1-Heptadecyne

Base Information

• Chemical Name: 1-Heptadecyne
• CAS No.: 26186-00-5
• Molecular Formula: C17H32
• Molecular Weight: 236.44
• European Community (EC) Number: 679-898-7
• DSSTox Substance ID: DTXSID80180814
• Nikkaji Number: J147.992J
• Wikidata: Q83051428
• Mol file: 26186-00-5.mol

Synonyms:1-Heptadecyne;26186-00-5;heptadec-1-yne;Pentadecylacetylene;DTXSID80180814;BBA18600;MFCD00015087;STK680433;AKOS005596119;AS-56477;CS-0316287;FT-0723184;H0440;T72187

Chemical Property of 1-Heptadecyne

Chemical Property:

• Melting Point: 22.01°C
• Refractive Index: 1.4410
• Boiling Point: 299.3 °C at 760 mmHg
• Flash Point: 138.5 °C
• PSA: 0.00000
• Density: 0.807 g/cm³
• LogP: 6.10090
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 13
• Exact Mass: 236.250401021
• Heavy Atom Count: 17
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Heptadecyne >97.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC#C

Technology Process of 1-Heptadecyne

There total 8 articles about 1-Heptadecyne 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: 90.0%

pentadecyl bromide (629-72-1) + lithium acetylide-ethylenediamine complex (1216963-74-4) → 1-heptadecyne (26186-00-5)

Guidance literature:

lithium acetylide-ethylenediamine complex; In dimethyl sulfoxide; at 20 ℃; for 0.166667h; Inert atmosphere;

pentadecyl bromide; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.chemphyslip.2015.08.001

Reference yield: 79.0%

PhSO2C(Li)HPh (51346-95-3) + ((Z)-1-Chloro-heptadec-1-ene-1-sulfinyl)-benzene → 1-heptadecyne (26186-00-5)

Guidance literature:

((Z)-1-Chloro-heptadec-1-ene-1-sulfinyl)-benzene; With tert-butylmagnesium chloride;

With ethylmagnesium chloride; In tetrahydrofuran; at -78 ℃;

PhSO₂C(Li)HPh; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(02)00103-X

Reference yield: 79.0%

1-chloro-1-(p-tolylsulfinyl)-1-heptadecene → 1-heptadecyne (26186-00-5)

Guidance literature:

1-chloro-1-(p-tolylsulfinyl)-1-heptadecene; With tert-butylmagnesium chloride; ethylmagnesium chloride; In tetrahydrofuran; at -78 ℃;

With N,N,N,N,N,N-hexamethylphosphoric triamide; PhSO₂C(Li)HPh; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1248/cpb.51.966

upstream raw materials:

pentadecyl bromide

sodium acetylide

PhSO₂C(Li)HPh

tetradecylmagnesium bromide

Downstream raw materials:

C₃₂H₅₀N₆O

methyl octadec-cis-2-enoate

methyl octadec-2-ynoate

3-(heptadec-1-yn-1-yl)-1-(p-tolyl)-1H-pyrrole-2,5-dione

Refernces

• 1、 Satoh, Tsuyoshi,Sakamoto, Tatsuya,Watanabe, Masanori. "A novel synthesis of allenes by alkenylation of magnesium alkylidene carbenoids with lithium α-sulfonyl carbanions". . p. 2043 - 2046. Retrieved 2002.
• 2、 Satoh, Tsuyoshi,Sakamoto, Tatsuya,Watanabe, Masanori,Takano, Koji. "Reaction of magnesium alkylidene carbenoids with lithium α-sulfonyl carbanions: A novel synthesis of tri- and tetra-substituted allenes from 1-chlorovinyl p-tolyl sulfoxides and sulfones". . p. 966 - 970. Retrieved 2007/10/03.