Tetrahedron p. 7051 - 7062 (1993)
Update date:2022-08-12
Topics:
Golding
Millar
Paul
Richards
Ten oxetanes bearing various substituents were reacted with N2O5 in chlorinated hydrocarbon solvents to yield 1,3-dinitrate esters (I) by ring-opening nitration. The yields ranged from 73 to 88% for di-/trinitrates derived from oxetanes unsubstituted in the 2-position, to only 15 to 21% for oxetanes bearing such substituents. Although selective ring cleavage of oxetanes bearing non-hydroxylic substituents (epoxy (oxiranyl), spiro-oxetane and alkene) was not, in general, possible, selective nitration of hydroxyalkyloxetanes was achievable under the conditions employed to yield nitrato-methyloxetanes useful as precursors for energetic polyethers. A semi-quantitative reactivity comparison with representative epoxides indicated that the reactivity of oxetanes towards N2O5 was lower, as expected on account of their lower ring strain.
View More
Jinhua City Mingzhu Pharmaceutical Co.,Ltd.
Contact:15857995878 0579-82207761
Address:No.169 Shenze Road, New Area,Jinpan Development Zone, Jinhua
Anqing World Chemical Co., Ltd.
Contact:+86-556-5800026
Address:Daguan Economic Development Zone of circular economy industrial park Anqing City Anhui province
Hangzhou Dingyan Chem Co., Ltd
website:http://www.dingyanchem.com
Contact:86-571-87157530-8002
Address:RM.1118,NO.1 Building, Baiyun Tower,Jianggan Area, Hangzhou city, China,310004
Contact:86-516-66656369
Address:The west road of Huaihai, Xuzhou, China
SuZhou Hua-Emy Chemical Import and Export Co., LTD.
Contact:+86-512-88804994; +86-512-88804550;
Address:710, Building B, International Trade Center, 12 Huanghelu, Changshu, Jiangsu,China
Doi:10.1021/jo00195a037
(1984)Doi:10.1016/S0040-4039(97)00686-2
(1997)Doi:10.1021/ie50444a025
(1946)Doi:10.1007/BF02532679
(1966)Doi:10.1039/c39910000669
(1991)Doi:10.1023/A:1021616232356
(2002)
