ChemicalBook--->CAS DataBase List--->766-82-5

766-82-5

766-82-5 Structure

766-82-5 Structure
IdentificationMore
[Name]

3-Ethynyltoluene
[CAS]

766-82-5
[Synonyms]

1-ETHYNYL-3-METHYLBENZENE
3-ETHYNYLTOLUENE
3'-METHYLPHENYL ACETYLENE
M-ETHYNYLTOLUENE
M-TOLYLACETYLENE
Benzene,1-ethynyl-3-methyl-
3-Ethynyltoluene~3-Methylphenylacetylene
m-TOLYLACETYLENE (3-Ethynyltoluene)
Benzene, 1-ethynyl-3-methyl-(9CI)
m-Tolylacetylene,97%
[EINECS(EC#)]

628-378-8
[Molecular Formula]

C9H8
[MDL Number]

MFCD01318174
[Molecular Weight]

116.16
[MOL File]

766-82-5.mol
Chemical PropertiesBack Directory
[Appearance]

Clear light yellow to brown liquid
[Boiling point ]

170-175 °C(lit.)
[density ]

0.900 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.5440(lit.)
[Fp ]

50°C
[storage temp. ]

Flammables area
[form ]

Liquid
[color ]

Clear light yellow to brown
[Specific Gravity]

0.9073
[BRN ]

2038007
[InChI]

1S/C9H8/c1-3-9-6-4-5-8(2)7-9/h1,4-7H,2H3
[InChIKey]

RENYIDZOAFFNHC-UHFFFAOYSA-N
[SMILES]

Cc1cccc(c1)C#C
[CAS DataBase Reference]

766-82-5(CAS DataBase Reference)
[NIST Chemistry Reference]

3-Methylphenylacetylene(766-82-5)
Questions And AnswerBack Directory
[Uses]

3-ETHYNYLTOLUENE is a useful research chemical.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
R65:Harmful: May cause lung damage if swallowed.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 1993 3/PG 3
[WGK Germany ]

3
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29029090
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Asp. Tox. 1
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-Ethynyl-3-methyl-benzene(766-82-5).msds
Hazard InformationBack Directory
[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]

3-[(Trimethylsilyl)ethynyl]toluene

40230-90-8

3-Ethynyltoluene

766-82-5

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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Ethynyltoluene(766-82-5)MS
3-Ethynyltoluene(766-82-5)1HNMR
3-Ethynyltoluene(766-82-5)13CNMR
3-Ethynyltoluene(766-82-5)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

m-Tolylacetylene, 97%(766-82-5)
[Alfa Aesar]

m-Tolylacetylene, 97%(766-82-5)
[Sigma Aldrich]

766-82-5(sigmaaldrich)
[TCI AMERICA]

3-Ethynyltoluene,>98.0%(GC)(766-82-5)
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