5-Hexyn-1-ol

Base Information

• Chemical Name: 5-Hexyn-1-ol
• CAS No.: 928-90-5
• Molecular Formula: C6H10 O
• Molecular Weight: 98.1448
• Hs Code.: 29052900
• European Community (EC) Number: 618-884-7
• DSSTox Substance ID: DTXSID70239148
• Nikkaji Number: J131.556K
• Wikidata: Q65015200
• Mol file: 928-90-5.mol

Synonyms:5-Hexyn-1-ol;928-90-5;Hex-5-yn-1-ol;1-Hydroxy-5-hexyne;MFCD00002980;AI3-37259;5-hexyn-l-ol;5-Hexynol;5-hexynyl alcohol;hex-5-ynol;5-Hexyne-1-ol;6-Hydroxy-1-hexyne;5-Hexyn-1-ol, 96%;DTXSID70239148;BBL102175;STL555974;AKOS009157861;CS-W016659;SB75046;SY020332;FT-0620451;H0687;EN300-99035;F10490;A847482;5-hexyn-1-0l

Chemical Property of 5-Hexyn-1-ol

Chemical Property:

• Appearance/Colour: Clear pale yellow liquid
• Vapor Pressure: 0.572mmHg at 25°C
• Melting Point: -34°C (estimate)
• Refractive Index: n20/D 1.450(lit.)
• Boiling Point: 167.1 °C at 760 mmHg
• PKA: 15.05±0.10(Predicted)
• Flash Point: 70 °C
• PSA: 20.23000
• Density: 0.901g/cm³
• LogP: 0.78220
• Storage Temp.: Refrigerator
• Water Solubility.: Slightly miscible with water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 67.5

Purity/Quality:

98% ^*data from raw suppliers

5-Hexyn-1-ol ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCCCCO
• Uses: 5-Hexyn-1-ol is used as starting material for the preparation of terminal alkynes and lactones containing terminal alykyne groups. It is also used in the synthesis of cinnoline-fused cyclic enediyne, llycopodium alkaloids, (+)-nankakurine A and (+)-nankakurine B and 7-benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne.

Technology Process of 5-Hexyn-1-ol

There total 27 articles about 5-Hexyn-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: 93.0%

tert-butyldimethylsilyl hex-5-yn-1-yl ether (73448-13-2) → 5-hexyl-1-ol (928-90-5)

Guidance literature:

With hydrogenchloride; In methanol; water; at 23 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03557

Reference yield: 86.0%

2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran (1720-37-2) → 5-hexyl-1-ol (928-90-5)

Guidance literature:

With ammonium nitrate; Montmorillonite-K₁₀; for 0.0583333h; microwave irradiation;

DOI:10.1080/00397919908086448

Reference yield: 85.0%

2-(chloromethyl)tetrahydropyran (18420-41-2,130233-13-5,130233-14-6) → 5-hexyl-1-ol (928-90-5)

Guidance literature:

With sodium amide; ferric nitrate; In ammonia;

DOI:10.1016/j.tetlet.2005.07.108

upstream raw materials:

2-(chloromethyl)tetrahydropyran

3-hexyn-1-ol

5-hexyn-1-yl acetate

hex-5-ynyloxy-trimethyl-silane

Downstream raw materials:

4-(6-hydroxy-hex-1-ynyl)-methoxybenzene

hex-5-ynyl methanesulphonate

2-(6-hydroxy-1-hexynyl)nitrobenzene

C₃₃H₂₄F₁₀O₆

Refernces

• 1、 Costello, Jeff P.,Ferreira, Eric M.. "Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions". supporting information. p. 9934 - 9939. Retrieved 2019/12/24.
• 2、 Kikuchi, Kohei,Tatewaki, Yoko,Okada, Shuji. "Self-assembly and solid-state polymerization of butadiyne derivatives with amide and trialkoxyphenyl groups". supporting information. p. 298 - 305. Retrieved 2017/05/10.