Standard Article

Theoretical Studies of the Addition of RMgX to Carbonyl Compounds

Organomagnesium Compounds (2008)

  1. Shinichi Yamabe,
  2. Shoko Yamazaki

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0408

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Yamabe, S. and Yamazaki, S. 2009. Theoretical Studies of the Addition of RMgX to Carbonyl Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. Nara University of Education, Department of Chemistry, Nara, Japan

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Experimental Background
  • 3
    Calculations of Grignard Reagents
  • 4
    Calculations of Model Grignard Reactions
  • 5
    A Comprehensive Computational Study of Grignard Reactions

Keywords:

  • Grignard reagent and Grignard reaction path geometries ;
  • GAUSSIAN software of computational organic chemistry;
  • RMgX addition to carbonyl compounds;
  • Grignard reagent calculation;
  • Intrinsic Reaction Coordinate (IRC);
  • Grignard reaction by ab initio SCF MO theory;
  • R1MgX dimer in Schlenk equilibrium and carbonyl group reactivity;
  • polar four-center reaction and C–C bond formation

Featured Compounds

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  1. 1 - 49
Compound 1
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 2
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 5
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 7
Molecular Weight:74.793
Molecular Formula:CH3ClMg
InChIKey:RQNMYNYHBQQZSP-UHFFFAOYSA-M
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Compound 9
Molecular Weight:149.585
Molecular Formula:C2H6Cl2Mg2
InChIKey:CNDUVMSXFLBFRW-UHFFFAOYSA-L
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Compound 10
Molecular Weight:149.585
Molecular Formula:C2H6Cl2Mg2
InChIKey:CNDUVMSXFLBFRW-UHFFFAOYSA-L
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Compound 11
Molecular Weight:149.585
Molecular Formula:C2H6Cl2Mg2
InChIKey:CNDUVMSXFLBFRW-UHFFFAOYSA-L
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Compound 8
Molecular Weight:149.585
Molecular Formula:C2H6Cl2Mg2
InChIKey:PQWIBSJREAFCJP-UHFFFAOYSA-L
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Compound 12
Molecular Weight:149.585
Molecular Formula:C2H6Cl2Mg2
InChIKey:PQWIBSJREAFCJP-UHFFFAOYSA-L
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Compound 15
Molecular Weight:162.2283
Molecular Formula:C11H14O
InChIKey:UKEXEDXJYSMZGZ-UHFFFAOYSA-N
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Compound 16
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 16a
Molecular Weight:174.239
Molecular Formula:C12H14O
InChIKey:YKAYMASDSHFOGI-UHFFFAOYSA-N
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Compound 16b
Molecular Weight:178.1846
Molecular Formula:C10H10O3
InChIKey:ISMJDTGDJASKHW-VIFPVBQESA-N
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Compound 16c
Molecular Weight:210.316
Molecular Formula:C10H10OS2
InChIKey:WUASDRJCRBGFAJ-VIFPVBQESA-N
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Compound 17
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound anti-18
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound syn-18
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19
Molecular Weight:74.0785
Molecular Formula:C3H6O2
InChIKey:Not Available
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Compound 20
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:ROWKJAVDOGWPAT-UHFFFAOYSA-N
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Compound 21
Molecular Weight:220.3382
Molecular Formula:C9H20O4Si
InChIKey:WRXAZGBMUBXGJT-VIFPVBQESA-N
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Compound 9a
