THE MECHANISM OF WATER-LOSS FROM THE OXONIUM IONS CH3CH2CH2+O=CH2 AND (CH3)2CH+O=CH2

被引：18
|
作者：
BOWEN, RD [1 ]
COLBURN, AW [1 ]
DERRICK, PJ [1 ]
机构：
[1] UNIV WARWICK, INST MASS SPECTROMETRY, COVENTRY CV4 7AL, W MIDLANDS, ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 01期
关键词：
D O I：
10.1039/p29910000147
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Extensive new H-2-labelling results are reported, which pertain to the mechanism of water expulsion from metastable CH3CH2CH2+O = CH2 and (CH3)CH2+O = CH2 ions. Detailed mechanisms, involving ion-neutral complexes comprising incipient propyl cations coordinated to formaldehyde, propene attached to protonated formaldehyde, or propene and formaldehyde attached to a common proton, are discussed in the light of the labelling data. Loss of positional integrity of the hydrogen and deuterium atoms within the original propyl groups occurs; it is proposed that this takes place via interconversion of the ion-neutral complexes. The crucial step in water elimination appears to be irreversible reorganization of the proton-bound complex (or an ion-neutral complex of protonated formaldehyde and propene) to the open-chain carbonium ion CH3 + CHCH2CH2OH.
引用
收藏
页码：147 / 151
页数：5
相关论文
共 50 条
  • [41] INFRARED AND RAMAN SPECTRA OF SIH3CH=CH2 AND SID3CH=CH2
    FRANKISS, SG
    SPECTROCHIMICA ACTA, 1966, 22 (02): : 295 - &
  • [42] SOLID, PRIMARY ALIPHATIC AMINE COMPLEXES OF TRANSITION-METAL HALIDES .1. THERMAL STUDIES ON RNH2 COMPLEXES OF NICKEL(II) CHLORIDE WITH R = H, CH3, CH3CH2, CH3(CH2)2, (CH3)2CH, CH3(CH2)3, (CH3)2CHCH2
    KENESSEY, G
    LIPTAY, G
    JOURNAL OF THERMAL ANALYSIS, 1993, 39 (03): : 333 - 349
  • [43] THE MECHANISM OF ETHYLENE LOSS FROM THE OXONIUM ION CH3CH2+O=CHCH2CH3
    BOWEN, RD
    DERRICK, PJ
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (21) : 1539 - 1541
  • [44] EXCESS MOLAR VOLUMES OF (X(1)CH(3)CH(2)COO(CH2)(2)CH3+X(2)CH(3)(CH2)(5)OH+(1-X(1)-X(2))CL(CH2)(5)CH3) AT THE TEMPERATURE 298.15 K
    FRANJO, C
    LORENZANA, MT
    SEGADE, L
    JIMENEZ, E
    LEGIDO, JL
    ANDRADE, MIP
    JOURNAL OF CHEMICAL THERMODYNAMICS, 1995, 27 (11): : 1197 - 1204
  • [45] THERMAL-DECOMPOSITION OF DI-T-BUTYL PEROXIDE IN THE PRESENCE OF (CH3)2C=CH2 - REACTIONS OF CH3, (CH3)2CCH2CH3, AND (CH3)2CCH2C(CH3)2CH2CH3 RADICALS
    SERES, L
    NACSA, A
    ARTHUR, NL
    INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, 1994, 26 (02) : 227 - 246
  • [46] Theoretical investigations on structure, electrostatics potentials and vibrational frequencies of Li+–CH3–O–(CH2–CH2–O)n–CH3(n  =  3–7) conformers
    Nilesh R. Dhumal
    Shridhar P. Gejji
    Theoretical Chemistry Accounts, 2008, 121 : 107 - 107
  • [47] THE 3D STATES OF CH2 AND CH3
    STAMPER, JG
    SPECTROCHIMICA ACTA, 1962, 18 (10): : 1367 - 1367
  • [48] Breakdown curves of CH2(+), CH3(+), and CH4(+) molecules
    IdBarkach, T.
    Chabot, M.
    Beroff, K.
    Della Negras, S.
    Lesrel, J.
    Geslin, F.
    Le Padellec, A.
    Mahajan, T.
    Diaz-Tendero, S.
    ASTRONOMY & ASTROPHYSICS, 2019, 628
  • [49] EXCESS MOLAR ENTHALPIES OF (X(1)CH(3)CH(2)COOCH(2)CH(3)+X(2)CH(3)(CH2)(4)CH3+(1-X(1)-X(2))CH3(CH2)(V-2)CH3), (V=10,12), AT THE TEMPERATURE 298.15 K
    LOPEZ, M
    CARBALLO, E
    FRANJO, C
    SALGADO, J
    VIJANDE, J
    LEGIDO, JL
    JOURNAL OF CHEMICAL THERMODYNAMICS, 1995, 27 (11): : 1281 - 1290
  • [50] EXCESS MOLAR VOLUMES AND EXCESS MOLAR ENTHALPIES OF [X(0.5CH3(CH2)K-2CH3+0.5CH3(CH2)I-2CH3)+(1-X)CH3(CH2)M-2CH3] AT THE TEMPERATURE 298.15-K
    LETCHER, TM
    MERCERCHALMERS, J
    BEAN, BAJ
    BATTINO, R
    JOURNAL OF CHEMICAL THERMODYNAMICS, 1992, 24 (11): : 1229 - 1232
12345