2,4-Dichlorobenzyl isocyanate

Base Information

• Chemical Name: 2,4-Dichlorobenzyl isocyanate
• CAS No.: 19654-32-1
• Molecular Formula: C8H5Cl2NO
• Molecular Weight: 202.04
• Hs Code.: 2929109000
• European Community (EC) Number: 625-504-3
• DSSTox Substance ID: DTXSID50404877
• Mol file: 19654-32-1.mol

Synonyms:2,4-Dichlorobenzyl isocyanate;19654-32-1;2,4-dichloro-1-(isocyanatomethyl)benzene;2,4-dichlorobenzylisocyanate;SCHEMBL785031;DTXSID50404877;FUIUATRKBRZCQD-UHFFFAOYSA-N;2,4-Dichlorobenzyl isocyanate, 98%;AKOS015891303;2,4-dichloro-1-isocyanatomethyl-benzene;FT-0743870;EN300-1968009;J-012704

Chemical Property of 2,4-Dichlorobenzyl isocyanate

Chemical Property:

• Vapor Pressure: 0.0075mmHg at 25°C
• Refractive Index: n20/D 1.565(lit.)
• Boiling Point: 268.9 °C at 760 mmHg
• Flash Point: 100.1 °C
• PSA: 29.43000
• Density: 1.31 g/cm³
• LogP: 2.82920
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• 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:

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

2,4-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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)CN=C=O
• Uses: 2,4-Dichlorobenzyl isocyanate may be used in the preparation of N-(2,5-dichlorobenzyl)-1-(4-methoxybenzyl)-4,5-dihydro-1H-imidazol-2-amine.

Technology Process of 2,4-Dichlorobenzyl isocyanate

There total 7 articles about 2,4-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:

2,4-dichlorophenylacetic acid (19719-28-9) → 2,4-dichloro-1-(isocyanatomethyl)benzene (19654-32-1)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 110 ℃;

DOI:10.1016/j.bmc.2006.09.052

Reference yield:

2,4-dichloro-benzenemethanamine (95-00-1) → 2,4-dichloro-1-(isocyanatomethyl)benzene (19654-32-1)

Guidance literature:

Reference yield:

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4-dichloro-1-(isocyanatomethyl)benzene (19654-32-1)

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:

2,4-dichlorophenylacetyl chloride

2,4-dichlorophenylacetic acid

(2,4-dichlorophenyl)methanol

2,4-Dichlorophenylacetonitrile

Downstream raw materials:

N-(2,4-dichlorobenzyl)-1-(4-methoxybenzyl)-4,5-dihydro-1H-imidazol-2-amine

N-(2,4-dichlorobenzyl)-1-(4-fluorophenylsulfonyl)-1,6-diazaspiro[3.3]heptane-6-carboxamide

tert-butyl 1-(2,4-dichlorobenzylcarbamoyl)-1,6-diazaspiro[3.3]heptane-6-carboxylate

6-benzoyl-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid 2,4-dichloro-benzylamide

Refernces

• 1、 -. "Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor". Page/Page column 52. . Retrieved 2010/02/11.
• 2、 -. "Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor". . . Retrieved 2008/06/13.