2-NITRO-ISOPHTHALIC ACID

Base Information

• Chemical Name: 2-NITRO-ISOPHTHALIC ACID
• CAS No.: 21161-11-5
• Molecular Formula: C8H5 N O6
• Molecular Weight: 211.131
• Hs Code.: 2917399090
• European Community (EC) Number: 244-253-7
• UNII: 5H9GDZ2GTY
• DSSTox Substance ID: DTXSID30175396
• Nikkaji Number: J226.155C
• Wikidata: Q72494911
• Mol file: 21161-11-5.mol

Synonyms:2-Nitro-1,3-benzenedicarboxylicacid; 2-Nitroisophthalic acid; 3-Carboxy-2-nitrobenzoic acid

Chemical Property of 2-NITRO-ISOPHTHALIC ACID

Chemical Property:

• Vapor Pressure: 8.83E-10mmHg at 25°C
• Melting Point: 314oC
• Boiling Point: 473.7°Cat760mmHg
• PKA: 1.52±0.10(Predicted)
• Flash Point: 214°C
• PSA: 120.42000
• Density: 1.671g/cm³
• LogP: 1.51440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 211.01168688
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

98% ^*data from raw suppliers

2-Nitroisophthalic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)C(=O)O)[N+](=O)[O-])C(=O)O
• Uses: 2-Nitroisophthalic Acid is an intermediate in the synthesis of 2,6-Dihydroxymethyl Rilpivirine (D446615), which is an analog of Rilpivirine (R509800) a novel non-nucleoside reverse transcriptase inhibitor. Rilpivirine seems to be well tolerated with less CNS disturbance than Efavirenz, and has non-teratogenic potential. An anti-HIV agent.

Technology Process of 2-NITRO-ISOPHTHALIC ACID

There total 7 articles about 2-NITRO-ISOPHTHALIC 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: 96.0%

2,6-dimethylnitrobenzene (81-20-9) → 2-nitroisophthalic acid (21161-11-5)

Guidance literature:

With potassium permanganate; water; sodium hydroxide; at 100 ℃; for 48h; Temperature;

Reference yield:

2,6-dimethylnitrobenzene (81-20-9) → 3-methyl-2-nitrobenzoic acid (5437-38-7) + 2-nitroisophthalic acid (21161-11-5)

Guidance literature:

With cobalt(II) acetate; acetaldehyde; acetic acid; In water; at 100 ℃; for 4h; Temperature; Reagent/catalyst; Sealed tube; Inert atmosphere;

Reference yield:

→ 2-nitroisophthalic acid (21161-11-5)

Guidance literature:

With alkaline KMNO₄;

upstream raw materials:

3-methyl-2-nitrobenzoic acid

2,6-dimethylnitrobenzene

5-nitro-m-xylene

nitric acid

Downstream raw materials:

dimethyl 2-nitroisophthalate

2-aminoisophthalic acid

2-nitro-1,3-benzenedicarbonyl chloride

1,3-Diacetyl-2-nitrobenzol

Refernces

• 1、 -. "Photodegradable bridged silane and preparation method thereof". Paragraph 0065-0067; 0072-0076; 0080-0084; 0088-0092; 0096. . Retrieved 2020/12/29.
• 2、 Chen, Yuhua,Tong, Ruihan,An, Na,Lin, Huiming,Qu, Fengyu. "DOX-UCNPs@mSiO2-TiO2 nanocomposites for near-infrared photocontrolled chemo/photodynamic therapy". supporting information. p. 7292 - 7301. Retrieved 2017/08/02.