2-Dodecen-1-ol

Base Information

• Chemical Name: 2-Dodecen-1-ol
• CAS No.: 22104-81-0
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• Hs Code.: 2905290000
• European Community (EC) Number: 244-786-5
• DSSTox Substance ID: DTXSID3066760
• Wikidata: Q81993345
• Mol file: 22104-81-0.mol

Synonyms:2-Dodecen-1-ol;dodec-2-en-1-ol;22104-81-0;DTXSID3066760;EINECS 244-786-5;AI3-34387;FT-0638187;D89949

Chemical Property of 2-Dodecen-1-ol

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.0015mmHg at 25°C
• Melting Point: 105°C (estimate)
• Refractive Index: n20/D 1.453
• Boiling Point: 262.9 °C at 760 mmHg
• Flash Point: 112.5 °C
• PSA: 20.23000
• Density: 0.846 g/cm³
• LogP: 3.67560
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 4.6
• 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:

99% ^*data from raw suppliers

trans-2-Dodecen-1-ol 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC=CCO
• Uses: 2-Dodecenol is a volatile compound found in Tunisian coriander (Coriandrum sativum L.) leaves. It is also used as a useful reagent in organic synthesis.

Technology Process of 2-Dodecen-1-ol

There total 21 articles about 2-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: 99.0%

dodec-2-yn-1-ol (69064-46-6) → (2E)-dodec-2-en-1-ol (22104-81-0,69064-36-4,69064-37-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 2h; Heating;

Reference yield: 96.0%

ethyl (E)-dodec-2-enoate (42778-95-0,78217-11-5,28290-90-6) → (2E)-dodec-2-en-1-ol (22104-81-0,69064-36-4,69064-37-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at -78 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201608792

Reference yield: 92.0%

methyl (E)-dodec-2-enolate (6208-91-9) → (2E)-dodec-2-en-1-ol (22104-81-0,69064-36-4,69064-37-5)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; at -78 - 25 ℃;

DOI:10.1021/jo9905672

upstream raw materials:

(E)-2-dodecenoic acid

dodec-2-yn-1-ol

(E)-(dodec-2-enyl)trimethylsilane

3-(trimethylsilyl)dodec-1-ene

Downstream raw materials:

1-[((E)-Dodec-2-enyl)selanyl]-4-nitro-benzene

(2S,3S)-(3-nonyloxiran-2-yl)methanol

[(2R,3R)-3-nonyloxiran-2-yl]methanol

2-dodecenal

Refernces

• 1、 Nilsson. "-". . p. 1135,1136. Retrieved 1957.
• 2、 Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni. "Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction". supporting information. p. 2162 - 2168. Retrieved 2021/04/02.
• 3、 Luo, Nianhua,Liao, Jianhua,Ouyang, Lu,Wen, Huiling,Liu, Jitian,Tang, Weiping,Luo, Renshi. "Highly pH-Dependent Chemoselective Transfer Hydrogenation of α,β-Unsaturated Aldehydes in Water". . p. 3025 - 3031. Retrieved 2019/08/30.