2-Chloro-6-nitrobenzoic acid

Base Information

• Chemical Name: 2-Chloro-6-nitrobenzoic acid
• CAS No.: 5344-49-0
• Molecular Formula: C7H4ClNO4
• Molecular Weight: 201.566
• Hs Code.: 2916399090
• European Community (EC) Number: 226-287-4
• NSC Number: 1123
• UNII: AUC5775J4R
• DSSTox Substance ID: DTXSID70201603
• Nikkaji Number: J135.755G
• Wikidata: Q72455722
• Mol file: 5344-49-0.mol

Synonyms:2-Chloro-6-nitrobenzoic acid;5344-49-0;2-chloro-6-nitro-benzoic acid;6-Chloro-2-nitrobenzoic acid;Benzoic acid, 2-chloro-6-nitro-;AUC5775J4R;NSC-1123;EINECS 226-287-4;MFCD00100425;2-Chloro-6-nitrobenzoicAcid;NSC1123;UNII-AUC5775J4R;SCHEMBL2071280;2-Chloro-6-nitrobenzoic acid #;DTXSID70201603;NSC 1123;STK665113;AKOS003390766;AC-2723;PS-4876;SY002684;1-CHLORO-2-CARBOXY-3-NITROBENZENE;2-Chloro-6-nitrobenzoic acid, AldrichCPR;AM20050560;CS-0044381;FT-0611889;EN300-70243;A829594;W-105737;Z277540142

Chemical Property of 2-Chloro-6-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: Light yellow crystal powder
• Melting Point: 164-166°C
• Refractive Index: 1.653
• Boiling Point: 345.7 °C at 760 mmHg
• PKA: pK1: 1.342 (25°C)
• Flash Point: 162.9 °C
• PSA: 83.12000
• Density: 1.602 g/cm³
• LogP: 2.46960
• Storage Temp.: Keep Cold
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 200.9828853
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

2-Chloro-6-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-6-nitrobenzoic acid

There total 10 articles about 2-Chloro-6-nitrobenzoic acid 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: 78.0%

(2-chloro-6-nitrobenzene)methanol (50907-57-8) → 2-chloro-6-nitrobenzoic acid (5344-49-0)

Guidance literature:

With water; nitric acid; In 1,2-dichloro-benzene; at 100 - 140 ℃; for 8.66667h; under 7500.75 Torr; Product distribution / selectivity;

Reference yield:

6-chloro-2-nitrotoluene (83-42-1) → 2-chloro-6-nitrobenzoic acid (5344-49-0)

Guidance literature:

With bromine; at 170 ℃; Irradiation_.Erhitzen der Reaktionsloesung mit Kaliumacetat und Aethanol und Erwaermen des Reaktionsprodukts mit wss. Kalilauge unter Zusatz von Kaliumpermanganat;

DOI:10.1007/BF02809653

Reference yield:

6-chloro-2-nitrotoluene (83-42-1) → 2-chloro-6-nitrobenzoic acid (5344-49-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 700 mg / N-bromosuccinimide, azobisisobutyronitril / CCl₄ / 24 h / Heating; Irradiation

2: ethanol / 4 h / Heating

3: 400 mg / 10percent KOH / 4 h / 90 °C

4: 250 mg / KMnO₄, Na₂CO₃ / H₂O / 4 h / Heating

With potassium hydroxide; potassium permanganate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium carbonate; In tetrachloromethane; ethanol; water;

DOI:10.1002/oms.1210210411

upstream raw materials:

6-chloro-2-nitrotoluene

2-chloro-6-nitrobenzonitrile

(2-chloro-6-nitrobenzene)methanol

nitric acid

Downstream raw materials:

2-anilino-6-nitro-benzoic acid

2-nitro-6-phenoxybenzoic acid

2-(2-Carboxy-phenylamino)-6-nitro-benzoic acid

2-(4-chlorophenoxy)-6-nitrobenzoic acid

Refernces

• 1、 Breuer, M.,Budzikiewicz, H.. "Mass Spectrometric Fragmentation Reactions. XXXI-The Fragmentation Behaviour of o-Halobenzoic Acids Substituted in the 5-Position: A Novel Ortho Effect". . p. 229 - 234. Retrieved 2007/10/02.