4-Hexynoic acid

Base Information

• Chemical Name: 4-Hexynoic acid
• CAS No.: 41143-12-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID90403142
• Nikkaji Number: J682.083B
• Wikidata: Q82206736
• Metabolomics Workbench ID: 909
• Mol file: 41143-12-8.mol

Synonyms:4-Hexynoic acid;hex-4-ynoic acid;41143-12-8;A6835;SCHEMBL577217;DTXSID90403142;CHEBI:187067;LMFA01030499;AKOS006380869;CS-0244849;EN300-2956168;Z1205493674

Chemical Property of 4-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: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• 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: CC#CCCC(=O)O

Technology Process of 4-Hexynoic acid

There total 21 articles about 4-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: 93.0%

hex-5-ynoic acid (53293-00-8) → hex-4-ynoic acid (41143-12-8)

Guidance literature:

With potassium hydroxide; In water; at 170 ℃; for 3h;

DOI:10.1021/jacs.5b01740

Reference yield: 92.0%

5,6-dibromohexanoic acid (279214-91-4) → hex-4-ynoic acid (41143-12-8)

Guidance literature:

With potassium hydroxide; PEG-2000; In water; at 120 ℃; for 8h;

DOI:10.1023/A:1011303024847

Reference yield: 80.0%

5-hexenoic acid (1577-22-6) → hex-4-ynoic acid (41143-12-8)

Guidance literature:

5-hexenoic acid; With bromine; In dichloromethane; at -60 - -50 ℃; for 1.5h;

With potassium hydroxide; for 10h; Heating;

DOI:10.1055/s-2006-926237

upstream raw materials:

tetrachloromethane

hexa-4,5-dienoic acid

hex-5-ynoic acid

carbon dioxide

Downstream raw materials:

succinic acid

acetic acid

diethyl 2-(N-(benzyl)hex-4-ynamido)malonate

diethyl 1-benzyl-3Z-ethylidene-6-oxopiperidine-2,2-dicarboxylate

Refernces

• 1、 Carling, Robert W.,Clark, J. Stephen,Holmes, Andrew B.,Sartor, Dirk. "Synthesis of Medium Ring Ethers. Part 3. Disproof of the Proposed 2,8-Disubstituted Oxocane Structure for Gloeosporone. Synthesis of pseudo-Gloeosporone". . p. 95 - 102. Retrieved 1992.
• 2、 Brimioulle, Richard,Bauer, Andreas,Bach, Thorsten. "Enantioselective Lewis Acid Catalysis in Intramolecular [2 + 2] Photocycloaddition Reactions: A Mechanistic Comparison between Representative Coumarin and Enone Substrates". . p. 5170 - 5176. Retrieved 2015.
• 3、 Row, R. David,Shih, Hui-Wen,Alexander, Austin T.,Mehl, Ryan A.,Prescher, Jennifer A.. "Cyclopropenones for Metabolic Targeting and Sequential Bioorthogonal Labeling". . p. 7370 - 7375. Retrieved 2017/06/05.