3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodec-1-yne

Base Information

• Chemical Name: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodec-1-yne
• CAS No.: 55009-88-6
• Molecular Formula: C10HF17
• Molecular Weight: 444.091
• DSSTox Substance ID: DTXSID80505826
• Nikkaji Number: J589.429H
• Mol file: 55009-88-6.mol

Synonyms:55009-88-6;3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-yne;1-Decyne, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-;2-(Perfluorooctyl)ethyne;Perfluorodec-1-yne;starbld0033760;SCHEMBL6358197;DTXSID80505826;NS00111591;3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-dec-1-yne

Chemical Property of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodec-1-yne

Chemical Property:

• Boiling Point: 135.0±40.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.642±0.06 g/cm3(Predicted)
• LogP: 5.62900
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 6
• Exact Mass: 443.9806788
• Heavy Atom Count: 27
• Complexity: 611

Purity/Quality:

99%, ^*data from raw suppliers

Perfluorodec-1-yne ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F

Technology Process of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodec-1-yne

There total 11 articles about 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodec-1-yne 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%

5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Heptadecafluoro-2-methyl-dodec-3-yn-2-ol (84201-71-8) → n-perfluorooctylacetylene (55009-88-6)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1016/0022-1139(93)02977-M

Reference yield: 74.0%

diethyl (Z)-1-hydryl-F-1-decene-1-phosphonate (89175-95-1) → n-perfluorooctylacetylene (55009-88-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In various solvent(s); for 2h; from 0 deg C to room temperature;

DOI:10.1016/S0040-4039(01)80162-3

Reference yield:

1-iodoheptadecafluorooctane (507-63-1) + 2-methyl-but-3-yn-2-ol (115-19-5) → n-perfluorooctylacetylene (55009-88-6) + hydroperfluorooctane (335-65-9) + perfluorocetane (355-49-7) + 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Heptadecafluoro-2-methyl-dodec-3-yn-2-ol (84201-71-8)

Guidance literature:

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); In dichloromethane; at 0 - 20 ℃; for 3h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;

upstream raw materials:

1-iodoheptadecafluorooctane

2-iodovinyl chloride

1-Iodo-perfluorodecane

diethyl (Z)-1-hydryl-F-1-decene-1-phosphonate

Downstream raw materials:

1-Cyclohexyl-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undec-2-yn-1-ol

dibenzyl-(1H,2H-heptadecafluoro-dec-1-enyl)-amine

Refernces

• 1、 Abou-Ghazaleh, B.,Laurent, Ph.,Blancou, H.,Commeyras, A.. "Addition d'iodoperfluoroalcanes RFI (CnF2n+1, n = 4, 6, 8) au 2-methyl-3-butyn-2-ol catalysee par le zinc dans differents solvants. Application a la synthese de l'acetylenique a chaine perfluoree". . p. 21 - 24. Retrieved 2007/10/02.
• 2、 Ishihara, Takashi,Yamasaki, Yasuhiro,Ando, Teiichi. "NEW FLUORIDE ION-CATALYZED REACTION OF F-ALKYLACETYLENES WITH SILYL ENOL ETHERS. AN EFFICIENT ROUTE TO F-ALKYL-SUBSTITUTED PROPAPGYLIC ALCOHOLS AND α-HYDROXY KETONES". . p. 79 - 82. Retrieved 2007/10/02.