2,2-Dimethylbut-3-ynoic acid

Base Information

• Chemical Name: 2,2-Dimethylbut-3-ynoic acid
• CAS No.: 56663-76-4
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2916190090
• European Community (EC) Number: 853-573-1
• DSSTox Substance ID: DTXSID10552247
• Nikkaji Number: J3.491.155J
• Wikidata: Q82432363
• Mol file: 56663-76-4.mol

Synonyms:2,2-dimethylbut-3-ynoic acid;56663-76-4;2,2-dimethyl-3-butynoic acid;2,2-DIMETHYL-BUT-3-YNOIC ACID;3-Butynoic acid, 2,2-dimethyl-;2,2-dimethylbut-3-ynoicacid;SCHEMBL477922;DTXSID10552247;WCDPCILUMOPENA-UHFFFAOYSA-N;AMY39223;MFCD03093337;AKOS000281012;2 pound not2-Dimethylbut-3-ynoic acid;2,2-Dimethylbut-3-ynoic acid, 98%;CS-W018866;DS-6439;PB43077;SY008640;EN300-195819;A831140

Chemical Property of 2,2-Dimethylbut-3-ynoic acid

Chemical Property:

• Boiling Point: 188.246 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 85.6 °C
• PSA: 37.30000
• Density: 1.057 g/cm³
• LogP: 0.73040
• Storage Temp.: 2-8°C
• Water Solubility.: at 25 deg C (mg/L): 2.67e+004
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethylbut-3-ynoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#C)C(=O)O

Technology Process of 2,2-Dimethylbut-3-ynoic acid

There total 1 articles about 2,2-Dimethylbut-3-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:

2-methyl-4-(trimethylsilyl)but-3-yn-2-ol (5272-33-3) → 2,2-dimethyl-3-butynoic acid (56663-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / Reflux

2.1: magnesium / tetrahydrofuran / 15 - 22 °C

2.2: 1 h

3.1: potassium hydroxide / methanol / 1 h

With hydrogenchloride; magnesium; potassium hydroxide; In tetrahydrofuran; methanol; water;

Reference yield: 90.0%

2,2-dimethyl-3-butynoic acid (56663-76-4) + C27H37N3O4 → benzyl (2,2-dimethylbut-3-ynoyl)-L-leucyl-L-valyl-L-phenylalaninate

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/acscombsci.5b00150

Reference yield: 75.0%

2,2-dimethyl-3-butynoic acid (56663-76-4) + 4-tolyl iodide (624-31-7) → C13H14O2

Guidance literature:

With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c4cc03644a

upstream raw materials:

2-methyl-4-(trimethylsilyl)but-3-yn-2-ol

Downstream raw materials:

3,3-dimethyl-pent-4-yn-2-one

2,2-dimethyl-3-butynoic acid methyl ester

2,2-dimethyl-but-3-ynoyl chloride

2,2-dimethyl-3-butynoic acid benzyl ester

Refernces

• 1、 Nogi, Keisuke,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi. "Cobalt-catalyzed carboxylation of propargyl acetates with carbon dioxide". . p. 13052 - 13055. Retrieved 2015/02/19.