Phenyl 4,4-dimethylpent-2-ynoate

Base Information

• Chemical Name: Phenyl 4,4-dimethylpent-2-ynoate
• CAS No.: 111436-86-3
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• DSSTox Substance ID: DTXSID10552742
• Wikidata: Q82433111
• Mol file: 111436-86-3.mol

Synonyms:Phenyl 4,4-dimethylpent-2-ynoate;111436-86-3;DTXSID10552742

Chemical Property of Phenyl 4,4-dimethylpent-2-ynoate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 202.099379685
• Heavy Atom Count: 15
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C#CC(=O)OC1=CC=CC=C1

Technology Process of Phenyl 4,4-dimethylpent-2-ynoate

There total 1 articles about Phenyl 4,4-dimethylpent-2-ynoate 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:

3,3-Dimethylbut-1-yne (917-92-0) + phenyl chloroformate (1885-14-9) → phenyl 3-tert-butylpropiolate (111436-86-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) -78 deg C, hexane, 3 h; 2.) -78 deg C, 30 min, then allowed to warm to 0 deg C over 3 h;

DOI:10.1016/S0040-4039(00)96697-8

Reference yield: 91.0%

phenyl 3-tert-butylpropiolate (111436-86-3) + (1R,2R,1'S,2'R,5'S)-cyclohex-4-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester (73627-88-0,109062-95-5,110416-37-0,122044-47-7) → (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester (121944-09-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(88)85179-7

Reference yield: 91.0%

dimethyl (R,R)-(-)-trans-1,2-cyclohex-4-ene-1,2-dicarboxylate (150024-72-9) + phenyl 3-tert-butylpropiolate (111436-86-3) → C18H24O4

Guidance literature:

With lithium diisopropyl amide;

DOI:10.1055/s-0034-1378822

upstream raw materials:

3,3-Dimethylbut-1-yne

phenyl chloroformate

Downstream raw materials:

(1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

(+/-)-bilobalide

(3aS,7aS)-3-tert-Butyl-1-oxo-4,7-dihydro-1H-indene-3a,7a-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

(3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester