4-Chloro-2-nitrobenzyl chloride

Base Information

• Chemical Name: 4-Chloro-2-nitrobenzyl chloride
• CAS No.: 938-71-6
• Molecular Formula: C7H5 Cl2 N O2
• Molecular Weight: 206.028
• Hs Code.: 29049095
• European Community (EC) Number: 213-345-9
• Nikkaji Number: J236.143D
• Mol file: 938-71-6.mol

Synonyms:4-Chloro-2-nitrobenzyl chloride;938-71-6;4-Chloro-1-(chloromethyl)-2-nitrobenzene;alpha,4-Dichloro-2-nitrotoluene;Benzene, 4-chloro-1-(chloromethyl)-2-nitro-;4-Chloro-2-nitrobenzylchloride;SCHEMBL67686;2-Nitro-4-chlorobenzyl chloride;OMPHLGROCARZOU-UHFFFAOYSA-;TQP0945;.alpha.,4-Dichloro-2-nitrotoluene;MFCD00007216;4-Chloro-2-nitrobenzyl chloride,98%;AKOS009158535;AKOS015889264;4-Chloro-2-nitrobenzyl chloride, 98%;Toluene, .alpha.,4-dichloro-2-nitro-;4-Chloro-1-(chloromethyl)-2-nitrobenzene #;FT-0633155;EN300-371892

Chemical Property of 4-Chloro-2-nitrobenzyl chloride

Chemical Property:

• Vapor Pressure: 0.00532mmHg at 25°C
• Melting Point: 38-44 °C(lit.)
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 308.3°Cat760mmHg
• Flash Point: 140.3°C
• PSA: 45.82000
• Density: 1.462g/cm³
• LogP: 3.51020
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• 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-2-nitrobenzyl chloride 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])CCl
• Uses: 4-Chloro-2-nitrobenzyl chloride has been used in the synthesis of 3-iodothyronamine.

Technology Process of 4-Chloro-2-nitrobenzyl chloride

There total 2 articles about 4-Chloro-2-nitrobenzyl chloride 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: 58.0%

(4-chloro-2-nitrophenyl)methanol (22996-18-5) → 4-chloro-2-nitrobenzyl chloride (938-71-6)

Guidance literature:

With phosphorus pentachloride; In chloroform; for 1h; Ambient temperature;

DOI:10.1021/jm00178a020

Reference yield:

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-2-nitrobenzyl chloride (938-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 72 h / 0 - 20 °C

2: thionyl chloride; triethylamine / dichloromethane / 12 h / 0 - 20 °C

With thionyl chloride; borane-THF; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.8b00931

Reference yield: 90.0%

4-chloro-2-nitrobenzyl chloride (938-71-6) + O-<5'-O-(4,4'-dimethoxytrityl)-thymidin-3'-yl> O-(β-cyanoethyl) phosphorodithioate triethylammonium salt → Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-2-nitro-benzyl) ester O'-(2-cyano-ethyl) ester (189144-42-1)

Guidance literature:

With 2,6-dimethylpyridine; sodium iodide; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1080/07328319708002518

upstream raw materials:

(4-chloro-2-nitrophenyl)methanol

4-chloro-2-nitro-benzoic acid

Downstream raw materials:

1-(4-Chloro-2-nitro-benzyl)-1H-pyrrole-2-carbonitrile

4-chloro-2-nitrobenzyl azide

Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-2-nitro-benzyl) ester O'-(2-cyano-ethyl) ester

Thiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-2-nitro-benzyl) ester O'-(2-cyano-ethyl) ester

Refernces

• 1、 Wright, William B.,Greenblatt, Eugene N.,Day, Ivana P.,Quinones, Nicanor Q.,Hardy, Robert A.. "Derivatives of 11-(1-Piperazinyl)-5H-pyrrolobenzodiazepine as Central Nervous System Agents". . p. 462 - 465. Retrieved 2007/10/02.