3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid

Base Information

• Chemical Name: 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid
• CAS No.: 17057-07-7
• Molecular Formula: C11H7NO4
• Molecular Weight: 217.181
• Hs Code.: 2925190090
• European Community (EC) Number: 241-118-4
• NSC Number: 201626
• DSSTox Substance ID: DTXSID10168882
• Nikkaji Number: J318.336J
• Wikidata: Q83038495
• ChEMBL ID: CHEMBL441433
• Mol file: 17057-07-7.mol

Synonyms:17057-07-7;3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid;3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid;3-Maleimido-benzoic acid;3-n-maleimidobenzoic acid;3-(2,5-dioxopyrrol-1-yl)benzoic acid;m-Maleimidobenzoic acid;MLS003107101;3-(2,5-dioxo-2,5-dihydro-1h-pyrrol-1-yl)-benzoic acid;CHEMBL441433;EINECS 241-118-4;3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)benzoic acid;3-(2,5-Dihydro-2,5-dioxo(1H)-pyrrole-1-yl)benzoic acid;3-(2,5-Dioxo-pyrrol-1-yl)benzoic acid;3-(2,5-dioxo-2,5-dihydropyrrol-1-yl)benzoic acid;3-N-Maleimidobenzoicacid;NSC201626;3-maleimidobenzoic acid;Benzoic acid, 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-;n-(3-benzoic acid)maleimide;SCHEMBL522308;3-CARBOXYPHENYL MALEIMIDE;DTXSID10168882;Benzoic acid,3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-;BBL038146;BDBM50127978;MFCD00022572;STK347663;AKOS000117595;NSC 201626;NSC-201626;AS-10342;SMR001328760;A3764;BB 0218878;CS-0308134;FT-0604074;EN300-10891;C77963;Benzoic acid, 3-(2,5-dioxo-3-pyrrolin-1-yl)-;Z90665556;3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoicacid;F1265-0504;3-(2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-yl)benzoic acid;3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid #

Chemical Property of 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 4.44E-09mmHg at 25°C
• Melting Point: 228-229 °C
• Boiling Point: 332.9 °C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 155.1 °C
• PSA: 74.68000
• Density: 1.239 g/cm³
• LogP: 0.87920
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 217.03750770
• Heavy Atom Count: 16
• Complexity: 356

Purity/Quality:

98%min ^*data from raw suppliers

3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N2C(=O)C=CC2=O)C(=O)O
• Uses: 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic Acid can be used for producing rigid UV-?curable modified tung oil resin.

Technology Process of 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid

There total 5 articles about 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic 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: 90.0%

3-[[(2Z)-3-carboxy-1-oxo-2-propen-1-yl]amino]benzoic acid (36847-92-4,42537-54-2) → 3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid (17057-07-7)

Guidance literature:

With sodium acetate; acetic anhydride; at 75 ℃; for 0.166667h;

Reference yield: 90.0%

maleic anhydride (108-31-6) + 3-nitrobenzoic acid (121-92-6) → 3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid (17057-07-7)

Guidance literature:

Multistep reaction.;

DOI:10.1021/ol016533+

Reference yield:

maleic anhydride (108-31-6) + meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid (17057-07-7)

Guidance literature:

With magnesium acetate; acetic anhydride; triethylamine; In acetone; for 0.75h; Heating;

upstream raw materials:

3-(3-carboxy-acryloylamino)-benzoic acid

3-[[(2Z)-3-carboxy-1-oxo-2-propen-1-yl]amino]benzoic acid

maleic anhydride

meta-aminobenzoic acid

Downstream raw materials:

C₃₇H₂₂Br₄N₂O₈

C₄₉H₃₆N₄O₈

C₃₄H₂₀N₂O₁₀S

methyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate

Refernces

• 1、 Sava, Mitica. "Bismaleimide monomers with various structures and polyaspartimides". . p. 929 - 937. Retrieved 2013/09/23.
• 2、 Hoveyda, Hamid R.,Hall, Dennis G.. "Solid-phase synthesis of cleavable N-arylmaleimides: Applications in 1,3-dipolar cycloaddition and in thiol scavenging". . p. 3491 - 3494. Retrieved 2007/10/03.