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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879941Generated: October 27, 2026

Methylphenylacetylene → Diphenylacetylene

https://huagongshe.com/reaction/879941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylphenylacetyleneHCID 69601—
SolventTolueneHCID 1140—
ProductDiphenylacetyleneHCID 1039093.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a dry 10 mL Schlenk-tube, which has been flooded with argon, [Mo(≡N)(OSiPh3)3(phen)].0.5 toluene (50.0 μmol, 58.1 mg) and MnCl2 (50.0 μmol, 6.3 mg) were suspended in 2.5 mL of toluene. After addition of 1-phenyl-1-propine (500 μmol, 58.1 mg), the reaction solution was stirred for 24 h at 80° C. and was filtered after cooling over a short silica gel column. The filtrate was concentrated and the residue was purified by column chromatography (hexane). 41.6 mg of tolane (93%) were isolated as white solid, the spectroscopic and analytical data of which were identical to those of a commercial sample. M.p.=59-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993470B2
Source datasetuspto-grants-2015_03
ORD IDord-b16dbac1f94648f599c700d364dde731
Source noteuspto-grants-2015_03