Molecular Weight:241.722
Molecular Formula:C6H18Cl2Mg2O2
InChIKey:DKDHTMZSDPXOSP-UHFFFAOYSA-L
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Compound 9b
Molecular Weight:333.859
Molecular Formula:C10H30Cl2Mg2O4
InChIKey:LXUARKCOZRBLOY-UHFFFAOYSA-L
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Compound 10a
Molecular Weight:241.722
Molecular Formula:C6H18Cl2Mg2O2
InChIKey:DKDHTMZSDPXOSP-UHFFFAOYSA-L
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Compound 10b
Molecular Weight:333.859
Molecular Formula:C10H30Cl2Mg2O4
InChIKey:LXUARKCOZRBLOY-UHFFFAOYSA-L
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Compound 11a
Molecular Weight:241.722
Molecular Formula:C6H18Cl2Mg2O2
InChIKey:DKDHTMZSDPXOSP-UHFFFAOYSA-L
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Compound 11b
Molecular Weight:333.859
Molecular Formula:C10H30Cl2Mg2O4
InChIKey:LXUARKCOZRBLOY-UHFFFAOYSA-L
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Compound 22
Molecular Weight:179.611
Molecular Formula:C3H8Cl2Mg2O
InChIKey:WRLBQCWNDGVINN-UHFFFAOYSA-L
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Compound 23
Molecular Weight:179.611
Molecular Formula:C3H8Cl2Mg2O
InChIKey:WRLBQCWNDGVINN-UHFFFAOYSA-L
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Compound 24
Molecular Weight:209.637
Molecular Formula:C4H10Cl2Mg2O2
InChIKey:YVFYIJGEOWQGHT-UHFFFAOYSA-L
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Compound 26
Molecular Weight:209.637
Molecular Formula:C4H10Cl2Mg2O2
InChIKey:GXLRUGMUCZNYNB-UHFFFAOYSA-L
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Compound 28
Molecular Weight:209.637
Molecular Formula:C4H10Cl2Mg2O2
InChIKey:GXLRUGMUCZNYNB-UHFFFAOYSA-L
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Compound 30
Molecular Weight:209.637
Molecular Formula:C4H10Cl2Mg2O2
InChIKey:SGYACMPLFHOLQE-UHFFFAOYSA-L
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Compound 24-Br
Molecular Weight:298.539
Molecular Formula:C4H10Br2Mg2O2
InChIKey:HCZXKELZKRRKMK-UHFFFAOYSA-L
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Compound 26-Br
Molecular Weight:298.539
Molecular Formula:C4H10Br2Mg2O2
InChIKey:PUSNUWVBZPHSMW-UHFFFAOYSA-L
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Compound 31
Molecular Weight:301.774
Molecular Formula:C8H22Cl2Mg2O4
InChIKey:YBADDVZWFNCKAM-UHFFFAOYSA-L
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Compound 33
Molecular Weight:301.774
Molecular Formula:C8H22Cl2Mg2O4
InChIKey:MSWBAZUUWZIORN-UHFFFAOYSA-L
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Compound 34
Molecular Weight:297.742
Molecular Formula:C8H18Cl2Mg2O4
InChIKey:WHNBBNDRIBMZAN-UHFFFAOYSA-L
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Compound 36
Molecular Weight:297.742
Molecular Formula:C8H18Cl2Mg2O4
InChIKey:BHGOQLJUMDOJCM-UHFFFAOYSA-L
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Compound 37
Molecular Weight:325.795
Molecular Formula:C10H22Cl2Mg2O4
InChIKey:YZQNDUAAYBJJAV-UHFFFAOYSA-L
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Compound 39
Molecular Weight:325.795
Molecular Formula:C10H22Cl2Mg2O4
InChIKey:SKAWALSCZHXTGD-UHFFFAOYSA-L
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Compound 40
Molecular Weight:345.871
Molecular Formula:C14H26Cl2Mg2O2
InChIKey:DABKROLXABMEKG-UHFFFAOYSA-L
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Compound 43
Molecular Weight:598.18
Molecular Formula:C34H38Cl2Mg2O2
InChIKey:XJSXYTDRVVIDER-UHFFFAOYSA-L
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Compound 44
Molecular Weight:682.34
Molecular Formula:C40H50Cl2Mg2O2
InChIKey:HEMJZVYHNPMHMQ-UHFFFAOYSA-L
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  1. 1 - 49