10,12-Hexadecadien-1-ol, (Z,Z)-

Base Information

• Chemical Name: 10,12-Hexadecadien-1-ol, (Z,Z)-
• CAS No.: 765-18-4
• Molecular Formula: C₁₆H₃₀O
• Molecular Weight: 238.414
• Mol file: 765-18-4.mol

Synonyms:(10Z,12Z)-hexadecadien-1-ol;(10Z,12Z)-Hexadeca-10,12-dien-1-ol;hexadeca-10c,12c-dien-1-ol;

Chemical Property of 10,12-Hexadecadien-1-ol, (Z,Z)-

Chemical Property:

• Boiling Point: 120 °C (0.001 mmHg)
• PSA: 20.23000
• LogP: 5.01200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 10,12-Hexadecadien-1-ol, (Z,Z)-

There total 14 articles about 10,12-Hexadecadien-1-ol, (Z,Z)- 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-[((10E,12E)-Hexadeca-10,12-dienyl)oxy]-tetrahydro-pyran (74502-09-3,74502-10-6,123474-78-2) → (10E,12E)-Hexadeca-10,12-dien-1-ol (765-17-3,765-18-4,765-19-5,1002-94-4,4286-51-5)

Guidance literature:

With Amberlite resin; In methanol; for 3h; Ambient temperature;

Reference yield: 98.0%

(10E,12Z)-Hexadeca-10,12-dienal → (10E,12E)-Hexadeca-10,12-dien-1-ol (765-17-3,765-18-4,765-19-5,1002-94-4,4286-51-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃;

DOI:10.1021/jo0620415

Reference yield:

Tetrahydrofurfuryl chloride (3003-84-7) → (10E,12E)-Hexadeca-10,12-dien-1-ol (765-17-3,765-18-4,765-19-5,1002-94-4,4286-51-5)

Guidance literature:

Multi-step reaction with 8 steps

1: lithium amide / liquid ammonia / 2 h

2: 1.) lithium amide / 1.) NH₃ (liquid), 2.) NH₃(liquid), THF, 30 min

3: 67 percent / sodium amide, 1,3-diaminopropane / 5 h / 80 °C

4: 83 percent / PTSA / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) ethylmagnesium bromide / 1.) THF, 2.) -33 deg C, 3 h

6: tetrahydrofuran; hexane / 0.17 h / 0 °C

7: 70 percent / Na, NH₃ (liquid) / -33 °C

8: 100 percent / Amberlite resin / methanol / 3 h / Ambient temperature

With lithium amide; Amberlite resin; ethylmagnesium bromide; ammonia; sodium; toluene-4-sulfonic acid; sodium amide; Trimethylenediamine; In tetrahydrofuran; methanol; hexane; dichloromethane; ammonia;

upstream raw materials:

2-[((10E,12E)-Hexadeca-10,12-dienyl)oxy]-tetrahydro-pyran

Tetrahydrofurfuryl chloride

undec-10-yn-1-ol

(E)-dodec-2-enedioic acid dimethyl ester

Downstream raw materials:

Hexadecadien-(10c,12c)-yl-⁽¹⁾-4'-nitro-azobenzol-carbonsaeure-⁽⁴⁾-ester

Refernces

• 1、 Yadav, J. S.,Balakrishnan, Kamalam,Sivadasan, Latha. "Synthesis of (E,E)-10,12-hexadecadienal and (Z)-11-octadecenal". . p. 297 - 302. Retrieved 2007/10/02.