7-Hexadecyn-1-ol

Base Information

• Chemical Name: 7-Hexadecyn-1-ol
• CAS No.: 822-21-9
• Molecular Formula: C16H30 O
• Molecular Weight: 238.414
• DSSTox Substance ID: DTXSID30338429
• Nikkaji Number: J3.139.504F
• Wikidata: Q82106808
• Mol file: 822-21-9.mol

Synonyms:7-Hexadecyn-1-ol;822-21-9;hexadec-7-yn-1-ol;7-Hexadecyne-1-ol;SCHEMBL2802419;DTXSID30338429;MFCD00041709;7-HEXADECYN-1-OL, 97%,;AKOS015839959;FT-0621416

Chemical Property of 7-Hexadecyn-1-ol

Chemical Property:

• Vapor Pressure: 6.27E-06mmHg at 25°C
• Melting Point: 130-132?°C(lit.)
• Refractive Index: 1.4640
• Boiling Point: 339.2oC at 760 mmHg
• PKA: 15.18±0.10(Predicted)
• Flash Point: 145.5oC
• PSA: 20.23000
• Density: 0.871g/cm3
• LogP: 4.68320
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 238.229665576
• Heavy Atom Count: 17
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

7-HEXADECYN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC#CCCCCCCO

Technology Process of 7-Hexadecyn-1-ol

There total 10 articles about 7-Hexadecyn-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: 82.0%

7-hexadecyn-1-ol tetrahydropyran-2-yl ether (28793-45-5) → hexadec-7-yn-1-ol (822-21-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 6h; Reflux;

DOI:10.1016/j.tet.2010.06.080

Reference yield:

palmitolic acid (629-57-2) → hexadec-7-yn-1-ol (822-21-9)

Guidance literature:

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

DOI:10.1039/jr9650000894

Reference yield:

1-decyne (764-93-2) → hexadec-7-yn-1-ol (822-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide

2: toluene-4-sulfonic acid / methanol

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/j.tet.2012.03.002

upstream raw materials:

1-(2-Tetrahydropyranyloxy)-7-octyne

1-bromo-octane

palmitolic acid

1,1-dimethoxy-hexadec-7-yne

Downstream raw materials:

15-hexadecyn-1-oic acid

7-hexadecynyl tosylate

4-[(17R,19R,24S,25R)-17,19-dihydroxy-25-methoxy-24-methylheptacos-1-ynyl]phenyl 3,4-di-O-benzyl-2-O-methyl-α-L-rhamnopyranoside

hexadec-15-yn-1-ol

Refernces

• 1、 Mori, Kenji,Shikichi, Yasumasa,Shankar, Shruti,Yew, Joanne Y.. "Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), a new sex pheromone of male Drosophila melanogaster to show its (S)-isomer and racemate as bioactive". experimental part. p. 7161 - 7168. Retrieved 2010/10/01.
• 2、 Brauner, A.,Budzikiewicz, H.. "CI(NO) Spectra of n-Alkyn-1-ols". . p. 324 - 326. Retrieved 2007/10/02.