3-Pentynoic acid

Base Information

• Chemical Name: 3-Pentynoic acid
• CAS No.: 36781-65-4
• Molecular Formula: C5H6 O2
• Molecular Weight: 98.1014
• Hs Code.: 2916190090
• European Community (EC) Number: 854-702-4
• DSSTox Substance ID: DTXSID30190246
• Nikkaji Number: J959.447G
• Wikidata: Q83062574
• Mol file: 36781-65-4.mol

Synonyms:3-Pentynoic acid;pent-3-ynoic acid;36781-65-4;pent-3-ynoicacid;CH3C.equiv.CCH2COOH;DTXSID30190246;NIZKVZYBUGUDTI-UHFFFAOYSA-N;AKOS011594954;AT21835;EN300-179310

Chemical Property of 3-Pentynoic acid

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Melting Point: 52.5 °C
• Boiling Point: 223.9°Cat760mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 98.2°C
• PSA: 37.30000
• Density: 1.102g/cm³
• LogP: 0.48440
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 98.036779430
• Heavy Atom Count: 7
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

3-PentynoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC#CCC(=O)O
• Uses: 3-Pentynoic Acid is a chemical reagent used in the preparation of small-molecule inhibitors of geranylgeranyltransferase Type I. In addition it is used in the synthesis of Salinosporamide A, a proteasome inhibitor with anti-cancer properties.

Technology Process of 3-Pentynoic acid

There total 1 articles about 3-Pentynoic 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: 18.0%

4,5-dibromopentanoic acid (78181-02-9) → 4-pentynoic acid (6089-09-4) + pent-3-ynoic acid (36781-65-4) + 5-bromopent-4(Z)-enoic acid (88663-49-4) + 5-bromopent-4(E)-enoic acid (88663-50-7)

Guidance literature:

With sodium hydroxide; PEG-2000; In water; at 80 ℃; for 8h;

DOI:10.1023/A:1011303024847

Reference yield: 99.0%

pent-3-ynoic acid (36781-65-4) → 5-methyl-2-furanone (591-12-8)

Guidance literature:

With SBA-15 supported Ph₃PAuBF₄; In dichloromethane; at 20 ℃; for 0.05h; regioselective reaction;

DOI:10.1021/jacs.5b04294

Reference yield: 71.0%

pent-3-ynoic acid (36781-65-4) + N-(but-2-yn-1-yl)-4,4-dimethylcyclohexan-1-amine → N-(but-2-yn-1-yl)-N-(4,4-dimethylcyclohexyl)pent-3-ynamide

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

upstream raw materials:

4,5-dibromopentanoic acid

Downstream raw materials:

valeric acid

5-methyl-2-furanone

5-methyl-4-phenylfuran-2(5H)-one

pent-3-yn-1-ol