1-Eicosyne

Base Information

• Chemical Name: 1-Eicosyne
• CAS No.: 765-27-5
• Molecular Formula: C20H38
• Molecular Weight: 278.522
• DSSTox Substance ID: DTXSID70227303
• Nikkaji Number: J109.708C
• Wikidata: Q83107012
• Metabolomics Workbench ID: 123322
• ChEMBL ID: CHEMBL1329983
• Mol file: 765-27-5.mol

Synonyms:1-EICOSYNE;765-27-5;1-Icosyne;MLS-0091932.0001;cosyn;eicos-1-yne;1-Icosyne #;cid_13001;CHEMBL1329983;BDBM46142;DTXSID70227303

Chemical Property of 1-Eicosyne

Chemical Property:

• Vapor Pressure: 0.000176mmHg at 25°C
• Melting Point: 36.01°C
• Refractive Index: 1.4501
• Boiling Point: 339.9°C at 760 mmHg
• Flash Point: 167°C
• PSA: 0.00000
• Density: 0.813g/cm³
• LogP: 7.27120
• XLogP3: 10
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 16
• Exact Mass: 278.297351212
• Heavy Atom Count: 20
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

1-EICOSYNE,95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCC#C

Technology Process of 1-Eicosyne

There total 9 articles about 1-Eicosyne 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: 71.0%

1,2-dibromoeicosane (197505-36-5) → icos-1-yne (765-27-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) 0 deg C, 3 h, 2.) room temperature, overnight;

DOI:10.1021/jo982260t

Reference yield: 60.0%

1-Bromooctadecane (112-89-0) + lithium acetylide (70277-75-7) → icos-1-yne (765-27-5)

Guidance literature:

In tetrahydrofuran;

Reference yield: 45.0%

lithium acetylide-ethylenediamine complex (1216963-74-4) + 1-Bromooctadecane (112-89-0) → icos-1-yne (765-27-5)

Guidance literature:

In dimethyl sulfoxide; for 2h; Ambient temperature;

DOI:10.1021/jo00142a003

upstream raw materials:

sodium acetylide

1-Bromooctadecane

lithium acetylide-ethylenediamine complex

acetylene

Downstream raw materials:

1-(4-hydroxyphenyl)-1-eicosyne

20-(4-tert-butyldiphenylsiloxyphenyl)-1-eicosyne

(2R,3E)-methyl 22-(4-tert-butyldiphenylsiloxyphenyl)-2,4-dimethyldocos-3-enoate

C₃₄H₅₈N₅O⁽¹⁺⁾*Br^(1-)

Refernces

• 1、 Listunov, Dymytrii,Billot, Chelmia,Joly, Etienne,Fabing, Isabelle,Volovenko, Yulian,Génisson, Yves,Maraval, Valérie,Chauvin, Remi. "Extended structural modulation of bio-inspired chiral lipidic alkynylcarbinols as antitumor pharmacophores". . p. 7920 - 7930. Retrieved 2015/09/15.
• 2、 Fisher,Tyman. "The synthesis of long chain dialkylalkynes, dialkyldiynes and their hydrogenation to monoenes and dienes". . p. 1323 - 1338. Retrieved 2007/10/03.