
TY  - JOUR
A1  - Brown, RFC 
A1  - Eastwood, FW 
A1  - Jackman, GP 
T1  - Methyleneketenes and methylenecarbenes. XII. Thermal rearrangement of acetylene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1978
VL  - 31
IS  - 3
SP  - 579
EP  - 586
KW  - 
UR  - https://doi.org/10.1071/CH9780579 
N2  - Flash vacuum pyrolysis of 1,2,3,4-tetrafluoro-9-methoxy-9,10-dihydro- 9,10-ethenoanthracene[12-13C;10,12-D2], (600&#176;) gives doubly labelled acetylene HC&#8801;13CD. At temperatures of 700&#176; and greater, the ethenoanthracene gives a mixture of HC&#8801;13CD and DC&#8801;13CH. Formation of the acetylene at 600&#176; followed by pyrolysis at 850&#176; confirmed that it is the free acetylene that undergoes intramolecular rearrangement:                                     >700.                              HC&#8801;13CD &#8596; DC&#8801;13CH The pattern of labelling in the acetylene was determined by allowing it to react with bromine and examining the resulting 1,1,2,2- tetrabromoethane by p.m.r. and infrared spectroscopy. Mass spectral studies on the tetrabromoethane showed that no significant intermolecular hydrogen exchange takes place up to 1050&#176;. 
ER  -

