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537764 Sigma-Aldrich

1-Hexyn-3-ol

90%, technical grade

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
grade   technical grade
assay   90%
refractive index   n20/D 1.431
bp   118 °C
density   0.873 g/mL at 25 °C
SMILES string   CCCC(O)C#C
InChI   1S/C6H10O/c1-3-5-6(7)4-2/h2,6-7H,3,5H2,1H3
InChI key   LTFTWJYRQNTCHI-UHFFFAOYSA-N

Description

General description

1-Hexyn-3-ol is a terminal propargylic alcohol. It undergoes microwave-accelerated coupling-isomerization reaction (MACIR) with (hetero)aryl halides to afford the corresponding enone.

Packaging

5 g in glass bottle

Application

1-Hexyn-3-ol may be used in the synthesis of racemic 3-hydroxy-2-hexanone. It may also be used in the preparation of 1,2,3-triazoles.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2929 3(6.1) / PGI
WGK Germany 
WGK 3
RTECS 
MR0181000
Flash Point(F) 
117.0 °F
Flash Point(C) 
47.2 °C

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Protocols & Articles

Articles

Alkynes

Alkynes have been used for many years in the Sonogashira coupling reaction1 and related Castro-Stephens reaction,2 and have recently gained considerable interest in the Huisgen 1,3- dipolar cycloaddi...

Aldrich ChemFiles 2006, 6.6, 6.
Keywords: 1,3-Dipolar cycloaddition, Alkynylations, Asymmetric synthesis, Castro-Stephens coupling, Chemfiles, Cycloadditions, Dienylations, Hydrosilylations, Oxidations, Rearrangements, Sonogashira Coupling, Type, Vinylations

Functionalized Alkynes

Alkynes contain a highly versatile functional group that may be utilized for numerous reactions such as electrophilic additions of hydrogen, halogens, hydrogen halides, or water; metathesis; hydrobor...
Matthias Junkers
ChemFiles 2008, 8.1, 14.
Keywords: 1,3-Dipolar cycloaddition, Addition reactions, Building blocks, Click chemistry, Cycloadditions, Favorskii Reaction, Metathesis, Nucleophilic additions, Nucleophilic substitutions, Substitutions

Related Content

Alkynes and Acetylenic Building Blocks

We list over 600 alkyne building blocks, including a wide array of propargyl alcohols, acetylenic boron reagents, and halogenated substrates for cross-coupling. Additionally, many of these are termin...
Keywords: Building blocks, Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

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