3,4-Dichlorophenethyl isocyanate

Base Information

• Chemical Name: 3,4-Dichlorophenethyl isocyanate
• CAS No.: 115706-18-8
• Molecular Formula: C9H7 Cl2 N O
• Molecular Weight: 216.067
• Hs Code.: 2929109000
• European Community (EC) Number: 624-056-6
• DSSTox Substance ID: DTXSID80392495
• Mol file: 115706-18-8.mol

Synonyms:3,4-Dichlorophenethyl isocyanate;115706-18-8;1,2-dichloro-4-(2-isocyanatoethyl)benzene;Benzene, 1,2-dichloro-4-(2-isocyanatoethyl)-;3,4-Dichlorophenethyl isocyanate, 97%;3 4-DICHLOROPHENETHYL ISOCYANATE 97;SCHEMBL3601103;DTXSID80392495;EN300-321611;J-003319

Chemical Property of 3,4-Dichlorophenethyl isocyanate

Chemical Property:

• Vapor Pressure: 0.00137mmHg at 25°C
• Refractive Index: n20/D 1.5570(lit.)
• Boiling Point: 304-305 °C(lit.)
• Flash Point: 198 °F
• PSA: 29.43000
• Density: 1.317 g/mL at 25 °C(lit.)
• LogP: 2.87170
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.9904692
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

98%Min ^*data from raw suppliers

3,4-Dichlorophenethyl isocyanate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 23-26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCN=C=O)Cl)Cl

Technology Process of 3,4-Dichlorophenethyl isocyanate

There total 8 articles about 3,4-Dichlorophenethyl 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-(3,4-dichlorophenyl)propionic acid chloride (90273-67-9) → 1,2-dichloro-4-(2-isocyanatoethyl)benzene (115706-18-8)

Guidance literature:

With sodium azide; Multistep reaction; 1.) acetone, 0 deg C, 0.5 h, 2.) toluene, 80 deg C, 0.5 h;

DOI:10.1021/jm00119a008

Reference yield:

2-(3,4-dichlorophenyl)ethanamine (21581-45-3) + trichloromethyl chloroformate (503-38-8) → 1,2-dichloro-4-(2-isocyanatoethyl)benzene (115706-18-8)

Guidance literature:

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

methyl 2-bromo-3-(3,4-dichlorophenyl)propionate (115706-16-6) → 1,2-dichloro-4-(2-isocyanatoethyl)benzene (115706-18-8)

Guidance literature:

Multi-step reaction with 4 steps

1: zinc / acetic acid / 1 h

2: 43 percent / aq. sodium hydroxide / 2 h / Heating

3: thionyl chloride / toluene / 3 h / 55 - 60 °C

4: 1.) aq. sodium azide / 1.) acetone, 0 deg C, 0.5 h, 2.) toluene, 80 deg C, 0.5 h

With sodium hydroxide; thionyl chloride; sodium azide; zinc; In acetic acid; toluene;

DOI:10.1021/jm00119a008

upstream raw materials:

3-(3,4-dichlorophenyl)propionic acid chloride

3,4-dichlorocinnamic acid

3(3,4-dichlorophenyl)propanoic acid

3,4-dichlorobenzaldehyde

Downstream raw materials:

6,7-dichloro-1,2,3,4-tetrahydro-1-oxoisoquinoline

1-cyclopentyl-3-(3,4-dichlorophenethyl)pyrimidine-2,4,6-(1H,3H,5H)-trione

6,7-dichloro-1,2,3,4-tetrahydroisoquinoline