2,2-Dimethylpent-4-ynoic acid

Base Information

• Chemical Name: 2,2-Dimethylpent-4-ynoic acid
• CAS No.: 86101-48-6
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.155
• European Community (EC) Number: 819-588-2
• Nikkaji Number: J1.479.691F
• Mol file: 86101-48-6.mol

Synonyms:2,2-dimethylpent-4-ynoic acid;86101-48-6;2,2-dimethyl-4-pentynoic acid;2,2-dimethylpent-4-ynoicacid;SCHEMBL3047206;AKOS006380134;CS-0158547;D95067;EN300-125027;F8881-1591

Chemical Property of 2,2-Dimethylpent-4-ynoic acid

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC#C)C(=O)O

Technology Process of 2,2-Dimethylpent-4-ynoic acid

There total 5 articles about 2,2-Dimethylpent-4-ynoic 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%

ethyl 2,2-dimethyl-4-pentynoate (107540-02-3) → 2,2-dimethylpent-4-ynoic acid (86101-48-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol102432q

Reference yield: 92.0%

Methyl 2,2-Dimethylpent-4-ynoate (86101-49-7) → 2,2-dimethylpent-4-ynoic acid (86101-48-6)

Guidance literature:

Methyl 2,2-Dimethylpent-4-ynoate; With water; sodium hydroxide; In methanol; at 60 ℃; for 4h;

With hydrogenchloride; In methanol; water;

DOI:10.1016/j.bmc.2010.10.055

Reference yield: 81.0%

2,2-dimethyl-5-(triisopropylsilyl)pent-4-ynoic acid → 2,2-dimethylpent-4-ynoic acid (86101-48-6)

Guidance literature:

With silver fluoride; In methanol; at 20 ℃; for 3.5h; Darkness;

DOI:10.1002/anie.202010784

upstream raw materials:

propargyl bromide

isobutyric Acid

Methyl 2,2-Dimethylpent-4-ynoate

ethyl 2,2-dimethyl-4-pentynoate

Downstream raw materials:

2,2-dimethyl-4-pentynamide

2,2-dimethyl-5-(4-methylphenyl)pent-4-ynoic acid

2,2-dimethyl-4-oxo-pentanoic acid

2,2-dimethylpent-3-ynal

Refernces

• 1、 Deng, Billy,McNelles, Stuart A.,Da-Ré, Giancarlo,Marando, Victoria M.,Ros, Samantha,St?ver, Harald D. H.,Adronov, Alex. "Neopentyl Esters as Robust Linkers for Introducing Functionality to Bis-MPA Dendrimers". . p. 270 - 275. Retrieved 2022/01/20.
• 2、 Ghiringhelli, Francesca,Ghosh, Kiron Kumar,Uttry, Alexander,van Gemmeren, Manuel. "Direct β- and γ-C(sp3)?H Alkynylation of Free Carboxylic Acids**". supporting information. p. 23127 - 23131. Retrieved 2020/10/15.