1-Chloro-3,4-dinitrobenzene

Base Information

• Chemical Name: 1-Chloro-3,4-dinitrobenzene
• CAS No.: 610-40-2
• Molecular Formula: C6H3ClN2O4
• Molecular Weight: 202.554
• Hs Code.: 2904902000
• European Community (EC) Number: 210-223-7
• ICSC Number: 0722
• NSC Number: 119343
• UN Number: 3441
• UNII: Z29B1F274E
• DSSTox Substance ID: DTXSID3060586
• Nikkaji Number: J95.614G
• Wikidata: Q2651784
• Mol file: 610-40-2.mol

Synonyms:610-40-2;4-Chloro-1,2-dinitrobenzene;3,4-Dinitrochlorobenzene;1-Chloro-3,4-dinitrobenzene;Benzene, 4-chloro-1,2-dinitro-;1,2-dinitro-4-chlorobenzene;1-Chloro-3.4-dinitrobenzene;UNII-Z29B1F274E;Z29B1F274E;EINECS 210-223-7;NSC 119343;NSC-119343;4-chloro-1,2-dinitro-benzene;4-Chlordinitrobenzol;NSC119343;4-Chloro-1,2-dinitrobenzen;ghl.PD_Mitscher_leg0.928;3,4-Dinitro-1-chlorobenzene;SCHEMBL1524058;DTXSID3060586;4-Chloro-1,2-dinitrobenzene #;4-chloranyl-1,2-dinitro-benzene;(3,4-DINITROCHLOROBENZENE);STR04168;MFCD00007212;AKOS015889665;D1900;FT-0614390;A833018;Q2651784;W-105206;F0001-1600

Chemical Property of 1-Chloro-3,4-dinitrobenzene

Chemical Property:

• Appearance/Colour: yellow liquid or needle-like crystals
• Vapor Pressure: 0.000237mmHg at 25°C
• Melting Point: 40-41 ºC
• Refractive Index: n20/D 1.587(lit.)
• Boiling Point: 335.1 °C at 760 mmHg
• Flash Point: 156.5 °C
• PSA: 91.64000
• Density: 1.619 g/cm³
• LogP: 3.20280
• Storage Temp.: 0-10°C
• Water Solubility.: insoluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 201.9781343
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dinitrochlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/24/25-33-50/53
• Safety Statements: 28-36/37-45-60-61-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])[N+](=O)[O-]
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance may cause effects on the central nervous system, cardiovascular system and blood. This may result in the formation of methaemoglobin.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the central nervous system, cardiovascular system and blood. This may result in the formation of methaemoglobin.
• Description: Securinine is derived from the leaf of Securinega suffruticosa Rehd., which was first separated by V.I.?Murav’eva in 1956 . Securinega suffruticosa Rehd., a kind of subshrub plant, is widely distributed in temperate and subtropical regions . It has strong adaptability and can be planted in most parts of China. Moreover, it is rich in natural resources. Securinega suffruticosa Rehd. is a folk medicine whose root is the main component, with the effects of activating circulation, spleen, and stomach to treat rheumatism waist pain, limb numbness, infant malnutrition, and other diseases. The roots, stems, leaves, flowers, and skin of Securinega suffruticosa Rehd. contain alkaloids, in which securinine is the main ingredient.
• Physical properties: Appearance: yellow crystalline powder, slightly bitter. Solubility: soluble in anhydrous ethanol or chloroform, insoluble in water. Melting point: 139–140?°C Specific optical rotation: (D) ?1042°(C?=?1, EtOH).
• Uses: This compound is a sensitizer. 3,4-Dinitrochlorobenzene is a useful reactant in organic synthesis.
• Indications: Poliomyelitis sequela and facial paralysis, neurasthenia, hypotension, autonomic dysfunction, and others
• Clinical Use: In recent years, securinine has been widely used in clinical practice, mainly for the treatment of polio sequelae and facial nerve palsy. It also has a certain effect on neurasthenia, hypotension and dizziness, tinnitus, and deafness caused by autonomic dysfunction. The nitrate and hydrochloride of left-handed securinine are mainly used clinically. In addition, securinine eye drops are found to have a remarkable effect on the treatment of herpes simplex keratitis through initial clinical observation.

Technology Process of 1-Chloro-3,4-dinitrobenzene

There total 8 articles about 1-Chloro-3,4-dinitrobenzene 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: 97.0%

3-Nitrochlorobenzene (121-73-3) → 3,4-dinitro-chlorobenzene (610-40-2)

Guidance literature:

With sulfuric acid; nitric acid; at 30 ℃; for 1h;

DOI:10.1039/P19800000982

Reference yield: 86.0%

4-Chloro-2-nitroaniline (89-63-4) → 3,4-dinitro-chlorobenzene (610-40-2)

Guidance literature:

With sulfuric acid; acetic acid; tetra-n-propylammonium bromate; for 1.5h; Heating;

DOI:10.1081/SCC-120039488

Reference yield:

3,4-dinitroaniline (610-41-3) → 3,4-dinitro-chlorobenzene (610-40-2)

Guidance literature:

With phosphonic Acid; nitrosylsulfuric acid; sulfuric acid; Diazotization_.Behandlung der Diazoniumsalz-Loesung mit CuCl in konz. wss. HCl;

DOI:10.1021/ja01857a014

upstream raw materials:

3-Nitrochlorobenzene

3,4-dinitroaniline

2-Chloronitrobenzene

3,4-dinitophenol

Downstream raw materials:

1-(5-chloro-2-nitrophenyl)piperidine

4-(2-nitro-5-piperidinophenyl)piperidine

4-chloro-1-nitro-2-tosylbenzene

N-(5-chloro-2-nitrophenyl)pyridin-2-amine

Refernces

• 1、 Mundla, Sreenivasa R.. "Regioselective synthesis of 4-halo ortho-dinitrobenzene derivatives". . p. 4277 - 4279. Retrieved 2007/10/03.
• 2、 Lindley, John M.,McRobbie, Ian M.,Meth-Cohn, Otto,Suschitzky, Hans. "Competitive Cyclisations of Singlet and Triplet Nitrenes. Part 8. The 1-(2-Nitrenophenyl)pyrazoles and Related Systems". . p. 982 - 994. Retrieved 2007/10/02.