13.
• 2、 Nabil Aboul-Enein,El-Azzounya,Maklad,Attia,Wiese. "Synthesis, selective aldose reductase inhibitory profile and antihyperglycaemic potential of certain parabanic acid derivatives". . p. 329 - 350. Retrieved 2007/10/03.