Isoxazole-4-carboxylic acid

Base Information

• Chemical Name: Isoxazole-4-carboxylic acid
• CAS No.: 6436-62-0
• Molecular Formula: C₄H₃NO₃
• Molecular Weight: 113.073
• Hs Code.: 2934999090
• European Community (EC) Number: 818-124-6
• DSSTox Substance ID: DTXSID30214577
• Nikkaji Number: J408.844A
• Wikidata: Q72486670
• Mol file: 6436-62-0.mol

Synonyms:Isoxazole-4-carboxylic acid;6436-62-0;4-Isoxazolecarboxylic acid;Isooxazole-4-carboxylic acid;1,2-oxazole-4-carboxylic acid;MFCD06738806;Isoxazole-4-carboxylicacid;4-carboxy isoxazole;SCHEMBL264004;DTXSID30214577;LYPXTDXYEQEIIN-UHFFFAOYSA-N;BCP10174;AKOS000505619;AB27926;CS-W004867;isoxazole-4-carboxylic acid, AldrichCPR;AM804188;SY029017;TS-01565;BB 0253478;FT-0601175;EN300-66602;A834733;J-521610

Chemical Property of Isoxazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: off-white to light yellow powder
• Vapor Pressure: 0.000125mmHg at 25°C
• Melting Point: 123-124 °C
• Refractive Index: 1.516
• Boiling Point: 321.203 °C at 760 mmHg
• PKA: 3.22±0.10(Predicted)
• Flash Point: 148.058 °C
• PSA: 63.33000
• Density: 1.45 g/cm³
• LogP: 0.37280
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 113.011292958
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Isoxazole-4-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NO1)C(=O)O

Technology Process of Isoxazole-4-carboxylic acid

There total 3 articles about Isoxazole-4-carboxylic 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: 100.0%

4-iodoisoxazole (847490-69-1) + carbon dioxide (124-38-9,18923-20-1) → 4-isoxazole carboxylic acid (6436-62-0)

Guidance literature:

4-iodoisoxazole; With TurboGrignard; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at 20 ℃; for 0.25h; Temperature;

DOI:10.1002/anie.201608039

Reference yield: 100.0%

ethyl isoxazole-4-carboxylate (80370-40-7) → 4-isoxazole carboxylic acid (6436-62-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0040-4039(01)81929-8

Reference yield:

4-(bromomethyl)-1,2-oxazole (6455-40-9) → isoxazole-4-carbaldehyde (65373-53-7) + 4-isoxazole carboxylic acid (6436-62-0)

Guidance literature:

With potassium dichromate; sulfuric acid; In water; Ambient temperature;

upstream raw materials:

ethyl isoxazole-4-carboxylate

4-(bromomethyl)-1,2-oxazole

4-iodoisoxazole

carbon dioxide

Refernces

• 1、 Kusumi, Takenori,Chang, Conway C.,Wheeler, Margaret,Kubo, Isao,Nakanishi, Koji,Naoki, Hideo. "ISOLATION, STRUCTURE AND SYNTHESIS OF 4-HYDROXYISOXAZOLE (TRIUMFEROL), A SEED GERMINATION INHIBITOR FROM AN AFRICAN PLANT". . p. 3451 - 3454. Retrieved 2007/10/02.