2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol

Base Information

• Chemical Name: 2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol
• CAS No.: 16900-79-1
• Molecular Formula: C13H12O
• Molecular Weight: 184.238
• DSSTox Substance ID: DTXSID70399170
• Nikkaji Number: J2.660.206H
• Wikidata: Q82201561
• Mol file: 16900-79-1.mol

Synonyms:2-methyl-6-phenyl-hexa-3,5-diyn-2-ol;2-methyl-6-phenylhexa-3,5-diyn-2-ol;16900-79-1;SCHEMBL3190454;DTXSID70399170;VYMCMMJVDDPYFI-UHFFFAOYSA-N;AKOS024352183;2-Methyl-6-phenyl-3,5-hexadiyne-2-ol

Chemical Property of 2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol

Chemical Property:

• PSA: 20.23000
• LogP: 1.81240
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 184.088815002
• Heavy Atom Count: 14
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C#CC#CC1=CC=CC=C1)O

Technology Process of 2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol

There total 21 articles about 2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol 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: 99.0%

phenylacetylene (536-74-3) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2-methyl-6-phenylhexa-3,5-diyn-2-ol (16900-79-1)

Guidance literature:

With piperidine; copper(II) acetate monohydrate; In dichloromethane; at 25 ℃; for 3h; air;

DOI:10.1055/s-0030-1258199

Reference yield: 99.0%

4-bromo-2-methylbut-3-yn-2-ol (2063-19-6) + phenylacetylene (536-74-3) → 2-methyl-6-phenylhexa-3,5-diyn-2-ol (16900-79-1)

Guidance literature:

phenylacetylene; With copper(l) iodide; P-olefin; triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 0.0833333h; Inert atmosphere;

4-bromo-2-methylbut-3-yn-2-ol; In N,N-dimethyl-formamide; at 20 ℃; for 9h; Inert atmosphere;

DOI:10.1021/ja8049436

Reference yield: 96.0%

1-Bromo-2-phenylacetylene (932-87-6) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2-methyl-6-phenylhexa-3,5-diyn-2-ol (16900-79-1)

Guidance literature:

With hydroxylamine hydrochloride; N-butylamine; copper(l) chloride; In methanol; water; at 20 ℃;

DOI:10.1021/ja049836i

upstream raw materials:

1-Bromo-2-phenylacetylene

2-methyl-but-3-yn-2-ol

4-bromo-2-methylbut-3-yn-2-ol

phenylacetylene

Downstream raw materials:

buta-1,3-diynylbenzene

2-(4-Phenyl-buta-1,3-diynyl)-quinoline

(Z)-1-(butyltelluro)-4-phenylbut-1-en-3-yne

5-benzoyl-2,2-dimethylfuran-3(2H)-one

Refernces

• 1、 Dabdoub, Miguel J.,Baroni, Adriano C.M.,Lenard?o, Eder J.,Gianeti, Thiago R.,Hurtado, Gabriela R.. "Synthesis of (Z)-1-phenylseleno-1,4-diorganyl-1-buten-3-ynes: Hydroselenation of symmetrical and unsymmetrical 1,4-diorganyl-1,3-butadiynes". . p. 4271 - 4276. Retrieved 2001.
• 2、 Lee, Sunhee,Shin, Jisu,Ko, Doo-Hyun,Han, Won-Sik. "A new type of carborane-based electron-accepting material". supporting information. p. 12741 - 12744. Retrieved 2020/11/02.
• 3、 Ali, Md. Ehesan,Dar, Arif Hassan,Gowri, Vijayendran,Jayamurugan, Govindasamy,Kaur, Sharanjeet,Mukhopadhyaya, Aritra,Neethu, K. M.,Sartaliya, Shaifali,Selim, Abdul. "Tuning of cross-Glaser products mediated by substrate-catalyst polymeric backbone interactions". supporting information. p. 2582 - 2585. Retrieved 2020/03/10.