5-Chloro-2-nitrobenzoic acid

Base Information

• Chemical Name: 5-Chloro-2-nitrobenzoic acid
• CAS No.: 2516-95-2
• Molecular Formula: C7H4ClNO4
• Molecular Weight: 201.566
• Hs Code.: H4ClNO4 MOL WT. 201.57
• European Community (EC) Number: 219-738-1
• NSC Number: 59735
• UNII: WVN7Y7ZX6S
• DSSTox Substance ID: DTXSID4062484
• Nikkaji Number: J1.790.247D,J135.754I
• Wikidata: Q72455717
• Mol file: 2516-95-2.mol

Synonyms:5-CHLORO-2-NITROBENZOIC ACID;2516-95-2;Benzoic acid, 5-chloro-2-nitro-;2-nitro-5-chlorobenzoic acid;3-chloro-6-nitrobenzoic acid;WVN7Y7ZX6S;EINECS 219-738-1;NSC 59735;NSC-59735;5-Chloro-2-nitrobenzoicacid;6-Nitro-3-chlorobenzoic acid;5-chloro-2-nitro-benzoic acid;NSC59735;MFCD00007290;UNII-WVN7Y7ZX6S;2-Nitro-5-chlorobenzoate;5-chloro-2-nitrobenzic acid;SCHEMBL79163;5-chloro-2-nitro benzoic acid;DTXSID4062484;STR03120;STK498190;5-Chloro-2-nitrobenzoic acid, 99%;AKOS000120499;AC-6119;CS-W015544;PS-3236;AM20050232;FT-0602345;EN300-20174;A20236;C-5220;F2191-0176;Z104477156;5-chloro-2-nitro-benzoicaci

Chemical Property of 5-Chloro-2-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: Yellow to greenish crystalline powder
• Vapor Pressure: 7.1E-06mmHg at 25°C
• Melting Point: 137-139 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 362 °C at 760 mmHg
• PKA: 1.86±0.25(Predicted)
• Flash Point: 172.8 °C
• PSA: 83.12000
• Density: 1.602 g/cm³
• LogP: 2.46960
• Storage Temp.: Store below +30°C.
• Solubility.: 9.67g/l
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 2.1
• 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:

98%, ^*data from raw suppliers

5-Chloro-2-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50/53-41-37/38-22
• Safety Statements: 22-24/25-61-60-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)O)[N+](=O)[O-]

Technology Process of 5-Chloro-2-nitrobenzoic acid

There total 15 articles about 5-Chloro-2-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: 87.0%

5-chloro-2-nitrobenzyl alcohol (73033-58-6) → 5-chloro-2-nitrobenzoic acid (2516-95-2)

Guidance literature:

With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h; Schlenk technique;

DOI:10.1055/s-0036-1591761

Reference yield: 60.0%

5-chloro-2-nitrobenzyl alcohol (73033-58-6) → 5-chloro-2-nitrobenzaldehyde (6628-86-0) + 5-chloro-2-nitrobenzoic acid (2516-95-2)

Guidance literature:

With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h; Schlenk technique;

DOI:10.1055/s-0036-1591761

Reference yield:

3-chlorobenzoate (535-80-8) → 5-chloro-2-nitrobenzoic acid (2516-95-2) + 3-chloro-2-nitro-benzoic acid (4771-47-5)

Guidance literature:

With nitric acid;

upstream raw materials:

5-chloro-2-nitrobenzaldehyde

5-chloro-2-nitrotoluene

3-chlorobenzoate

ethyl 2-(5-chloro-2-nitrophenyl)-2-cyanoacetate

Downstream raw materials:

3-Amino-5-chloro-2-nitrobenzoic acid

N-<(N,N-dimethylamino)ethyl>-5-chloro-2-nitrobenzamide

2-(5-Chloro-2-nitro-benzoyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid ethyl ester

5-chloroanthranilic acid

Refernces

• 1、 Jiang, Xingguo,Ma, Shengming. "Studies on Iron-Catalyzed Aerobic Oxidation of Benzylic Alcohols to Carboxylic Acids". . p. 1629 - 1639. Retrieved 2018/02/26.
• 2、 Dong, Kui-Kui,Zhou, Hua-Hong,Guo, A-Rong,Chen, Tian,Wang, Yu-Liang. "Synthesis of novel quinazolinone derivatives with methyl (E)-2-(3-methoxy)acrylate moiety". . p. 1039 - 1042. Retrieved 2013/05/08.