7-Tetradecyn-6,9-diol

Base Information

• Chemical Name: 7-Tetradecyn-6,9-diol
• CAS No.: 174064-00-7
• Molecular Formula: C₁₄H₂₆O₂
• Molecular Weight: 226.359
• DSSTox Substance ID: DTXSID20461639
• Nikkaji Number: J1.025.673I
• Mol file: 174064-00-7.mol

Synonyms:Tetradec-7-yne-6,9-diol;7-TETRADECYN-6,9-DIOL;174064-00-7;7-Tetradecyne-6,9-diol;SCHEMBL736168;DTXSID20461639;AKOS015914314

Chemical Property of 7-Tetradecyn-6,9-diol

Chemical Property:

• Boiling Point: 251.9 °C at 760 mmHg
• Flash Point: 96.8 °C
• PSA: 40.46000
• Density: 0.948 g/cm³
• LogP: 2.87220
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

98%Min ^*data from raw suppliers

7-TETRADECYNE-6,9-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C#CC(CCCCC)O)O

Technology Process of 7-Tetradecyn-6,9-diol

There total 6 articles about 7-Tetradecyn-6,9-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: 89.0%

1-Octyn-3-ol (818-72-4,37911-28-7) + hexanal (66-25-1) → tetradec-7-yne-6,9-diol (174064-00-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo502404y

Reference yield: 55.0%

tetradec-7-yne-6-ol (183428-36-6) → tetradec-7-yne-6,9-diol (174064-00-7)

Guidance literature:

tetradec-7-yne-6-ol; With tert.-butylhydroperoxide; selenium(IV) oxide; at 20 ℃; for 24h;

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1055/s-2001-9720

Reference yield:

n-octyne (629-05-0) → tetradec-7-yne-6,9-diol (174064-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: 94 percent / tetrahydrofuran; hexane / 0.58 h / 0 - 20 °C

2.1: t-BuOOH; SeO₂ / 24 h / 20 °C

2.2: NaBH₄ / methanol / 0.25 h

With tert.-butylhydroperoxide; n-butyllithium; selenium(IV) oxide; In tetrahydrofuran; hexane;

DOI:10.1055/s-2003-44351

upstream raw materials:

tetradec-7-yne-6-ol

n-octyne

hexanal

1-Octyn-3-ol

Refernces

• 1、 Ariza,Garcia,López,Montserrat. "A concise synthesis of (-)-methylenolactocin and (-)- phaseolinic acid from (6S,9S)-tetradec-7-yne-6,9-diol". . p. 120 - 122. Retrieved 2001.