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Sigma-Aldrich

1-Chloro-2-octyne

98%

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About This Item

Linear Formula:
CH3(CH2)4C≡CCH2Cl
CAS Number:
51575-83-8
Molecular Weight:
144.64
MDL number:
MFCD00274223
UNSPSC Code:
12352100
PubChem Substance ID:
24868027
NACRES:
NA.22

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.)

SMILES string

CCCCCC#CCCl

InChI

1S/C8H13Cl/c1-2-3-4-5-6-7-8-9/h2-5,8H2,1H3

InChI key

OUMUOQQKEAGFCJ-UHFFFAOYSA-N

General description

1-Chloro-2-octyne is a propargyl halide. Organo-titanium reagent mediated coupling of 1-chloro-2-octyne has been described.

Application

1-Chloro-2-octyne may be used for the synthesis of 1,5-diynes, via reaction with 1,3-dilithiopropyne.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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)
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)
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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