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519235 Sigma-Aldrich

4-Ethynylbenzyl alcohol

97%

Synonym: 4-Hydroxymethylphenylacetylene

  • CAS Number 10602-04-7

  • Linear Formula HC≡CC6H4CH2OH

  • Molecular Weight 132.16

  •  MDL number MFCD05664205

  •  PubChem Substance ID 24874070

  •  NACRES NA.22

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
assay   97%
mp   40-44 °C (lit.)
SMILES string   OCc1ccc(cc1)C#C
InChI   1S/C9H8O/c1-2-8-3-5-9(7-10)6-4-8/h1,3-6,10H,7H2
InChI key   QCZORVSTESPHCO-UHFFFAOYSA-N

Description

Application

• 4-Ethynylbenzyl alcohol can be used in the synthesis of platinum-acetylide dendrimers, rotaxanes and arylacetylenes.
• It was employed in the preparation of arylalkyne-tagged sugars for the photoinduced glycosylation of cysteine-containing peptides.
• It can also act as a precursor to synthesize fluorescent probes via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

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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