1-Chloro-4-(chloromethyl)-2-nitrobenzene

Base Information

• Chemical Name: 1-Chloro-4-(chloromethyl)-2-nitrobenzene
• CAS No.: 57403-35-7
• Molecular Formula: C7H5 Cl2 N O2
• Molecular Weight: 206.028
• European Community (EC) Number: 260-721-3
• DSSTox Substance ID: DTXSID40205996
• Nikkaji Number: J349.150A
• Wikidata: Q83079738
• Mol file: 57403-35-7.mol

Synonyms:1-Chloro-4-(chloromethyl)-2-nitrobenzene;57403-35-7;4-CHLORO-3-NITROBENZYL CHLORIDE;EINECS 260-721-3;SCHEMBL4520586;DTXSID40205996;MFCD00053601;AKOS014097516;EN300-1250829;1-BOC-3-CBZ-AMINO-PIPERIDINE-3-CARBOXYLICACID

Chemical Property of 1-Chloro-4-(chloromethyl)-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.000577mmHg at 25°C
• Melting Point: 28°C
• Refractive Index: 1.5855 (estimate)
• Boiling Point: 320.9°Cat760mmHg
• Flash Point: 147.9°C
• PSA: 45.82000
• Density: 1.462g/cm³
• LogP: 3.51020
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 204.9697338
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98%Min ^*data from raw suppliers

4-chloro-3-nitrobenzylchloride 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCl)[N+](=O)[O-])Cl

Technology Process of 1-Chloro-4-(chloromethyl)-2-nitrobenzene

There total 7 articles about 1-Chloro-4-(chloromethyl)-2-nitrobenzene 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: 92.0%

4-chloro-3-nitrobenzyl alcohol (55912-20-4) → 1-chloro-4-(chloromethyl)-2-nitrobenzene (57403-35-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 0.166667h;

DOI:10.5012/bkcs.2010.31.11.3434

Reference yield:

ethyl 4-chloro-3-nitrobenzoate (16588-16-2) → 1-chloro-4-(chloromethyl)-2-nitrobenzene (57403-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: THF; KBH₄; LiCl

2: thionyl chloride; chloroform

With tetrahydrofuran; thionyl chloride; potassium borohydride; chloroform; lithium chloride;

DOI:10.1021/ja01525a057

Reference yield:

2-Chloronitrobenzene (88-73-3) → 4,4'-Dichloro-3,3'-dinitrodiphenylmethane (2973-18-4) + 1-chloro-4-(chloromethyl)-2-nitrobenzene (57403-35-7)

Guidance literature:

With hydrogenchloride; formaldehyd; sulfuric acid; at 85 ℃;

upstream raw materials:

4-chloro-3-nitrobenzyl alcohol

formaldehyd

2-Chloronitrobenzene

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

[3-iodo-4-(4-methoxy-phenoxy)-phenyl]-acetonitrile

C₁₅H₁₂N₂O₄

C₁₄H₁₀INO₂

3-Iodothyronamine hydrochloride

Refernces

• 1、 Kim, Hyung Woo,Lee, Yun-Sang,Shetty, Dinesh,Lee, Hak Jeong,Lee, Dong Soo,Chung, June-Key,Lee, Myung Chul,Chung, Kyoo-Hyun,Jeong, Jae Min. "Facile chlorination of benzyl alcohols using 1,8-diazabicyclo[5.4.0]undec- 7-ene (DBU) and sulfonyl chlorides". experimental part. p. 3434 - 3436. Retrieved 2012/05/05.