(Z)-7-Dodecen-1-ol

Base Information

• Chemical Name: (Z)-7-Dodecen-1-ol
• CAS No.: 16695-40-2
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• DSSTox Substance ID: DTXSID60274886
• Wikidata: Q82004373
• Mol file: 16695-40-2.mol

Synonyms:dodec-7-en-1-ol;(Z)-7-Dodecen-1-ol;DTXSID60274886;FT-0637942

Chemical Property of (Z)-7-Dodecen-1-ol

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 184.182715385
• Heavy Atom Count: 13
• Complexity: 108

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCO

Technology Process of (Z)-7-Dodecen-1-ol

There total 2 articles about (Z)-7-Dodecen-1-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:

dodec-7-yn-1-ol (41862-94-6) → (E)-7-dodecene-1-ol (16695-40-2) + (Z)-7-dodecenol (20056-92-2)

Guidance literature:

With Triethoxysilane; water; hydrogen; rhodium(III) chloride; copper(II) nitrate; In tetrahydrofuran; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00044a003

Reference yield:

pentanal (110-62-3) + 7-hydroxy-heptyl-triphenyl-phosphonium bromide (76771-95-4) → (E)-7-dodecene-1-ol (16695-40-2) + (Z)-7-dodecenol (20056-92-2)

Guidance literature:

With sodium methylsulfinylmethanide; In tetrahydrofuran; dimethyl sulfoxide; at 5 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1080/00021369.1980.10864303

Reference yield:

(E)-7-dodecene-1-ol (16695-40-2) → 1-(4-Methoxy-benzenesulfonyl)-2-((E)-tridec-8-enyl)-piperazine

Guidance literature:

Multi-step reaction with 6 steps

1: 47 percent / PBr₃; pyridine / benzene / 20 °C

2: 76 percent / NaNH₂ / liquid ammonia; diethyl ether

3: 77 percent / Na; n-BuOH

4: triethylamine / CH₂Cl₂ / -13 °C

5: triethylamine / CH₂Cl₂ / 3 h / 20 °C

6: hydrochloric acid / acetone; H₂O / 3 h / 20 °C

With pyridine; hydrogenchloride; sodium; phosphorus tribromide; sodium amide; triethylamine; butan-1-ol; In diethyl ether; dichloromethane; ammonia; water; acetone; benzene;

DOI:10.1016/S0223-5234(01)01274-0

upstream raw materials:

pentanal

7-hydroxy-heptyl-triphenyl-phosphonium bromide

dodec-7-yn-1-ol

Downstream raw materials:

3-((E)-Tridec-8-enyl)-1-trityl-piperazine

1-(4-Methoxy-benzenesulfonyl)-2-((E)-tridec-8-enyl)-4-trityl-piperazine

Refernces

Stereocontrol in the Intramolecular Diels-Alder Reaction. 4. A Remarkable Effect of Overlap Requirements in the Connecting Chain

10.1021/jo00348a046

The main content of the study involves the exploration of the synthesis of (Z)-7-alken-1-ols, which are significant as insect sex attractants, particularly pheromones for various moth species. The researchers utilized organoboranes to achieve a general, one-pot, and stereospecific synthesis of these compounds. The process began with the monohydroboration of 1-alkynes with borepane to produce trans-1-alkenylborepanes. Subsequent treatment of these compounds with iodine in the presence of a base led to a migration of the cycloalkyl chain from boron to the adjacent carbon, forming intermediates with an eight-membered borocane moiety. These intermediates then underwent rapid deiodoboronation to yield (Z)-7-alken-1-boronate esters, which upon oxidation resulted in the desired (Z)-7-alken-1-ols. This method offers a convenient route for the synthesis of specific pheromones, such as (Z)-7-dodecen-1-ol, (2)-7-dodecen-1-yl acetate, and (Z)-7-tetradecen-1-yl acetate, which are crucial for pest control in agriculture.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 16695-40-2 7-Dodecen-1-ol, (7E)-

Send

Send

Metric Ton KG G Pound L ML

Send

Send