| Identification | More | [Name]
4-Ethynyltoluene | [CAS]
766-97-2 | [Synonyms]
1-ETHYNYL-4-METHYLBENZENE
4-ETHYNYLTOLUENE
4'-METHYLPHENYL ACETYLENE
4-METHYLPHENYLACETYLENE
5-ETHYNYLTOLUENE
BENZENE, 1-ETHYNYL-4-METHYL-
P-ETHYNYLTOLUENE
p-Methylphenylacetylene
p-tolyacetylene
P-TOLYLACETYLENE
1-ethynyl-4-methyl-benzen
p-ethynyl-toluen
Toluene, p-ethynyl-
1-Ethynyl-4-methylbenzene~1-Ethynyltoluene~4-Methylphenylacetylene
4-ETHYNYLTOLUENE 97%
Benzene, 1-ethynyl-4-methyl-(9CI)
p-Tolylacetylene,98%
1-ethynyltoluene
4-ETHYNYLTOLUENE/1-ETHYNYL-4-METHYLBENZENE
BENZENE,1-ETHYNL-4-METHYL- | [EINECS(EC#)]
616-371-2 | [Molecular Formula]
C9H8 | [MDL Number]
MFCD00008571 | [Molecular Weight]
116.16 | [MOL File]
766-97-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear pale yellow liquid | [Melting point ]
168-170 | [Boiling point ]
168-170 °C(lit.)
| [density ]
0.916 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.547(lit.)
| [Fp ]
120 °F
| [storage temp. ]
Keep Cold | [form ]
Liquid | [color ]
Clear pale yellow | [Specific Gravity]
0.916 | [Water Solubility ]
Insoluble in water. | [Usage]
Intermediates of Liquid Crystals | [BRN ]
969653 | [InChI]
InChI=1S/C9H8/c1-3-9-6-4-8(2)5-7-9/h1,4-7H,2H3 | [InChIKey]
KSZVOXHGCKKOLL-UHFFFAOYSA-N | [SMILES]
C1(C#C)=CC=C(C)C=C1 | [CAS DataBase Reference]
766-97-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 1-ethynyl-4-methyl-(766-97-2) |
| Questions And Answer | Back Directory | [Synthesis]
A magnetically stirred [Pd(PPh3)2Cl2] (0.02 mmol; 14 mg), CuI (0.04 mmol; 7.6 mg), and bromine substrate (1 mmol) were placed in an oven-dried screw-cap reaction tube. Anhydrous THF (1 mL) was then added under nitrogen atmosphere with stirring at room temperature, followed by triethylamine (1.55 mmol; 216 μL). Trimethylsilylacetylene (1.25 mmol; 176 μL) was slowly added to the reaction mixture under nitrogen atmosphere. The reaction gradually darkened. The reaction mixture was continuously stirred at room temperature for 24 hours. The reaction was monitored by TLC. Once the reaction was complete, the mixture was diluted with 5 mL of EtOAc and filtered through diatomaceous earth. The filtrate was evaporated under reduced pressure, and the compounds were separated by silica gel column chromatography (100-200 mesh). The terminal alkyne was then obtained by hydrolysis of the 4-(trimethylsilyl)acetylene substrate. The TMS acetylene base was dissolved in 1.5 mL of MeOH, and anhydrous K₂CO₃ was added under a N₂ atmosphere. The reaction mixture was stirred at room temperature for 3 hours. After completion, the reaction mixture was filtered through diatomaceous earth, the filtrate was evaporated under reduced pressure, and purified by silica gel column chromatography (100-200 mesh) to give the title compound 4-tolylacetylene.
 Figure 4-Ethynyltoluene Synthetic Route |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS07 | [Signal word ]
Warning | [Hazard statements ]
H226-H315-H319-H335 | [Precautionary statements ]
P210-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [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 .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 3295 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
XT2570000
| [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29029090 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear pale yellow liquid | [Uses]
Intermediates of Liquid Crystals | [Definition]
ChEBI: 4-Ethynyltoluene is a member of toluenes. |
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