Phenylacetylene

• Catalog No.: A12139
• CAS Number: 536-74-3
• M. F.: C8H6
• M. W.: 102.13324
• Purity: 98+%

SYNONYMS

• Title: 苯乙炔
• IUPAC name: ethynylbenzene
• IUPAC Traditional name: phenylacetylene
• Synonyms: Ethynylbenzene

DATABASE IDS

• Merck Index: 143861
• EC Number: 208-645-1
• MDL Number: MFCD00008570
• Beilstein Number: 605461
• CAS Number: 536-74-3

PROPERTIES

• Purity: 98+%
• Boiling Point: 142-144°C
• Density: 0.930
• Flash Point: 27°C(81°F)
• Melting Point: -45°C
• Refractive Index: 1.5480
• GHS Hazard statements: H304-H226-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P280F-P305+P351+P338-P301+P330+P331-P315
• Risk Statements: 10-36/37-65
• RTECS: DA0780000
• Safety Statements: 23-26-36-62
• Storage Warning: Light Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN3295
• Packing Group: III

REFERENCES

• For preparation of the cuprate and references for coupling with aryl halides to give diarylacetylenes, see: Org. Synth. Coll., 6, 916 (1988).
• Conversion to the 1-bromoalkyne has been described: Org. Synth. Coll., 5, 921 (1973). For an improved phase-transfer method, using NaBr/NaOCl, see: J. Org. Chem., 57, 4555 (1992).
• Dimetallation can be accomplished with a 2:1 molar mixture of n-BuLi and KO-t-Bu in THF, the second metallation occurring specifically at the ortho-position. Thus, the bis(TMS)-derivative can be prepared in excellent yield: J. Org. Chem., 55, 1311 (1990).
• For cyanation with CuCN in the presence of TMS chloride and NaI, see: Tetrahedron Lett., 34, 591 (1993).
• Glaser oxidative coupling by Cu(OAc)₂ in pyridine gives diphenylbuta-1,3-diyne: Org. Synth. Coll., 5, 499 (1973).
• For conversion to the Grignard with ethylmagnesium bromide, and subsequent Cu-catalyzed coupling with allyl bromide, see: Org. Synth. Coll., 6, 925 (1988).