3-Ethynylbenzoic acid

Base Information

• Chemical Name: 3-Ethynylbenzoic acid
• CAS No.: 10601-99-7
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 2916399090
• European Community (EC) Number: 687-350-3
• DSSTox Substance ID: DTXSID30579234
• Nikkaji Number: J1.071.212B
• Wikidata: Q82469703
• Mol file: 10601-99-7.mol

Synonyms:3-Ethynylbenzoic acid;10601-99-7;3-ETHYNYL-BENZOIC ACID;m-ethynylbenzoic acid;3-ethynyl benzoic acid;MFCD06658448;Benzoic acid, 3-ethynyl-;Benzoic acid,3-ethynyl-;3-Ethynylbenzoicacid;3-ETHYNYL-BENZOICACID;3-Ethynylbenzoic acid, 95%;SCHEMBL256865;DTXSID30579234;PHPIMLZTBYCDSX-UHFFFAOYSA-N;AB1443;AKOS005257051;DS-13769;SY003231;CS-0044005;EN300-331732;A801357;Z1198169474

Chemical Property of 3-Ethynylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 164-171°C
• Refractive Index: 1.592
• Boiling Point: 300.151 °C at 760 mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 135.584 °C
• PSA: 37.30000
• Density: 1.233 g/cm³
• LogP: 1.36610
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 146.036779430
• Heavy Atom Count: 11
• Complexity: 199

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Ethynylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=CC=C1)C(=O)O

Technology Process of 3-Ethynylbenzoic acid

There total 8 articles about 3-Ethynylbenzoic 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: 99.0%

methyl 3-<(trimethylsilyl)ethynyl>benzoate (77123-59-2) → 3-ethynylbenzoic acid (10601-99-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 0 - 20 ℃; for 5h;

DOI:10.1021/jm300837y

Reference yield: 65.0%

ethyl 3-<(trimethylsilyl)ethynyl>benzoate (150969-58-7) → 3-ethynylbenzoic acid (10601-99-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00602

Reference yield:

3-Carboxyethynyl-benzoic acid (870245-85-5) → 3-ethynylbenzoic acid (10601-99-7)

Guidance literature:

With copper; In quinoline; at 110 ℃; for 1h;

DOI:10.1021/jo01346a032

upstream raw materials:

methyl 3-ethynylbenzoate

3-Carboxyethynyl-benzoic acid

3-Iodobenzoic acid

methyl 3-iodo-benzoate

Downstream raw materials:

N,N-bis-(tert-butoxycarbonyl)-3-[1-(3-ethynyl-benzoyl)-piperidin-4-yl]-benzylamine

zinc(II) 5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)-2-(3-carboxyphenylethynyl)porphyrin

N-(2-aminophenyl)-3-ethynylbenzamide

C₁₆H₁₄N₄O₂

Refernces

• 1、 -. "BTK Inhibitors and uses thereof". . . Retrieved 2020/05/02.
• 2、 Liu, Xu,Kung, Alvin,Malinoski, Brock,Prakash, G. K. Surya,Zhang, Chao. "Development of Alkyne-Containing Pyrazolopyrimidines to Overcome Drug Resistance of Bcr-Abl Kinase". supporting information. p. 9228 - 9237. Retrieved 2015/12/23.