4-Acetamido-3-nitrobenzoic acid

Base Information

• Chemical Name: 4-Acetamido-3-nitrobenzoic acid
• CAS No.: 1539-06-6
• Molecular Formula: C9H8N2O5
• Molecular Weight: 224.173
• Hs Code.: 29242990
• European Community (EC) Number: 216-265-2
• NSC Number: 190738
• UNII: 9W2250FZKC
• DSSTox Substance ID: DTXSID3061766
• Nikkaji Number: J206.762E
• Wikidata: Q27273300
• ChEMBL ID: CHEMBL111082
• Mol file: 1539-06-6.mol

Synonyms:4-Acetamido-3-nitrobenzoic acid;1539-06-6;4-(Acetylamino)-3-nitrobenzoic acid;BENZOIC ACID, 4-(ACETYLAMINO)-3-NITRO-;MFCD00014703;UNII-9W2250FZKC;9W2250FZKC;4-Acetylamino-3-nitro-benzoic acid;EINECS 216-265-2;NSC 190738;NSC-190738;4-acetamido-3-nitrobenzoicacid;4-Acetamino-3-nitrobenzoic acid;4-acetamido-3-nitro-benzoic acid;4-Acetylamino-3-nitrobenzoic acid;NSC190738;COMPOUND A1;Oprea1_193610;CBDivE_002615;CHEMBL111082;SCHEMBL3613079;3-nitro-4-acetamidobenzoic acid;DTXSID3061766;4-Acetamido-3-nitro benzoic acid;STL451544;AKOS002285072;AC-7719;SB79600;4-(Acetylamino)-3-nitrobenzoic acid #;4-Acetamido-3-nitrobenzoic acid, 97%;AM20030048;BENZOIC ACID, 4-ACETAMIDO-3-NITRO-;CS-0204510;FT-0616684;9N-715;EN300-103539;AE-641/01923060;J-009055;Q27273300

Chemical Property of 4-Acetamido-3-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: Beige to yellow crystalline powder
• Vapor Pressure: 1.03E-10mmHg at 25°C
• Melting Point: 220-224 °C(lit.)
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 497.4 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 254.6 °C
• PSA: 112.22000
• Density: 1.526 g/cm³
• LogP: 1.84760
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 224.04332136
• Heavy Atom Count: 16
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

4-Acetamido-3-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 36/37-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)C(=O)O)[N+](=O)[O-]

Technology Process of 4-Acetamido-3-nitrobenzoic acid

There total 10 articles about 4-Acetamido-3-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: 84.0%

p-(acetylamino)benzoic acid (556-08-1) → 3-nitro-4-acetamidobenzoic acid (1539-06-6)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 20 ℃; for 0.666667h;

DOI:10.3390/molecules22111863

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 3-nitro-4-acetamidobenzoic acid (1539-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / dimethylformamide / 3 h / Heating

2: 61 percent / HNO₃(red, fuming) / 0.5 h / -15 °C

With nitric acid; In N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(96)88270-5

Reference yield:

4-methyl-2-nitroacetanilide (612-45-3) → 3-nitro-4-acetamidobenzoic acid (1539-06-6)

Guidance literature:

With calcium permanganate; water; at 90 - 95 ℃;

upstream raw materials:

4-methyl-2-nitroacetanilide

4-acetamido-3-nitrobenzaldehyde

p-(acetylamino)benzoic acid

N,N'-(2,3'-dinitro-biphenyl-4,4'-diyl)-bis-acetamide

Downstream raw materials:

4-Acetylamino-3-aminobenzoic acid

ethyl 4-amino-3-nitrobenzoate

4-amino-3-nitrobenzoic acid

2-methyl-1H-benzoimidazole-5-carboxylic acid