Journal of Organic Chemistry p. 1898 - 1901 (1983)
Update date:2022-08-03
Topics:
Martin, Charles W.
Gill, Harpal S.
Landgrebe, John A.
The thermal decomposition of phenyl(bromodichloromethyl)mercury (4) in the presence of benzophenone (2) in dry benzene at 80 degC resulted in α-chlorodiphenylacetyl chloride (6) as the only major initial product together with small amounts of dichlorodiphenylmethane (5) and carbon monoxide.Analogous products were observed from fluorenone (3).Dimethyl acetylenedicarboxylate (15) failed to trap the presumed intermediate dihalocarbonyl ylide from either ketone.Attempts to explain the difference in behavior between dihalocarbonyl ylides derived from benzaldehydes and diaryl ketones suggest that in the latter case a twist in the plane of the ylide caused by endo,endo interactions of a chlorine and an aromatic ring leads to rapid closure to oxirane 11 followed by rearrangement to acid chloride 6.Alternative explanations are also explored.
View MoreTaizhou volsen chemical Co., Ltd
website:http://www.volsenchem.com
Contact:+86-576-88869393
Address:Jiaojiang District, Taizhou, Zhejiang, China.
Shanghai Hanhong Scientific Co.,Ltd.
website:http://www.chemvia.com
Contact:+86-21-64541543,54280654,13918533501
Address:Jiachuan Road 245
Triumph International Development Limilted
website:http://www.jiashengchem.cn/
Contact:+86-536-7971999
Address:Yinhai Road,Shouguang
SEA BRGIHT INDUSTRY CO.,LIMITED
Contact:0086 755 8622 3990
Address:Rm 17B3,GuangCaiXinTianDi Bldg,GuiMiao Rd,NanShan District,Shenzhen,China
hebei qiute trade co., LTD(expird)
Contact:17081281057
Address:qiaodongqu
Doi:10.1016/j.poly.2018.08.071
(2018)Doi:10.1021/ja00403a030
(1981)Doi:10.1021/jm000078q
(2000)Doi:10.1021/op000212g
(2000)Doi:10.1016/S0040-4020(01)98524-2
()Doi:10.1021/acs.joc.1c00156
(2021)