3-Ethynyltoluene Chemical Properties

Boiling point:

170-175 °C(lit.)

Density 

0.900 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.5440(lit.)

Flash point:

50°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

0.9073

color 

Clear light yellow to brown

BRN 

2038007

CAS DataBase Reference

766-82-5(CAS DataBase Reference)

NIST Chemistry Reference

3-Methylphenylacetylene(766-82-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38-65

Safety Statements 

16-26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

HazardClass 

3

PackingGroup 

III

HS Code 

29029090

MSDS

• Language:English Provider:1-Ethynyl-3-methyl-benzene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Ethynyltoluene Usage And Synthesis

Uses

3-ETHYNYLTOLUENE is a useful research chemical.

Chemical Properties

Clear light yellow to brown liquid

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 358, 1978 DOI: 10.1021/jo00396a046
Tetrahedron Letters, 13, p. 5209, 1972

Synthesis

The general procedure for the synthesis of 3-methylphenylacetylene from 3-tolyl(trimethylsilyl)acetylene was as follows: 3-[(trimethylsilyl)ethynyl]toluene (1 mmol), an inorganic base (potassium tert-butanol, sodium tert-butanol, potassium hydroxide, sodium hydroxide, or potassium trimethylsilylated, sodium trimethylsilylated, 0.05 mmol) were added in turn to a 10 mL sealed tube, as well as 2 mL of DMA or DMSO as solvent. The mixture was heated and stirred in an oil bath at 60 °C for 7 h. The reaction progress was monitored by TLC. Upon completion of the reaction, equal amounts of homotrimethylbenzene or n-undecane were added as internal standards for quantitative analysis of the crude product. The exact yields of the products were determined by GC and GC-MS. The yields of the products were 74%, 73%, 74%, 80%, 93%, and 90% when DMSO was used as the solvent and potassium tert-butanol, sodium tert-butanol, potassium hydroxide, sodium hydroxide, or potassium trimethylmethylsilylated, sodium trimethylmethylsilylated were used as the catalysts, respectively. And when DMA was used as the solvent, the yields of the products were 61%, 60%, 63%, 73%, 82%, and 83%, respectively, using the same catalysts.

References

[1] Journal of Chemical Research, 2007, # 12, p. 728 - 732
[2] Patent: CN107459438, 2017, A. Location in patent: Paragraph 0054; 0055
[3] Organic Letters, 2014, vol. 16, # 3, p. 948 - 951
[4] Tetrahedron Letters, 1972, vol. 13, # 51, p. 5209 - 5212
[5] Organic letters, 2001, vol. 3, # 2, p. 153 - 155

3-Ethynyltoluene(766-82-5)Related Product Information

• 1-Methyl-4-(methylsulfonyl)-benzene
• Allylbenzene
• METHYLSTYRENE
• Phenylacetylene
• Trimethylsilylacetylene
• Ethylbenzene
• Methyl salicylate
• Methylparaben
• Xylene
• 3-Ethynylaniline
• Tribenuron methyl
• Methyl acrylate
• 1-BUTEN-3-YNE
• Methanol
• Benzene
• Methyl
• (-)-2-[METHYLAMINO]-1-PHENYLPROPANE
• 1,3,5-TRIETHYNYLBENZENE