3,5-Dichloronitrobenzene

Base Information

• Chemical Name: 3,5-Dichloronitrobenzene
• CAS No.: 618-62-2
• Deprecated CAS: 33150-95-7
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29049095
• European Community (EC) Number: 210-557-3
• ICSC Number: 0255
• NSC Number: 60642,53841
• UNII: 4VSD7Q7FUH
• DSSTox Substance ID: DTXSID1060683
• Wikidata: Q2006789
• Mol file: 618-62-2.mol

Synonyms:3,5-Dichloronitrobenzene;1,3-Dichloro-5-nitrobenzene;618-62-2;Benzene, 1,3-dichloro-5-nitro-;meta-Dichloronitrobenzene;m-Dichloronitrobenzene;3,5-DICHLORO-1-NITROBENZENE;MFCD00007211;NSC 53841;4VSD7Q7FUH;EINECS 210-557-3;NSC 60642;NSC-53841;NSC-60642;EC 210-557-3;Benzene,3-dichloro-5-nitro-;UNII-4VSD7Q7FUH;3,5-dichloro nitrobenzene;3,5-dichloro-nitro-benzene;Nitrobenzene, 3,5-dichloro-;SCHEMBL204235;DTXSID1060683;NSC53841;NSC60642;1,3-Dichloro-5-nitrobenzene, 98%;AKOS015889988;AKOS040744776;AM85848;CS-W015833;AS-40752;SY020726;A8566;D0983;FT-0614566;EN300-105259;W-109092

Chemical Property of 3,5-Dichloronitrobenzene

Chemical Property:

• Appearance/Colour: Orange to brown crystals
• Vapor Pressure: 0.0404mmHg at 25°C
• Melting Point: 64-65 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 247.4 °C at 760 mmHg
• Flash Point: 103.4 °C
• PSA: 45.82000
• Density: 1.533 g/cm³
• LogP: 3.42480
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99.9% ^*data from raw suppliers

3,5-Dichloronitrobenzene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)Cl)[N+](=O)[O-]
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Uses: 1,3-Dichloro-5-nitrobenzene was used as an internal standard in the 1H nuclear magnetic resonance spectroscopic method for the assay of phenylbutazone and oxyphenbutazone.

Technology Process of 3,5-Dichloronitrobenzene

There total 22 articles about 3,5-Dichloronitrobenzene 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: 65.0%

C10H12Cl2N4O2 (401631-95-6) → 3,5-dichloro-1-nitrobenzene (618-62-2) + 1,3-dichloro-2-iodo-5-nitrobenzene (62778-19-2)

Guidance literature:

With hydrogen iodide; In acetonitrile; at 60 ℃; for 13h;

DOI:10.1055/s-2001-18072

Reference yield: 3.0%

4-nitro-2,6-dichloroaniline (99-30-9) → 3,5-dichloro-1-nitrobenzene (618-62-2) + 3,4,5-trichloronitrobenzen (20098-48-0) + 2,6-Dichloro-4-nitroso-phenylamine

Guidance literature:

In chloroform; Product distribution; Irradiation; other solvents; also in deaerated solutions and in presence of sensitizer;

DOI:10.1111/j.1751-1097.1998.tb09450.x

Reference yield:

1,3-Dichlorobenzene (541-73-1) → 2,4-dichloronitrobenzene (611-06-3) + 3,5-dichloro-1-nitrobenzene (618-62-2) + 2,6-dichloronitrobenzene (601-88-7)

Guidance literature:

With Nitrogen dioxide; ozone; In dichloromethane; at 0 - 5 ℃; for 1h; Yield given;

DOI:10.1055/s-1994-25586

upstream raw materials:

4-nitro-2,6-dichloroaniline

3-nitro-5-chloroaniline

4-amino-3,5-dichlorobenzoic acid

1,3-dichloro-2,5-dinitro-benzene

Downstream raw materials:

1-(benzyloxy)-3,5-dichlorobenzene

N-(3,5-dichlorophenyl)-hydroxylamine

4-(3,5-dichloro-phenylazo)-phenol

3,5-Dichlor-4'-hydroxy-2'-methyl-azobenzol

Refernces

• 1、 Li, Xuejing,Deng, Xingwang,Coyne, Anthony G.,Srinivasan, Rajavel. "meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation". . p. 8018 - 8023. Retrieved 2019/05/29.
• 2、 Barbero,Degani,Diulgheroff,Dughera,Fochi. "1-Aryl-3,3-dialkyltriazenes: A convenient synthesis from dry arenediazonium o-benzenedisulfonimides - A high yield break down to the starting dry salts and efficient conversions to aryl iodides, bromides and chlorides". . p. 2180 - 2190. Retrieved 2007/10/03.