1-Chloro-2-octyne

Base Information

• Chemical Name: 1-Chloro-2-octyne
• CAS No.: 51575-83-8
• Molecular Formula: C8H13Cl
• Molecular Weight: 144.644
• Hs Code.: 2903299090
• European Community (EC) Number: 624-232-2
• DSSTox Substance ID: DTXSID90402216
• Nikkaji Number: J1.287.180E
• Wikidata: Q82205589
• Mol file: 51575-83-8.mol

Synonyms:1-Chloro-2-octyne;1-chlorooct-2-yne;51575-83-8;1-Chlor-2-octin;1-Chloro-2-octyne, 98%;SCHEMBL743189;OUMUOQQKEAGFCJ-UHFFFAOYSA-;DTXSID90402216;BCA57583;MFCD00274223;AKOS006221474;CS-0327102;FT-0691008;D89416;InChI=1/C8H13Cl/c1-2-3-4-5-6-7-8-9/h2-5,8H2,1H3

Chemical Property of 1-Chloro-2-octyne

Chemical Property:

• Vapor Pressure: 0.743mmHg at 25°C
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 40-41 °C0.5 mm Hg(lit.)
• Flash Point: 155 °F
• PSA: 0.00000
• Density: 0.931 g/mL at 25 °C(lit.)
• LogP: 2.80890
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 144.0705781
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

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

1-Chloro-2-octyne ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC#CCCl
• Uses: 1-Chloro-2-octyne may be used for the synthesis of 1,5-diynes, via reaction with 1,3-dilithiopropyne.

Technology Process of 1-Chloro-2-octyne

There total 2 articles about 1-Chloro-2-octyne 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: 92.0%

2-octyn-1-ol (20739-58-6) + 3,3-dichloro-1,2-diphenylcyclopropene (2570-00-5) → 1-chloro-2-octyne (51575-83-8) + diphenylcyclopropenone (886-38-4)

Guidance literature:

In dichloromethane; at 23 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ja906520p

Reference yield:

3,3-dichloro-1,2-diphenylcyclopropene (2570-00-5) + Cyclohex-2-enol (822-67-3) → 1-chloro-2-octyne (51575-83-8) + diphenylcyclopropenone (886-38-4)

Guidance literature:

In dichloromethane; at 23 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ja906520p

Reference yield: 97.0%

1-chloro-2-octyne (51575-83-8) + phenyldimethylsilyl chloride (768-33-2) → dimethyl(1-pentyl-1,2-propadienyl)phenylsilane

Guidance literature:

phenyldimethylsilyl chloride; With lithium-sodium alloy; In tetrahydrofuran; at 0 ℃; for 5h; Sonication; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

1-chloro-2-octyne; regioselective reaction; Further stages;

DOI:10.1021/ol301827t

upstream raw materials:

2-octyn-1-ol

3,3-dichloro-1,2-diphenylcyclopropene

Cyclohex-2-enol

Downstream raw materials:

1-benzenesulfinyl-undec-5-yn-2-one

1,5-undecadiyne

Oct-2-ynylsulfanyl-benzene

1,4-bis(4-methoxyphenyl)-1,3-butadiyne