3-Hexynoic acid

Base Information

• Chemical Name: 3-Hexynoic acid
• CAS No.: 17814-72-1
• Molecular Formula: C6H8 O2
• Molecular Weight: 112.128
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID60415575
• Wikidata: Q82224515
• Metabolomics Workbench ID: 908
• Mol file: 17814-72-1.mol

Synonyms:3-Hexynoic acid;hex-3-ynoic acid;17814-72-1;3-Hexynoicacid;SCHEMBL3110359;DTXSID60415575;JHBKYZNFFMIFDA-UHFFFAOYSA-N;LMFA01030498;AKOS006316514;EN300-814234

Chemical Property of 3-Hexynoic acid

Chemical Property:

• Melting Point: 27°C (estimate)
• Refractive Index: 1.3925 (estimate)
• Boiling Point: 250.67°C (rough estimate)
• PSA: 37.30000
• Density: 1.0900 (rough estimate)
• LogP: 0.87450
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 135

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC#CCC(=O)O

Technology Process of 3-Hexynoic acid

There total 6 articles about 3-Hexynoic 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: 79.0%

3-hexyn-1-ol (1002-28-4) → pent-2-ynecarboxylic acid (17814-72-1)

Guidance literature:

With Jones reagent; In acetone; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201809073

Reference yield:

methyl 3,4-hexadienoate (81981-05-7) → pent-2-ynecarboxylic acid (17814-72-1)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 1h;

DOI:10.1021/ol200235j

Reference yield:

methyl hex-3-ynoate (87498-17-7) → pent-2-ynecarboxylic acid (17814-72-1)

Guidance literature:

With potassium hydroxide;

DOI:10.1002/ardp.19542870904

upstream raw materials:

3-hexyn-1-ol

methyl hex-3-ynoate

1-bromo-pent-2-yne

hex-3-ynenitrile

Downstream raw materials:

5-ethyl-2(3H)-furanone

Refernces

• 1、 Schulte,Engelhardt. "-". . p. 495. Retrieved 1954.
• 2、 Fang, Weiwei,Breit, Bernhard. "Tandem Regioselective Hydroformylation-Hydrogenation of Internal Alkynes Using a Supramolecular Catalyst". supporting information. p. 14817 - 14821. Retrieved 2018/10/24.
• 3、 Jaimes, Maria Camila Blanco,Ahrens, Alexander,Pfl?sterer, Daniel,Rudolph, Matthias,Hashmi, A. Stephen K.. "Synthesis of highly substituted γ-butyrolactones by a gold-catalyzed cascade reaction of benzyl esters". supporting information. p. 427 - 433. Retrieved 2015/02/18.