2-Heptyn-1-one, 1-(4-methylphenyl)-

Base Information

• Chemical Name: 2-Heptyn-1-one, 1-(4-methylphenyl)-
• CAS No.: 38395-06-1
• Molecular Formula: C14H16O
• Molecular Weight: 200.28
• DSSTox Substance ID: DTXSID90409205
• Nikkaji Number: J2.179.731F
• Wikidata: Q82214930
• Mol file: 38395-06-1.mol

Synonyms:2-Heptyn-1-one, 1-(4-methylphenyl)-;38395-06-1;SCHEMBL17602717;DTXSID90409205

Chemical Property of 2-Heptyn-1-one, 1-(4-methylphenyl)-

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 200.120115130
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Heptyn-1-one, 1-(4-methylphenyl)-

There total 12 articles about 2-Heptyn-1-one, 1-(4-methylphenyl)- 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: 95.0%

carbon monoxide (201230-82-2) + 4-tolyl iodide (624-31-7) + hex-1-yne (693-02-7) → 1-(4-methylphenyl)hept-2-yn-1-one (38395-06-1)

Guidance literature:

With triethylamine; triphenylphosphine; palladium dichloride; In water; at 25 ℃; for 12h;

DOI:10.1021/jo050498t

Reference yield: 95.0%

1-(4-methylphenyl)-2-heptyn-1-ol (115085-22-8) → 1-(4-methylphenyl)hept-2-yn-1-one (38395-06-1)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ol0506819

Reference yield: 94.0%

4-methyl-benzoyl chloride (874-60-2) + hex-1-yne (693-02-7) → 1-(4-methylphenyl)hept-2-yn-1-one (38395-06-1)

Guidance literature:

With triethylamine; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2009.09.029

upstream raw materials:

1-(4-methylphenyl)-2-heptyn-1-ol

carbon monoxide

4-tolyl iodide

hex-1-yne

Downstream raw materials:

ethyl 5-butyl-3-(p-tolyl)thiophene-2-carboxylate

3-butyl-5-p-tolyl-4,5-dihydroisoxazol-5-ol

Refernces

• 1、 Hu, Xiaojun,Zhou, Bingwei,Jin, Hongwei,Liu, Yunkui,Zhang, Liming. "Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans". supporting information. p. 7297 - 7300. Retrieved 2020/07/14.
• 2、 Kandasamy, Mohanraj,Ganesan, Balaji,Hung, Min-Yuan,Lin, Wei-Yu. "Fast and Efficient Continuous Flow Method for the Synthesis of Ynones and Pyrazoles". supporting information. p. 3183 - 3189. Retrieved 2019/05/28.