2,7-Dimethylocta-3,5-diyne-2,7-diol

Base Information

• Chemical Name: 2,7-Dimethylocta-3,5-diyne-2,7-diol
• CAS No.: 5929-72-6
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• European Community (EC) Number: 227-670-9
• NSC Number: 14256
• UNII: 4E845YBU79
• DSSTox Substance ID: DTXSID10208015
• Nikkaji Number: J60.711H
• Wikidata: Q83082080
• Mol file: 5929-72-6.mol

Synonyms:5929-72-6;2,7-Dimethylocta-3,5-diyne-2,7-diol;2,7-Dimethyl-3,5-octadiyn-2,7-diol;3,5-Octadiyne-2,7-diol, 2,7-dimethyl-;2,7-Dimethyl-3,5-octadiyne-2,7-diol;2,7-Dimethyl-octa-3,5-diyne-2,7-diol;AI3-23409;EINECS 227-670-9;NSC-14256;2,7-Dimethyloctadiyne-3,5-diol-2,7;NSC14256;NYLIDRINHYDROCHLORIDE;SCHEMBL417933;3,7-diol, 2,7-dimethyl-;2,7-DIMETHYL-3,5-OCTADIYN-2,7-DIOL, 96%;DTXSID10208015;4E845YBU79;BBL010641;MFCD00004469;NSC 14256;STK364434;AKOS000313828;FS-6597;2,7-Dimethyl-3,5-octadiyne-2,7-diol #;CS-0326905;FT-0610752

Chemical Property of 2,7-Dimethylocta-3,5-diyne-2,7-diol

Chemical Property:

• Vapor Pressure: 0.0003mmHg at 25°C
• Melting Point: 132-134 °C(lit.)
• Refractive Index: 1.522
• Boiling Point: 286.4 °C at 760 mmHg
• Flash Point: 134 °C
• PSA: 40.46000
• Density: 1.07 g/cm³
• LogP: 0.53500
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

2,7-Dimethyl-3,5-octadiyn-2,7-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#CC#CC(C)(C)O)O
• Uses: 2,7-Dimethyl-3,5-octadiyn-2,7-diol is used in the preparation of diacetylenic derived compounds related to the natural product falcarindiol.

Technology Process of 2,7-Dimethylocta-3,5-diyne-2,7-diol

There total 60 articles about 2,7-Dimethylocta-3,5-diyne-2,7-diol 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%

2-methyl-but-3-yn-2-ol (115-19-5) → 2,7-dimethyl-octa-3,5-diyne-2,7-diol (5929-72-6)

Guidance literature:

With carbon dioxide; sodium acetate; copper dichloride; In methanol; at 40 ℃; for 4h; under 105008 Torr;

DOI:10.1055/s-2006-926372

Reference yield: 96.0%

3-methyl-3-hydroxy-1-iodo-1-butyne (20483-76-5) → 2,7-dimethyl-octa-3,5-diyne-2,7-diol (5929-72-6)

Guidance literature:

With pyridine; copper; In benzene; for 12h; Heating;

DOI:10.1080/00397910802026568

Reference yield: 94.0%

4-bromo-2-methylbut-3-yn-2-ol (2063-19-6) + phenylacetylene (536-74-3) → 2,7-dimethyl-octa-3,5-diyne-2,7-diol (5929-72-6) + 2-methyl-6-phenylhexa-3,5-diyn-2-ol (16900-79-1)

Guidance literature:

With hydroxylamine hydrochloride; ethylamine; copper(l) chloride; In methanol; water; at 0 ℃; for 0.166667h;

DOI:10.1002/anie.201204112

upstream raw materials:

Butadiyne

acetone

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

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

Downstream raw materials:

1,3-Dichloroacetone

Butadiyne

acetone

2-methyl-3,5-hexadiyn-2-ol

Refernces

• 1、 Lloyd, Gareth O.,Alen, Jo,Bredenkamp, Martin W.,De Vries, Elise J. C.,Esterhuysen, Catharine,Barbour, Leonard J.. "Solid-state self-inclusion: The missing link". . p. 5354 - 5358. Retrieved 2006.
• 2、 Mori, Ayaka,Araki, Tatsuya,Miyauchi, Yuta,Noguchi, Keiichi,Tanaka, Ken. "Asymmetric synthesis of C2-symmetric axially chiral biaryls through rhodium-catalyzed and alkyne-controlled diastereoselective double [2+2+2] cycloaddition". . p. 6774 - 6778. Retrieved 2013.
• 3、 -. "Preparation method of water-soluble vitamin E participated conjugated diyne compound". Paragraph 0137-0141. . Retrieved 2021/11/14.
• 4、 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.