442860
1-Chloro-2-octyne
98%
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About This Item
Linear Formula:
CH3(CH2)4C≡CCH2Cl
CAS Number:
Molecular Weight:
144.64
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Product Name
1-Chloro-2-octyne, 98%
InChI
1S/C8H13Cl/c1-2-3-4-5-6-7-8-9/h2-5,8H2,1H3
SMILES string
CCCCCC#CCCl
InChI key
OUMUOQQKEAGFCJ-UHFFFAOYSA-N
assay
98%
refractive index
n20/D 1.46 (lit.)
bp
40-41 °C/0.5 mmHg (lit.)
density
0.931 g/mL at 25 °C (lit.)
Application
1-Chloro-2-octyne may be used for the synthesis of 1,5-diynes, via reaction with 1,3-dilithiopropyne.
General description
1-Chloro-2-octyne is a propargyl halide. Organo-titanium reagent mediated coupling of 1-chloro-2-octyne has been described.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Palladium-Catalyzed Regioselective Coupling of Propargylic Substrates with Terminal Alkynes. Application to the Synthesis of 1, 2-Dien-4-ynes.
Condon-Gueugnot S and Linstrumelle G.
Tetrahedron, 56(13), 1851-1857 (2000)
Qing-Han Li et al.
Organic & biomolecular chemistry, 12(38), 7634-7642 (2014-08-22)
A simple and mild catalytic coupling reaction of propargyl halides with organotitanium reagents is reported. The reaction of propargyl bromide with organo-titanium reagents mediated by NiCl2 (2 mol%) and PCy3 (4 mol%) in CH2Cl2 afforded coupling product allenes in good
The Dielectric Properties of Acetylenic Compounds. V. Acetylenic Halides and Alcohols.
Toussaint JA and Wenzke HH.
Journal of the American Chemical Society, 57(4), 668-670 (1935)
Albán R Pereira et al.
The Journal of organic chemistry, 70(7), 2594-2597 (2005-03-25)
[reaction: see text] A new method for the synthesis of 1,5-diynes, from the reaction of 1,3-dilithiopropyne and propargyl chlorides, was developed. This new methodology was used to prepare (4E,6Z,10Z)-4,6,10-hexadecatrien-1-ol, one of the pheromone components of the cocoa pod borer moth
Ana Belén Ruiz-Muelle et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(7), 2427-2439 (2016-01-21)
The synthesis and structural characterization of allenyl titanocene(IV) [TiClCp2 (CH=C=CH2 )] 3 and propargyl titanocene(IV) [TiClCp2 (CH2 -C≡C-(CH2 )4 CH3 )] 9 have been described for the first time. Advanced NMR methods including diffusion NMR methods (diffusion pulsed field gradient
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