Dodec-11-yn-1-ol

Base Information

• Chemical Name: Dodec-11-yn-1-ol
• CAS No.: 18202-10-3
• Molecular Formula: C12H22 O
• Molecular Weight: 182.306
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID80449195
• Nikkaji Number: J693.656C
• Wikidata: Q82268586
• Mol file: 18202-10-3.mol

Synonyms:Dodec-11-yn-1-ol;11-DODECYN-1-OL;18202-10-3;MFCD07780248;11-Dodecyne-1-ol;SCHEMBL130923;DTXSID80449195;XNRAUTMOUDUPET-UHFFFAOYSA-N;AKOS006238324;CS-W007273;DS-12543;SY058245;FT-0649379;W16726;A880951

Chemical Property of Dodec-11-yn-1-ol

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 18.8°C (estimate)
• Refractive Index: 1.461
• Boiling Point: 262.624°C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 213.483°C
• PSA: 20.23000
• Density: 0.877g/cm³
• LogP: 3.12280
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 182.167065321
• Heavy Atom Count: 13
• Complexity: 131

Purity/Quality:

99%, ^*data from raw suppliers

Dodec-11-yn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCCCCCCCCCO

Technology Process of Dodec-11-yn-1-ol

There total 39 articles about Dodec-11-yn-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: 97.8%

1-tetrahydropyranyloxy 11-dodecyne (71084-07-6) → 11-dodecyn-1-ol (18202-10-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 70 ℃; for 3h;

Reference yield: 97.0%

1-bromo-10-decanol (53463-68-6) + acetylene (74-86-2,25067-58-7) → 11-dodecyn-1-ol (18202-10-3)

Guidance literature:

With ammonia; lithium; In dimethyl sulfoxide;

DOI:10.1021/jo0109927

Reference yield: 94.0%

dodec-9-yn-1-ol (71084-08-7) → 11-dodecyn-1-ol (18202-10-3)

Guidance literature:

dodec-9-yn-1-ol; With potassium tert-butylate; lithium (3-aminopropyl)amide; Trimethylenediamine;

With water;

DOI:10.1002/jlcr.1666

upstream raw materials:

dodec-2-yn-1-ol

1-tetrahydropyranyloxy 11-dodecyne

4-Dodecyn-1-ol

n-5-dodecyn-1-ol

Downstream raw materials:

11-hexadecyn-1-ol

13-tetradec-11-yn-1-ol

1-tetrahydropyranyloxy 11-dodecyne

tridec-12-yn-1-ol

Refernces

• 1、 Munoz, Lourdes,Rosell, Gloria,Guerrero, Angel. "Penta-deuterated acid precursors in the pheromone biosynthesis of the Egyptian armyworm, Spodoptera littoralis". . p. 493 - 498. Retrieved 2009.
• 2、 Zakharkin, L. I.,Guseva, V. V.. "SYNTHESIS OF (Z)-TETRADEC-11-EN-1-OL AND (Z)-HEXADEC-11-EN-1-OL FROM DODECANE-1,12-DIOL". . p. 733 - 736. Retrieved 1984.
• 3、 Kirkham, James E.D.,Courtney, Timothy D.L.,Lee, Victor,Baldwin, Jack E.. "Asymmetric synthesis of cytotoxic sponge metabolites R-strongylodiols A and B and an analogue". . p. 7219 - 7232. Retrieved 2005.
• 4、 Rodriguez, Sergio,Clapes, Pere,Camps, Francisco,Fabrias, Gemma. "Stereospecificity of an enzymatic monoene 1,4-dehydrogenation reaction: Conversion of (Z)-11-tetradecenoic acid into (E,E)-10,12-tetradecadienoic acid". . p. 2228 - 2233. Retrieved 2002.
• 5、 Miura, Hiroki,Kameyama, Shutaro,Komori, Daiki,Shishido, Tetsuya. "Quantitative Evaluation of the Effect of the Hydrophobicity of the Environment Surrounding Br?nsted Acid Sites on Their Catalytic Activity for the Hydrolysis of Organic Molecules". . p. 1636 - 1645. Retrieved 2019/01/21.
• 6、 Brunner, Andreas,Hintermann, Lukas. "A Sequential Homologation of Alkynes and Aldehydes for Chain Elongation with Optional 13C-Labeling". supporting information. p. 2787 - 2792. Retrieved 2016/02/27.