March's advanced organic chemistry: reactions, mechanisms, and structure
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| Main Author: | |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
Hoboken, New Jersey
Wiley
2020
|
| Edition: | Eighth edition |
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | xxxiii, 2104 Seiten Illustrationen |
| ISBN: | 9781119371809 |
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MARC
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| 100 | 1 | |a Smith, Michael B. |d 1946- |e Verfasser |0 (DE-588)136061559 |4 aut | |
| 245 | 1 | 0 | |a March's advanced organic chemistry |b reactions, mechanisms, and structure |c Michael B. Smith (Professor Emeritus, University of Connecticut, Department of Chemistry, 69 Eldredge Road, Willington, CT, USA) |
| 246 | 1 | 3 | |a Advanced organic chemistry |
| 250 | |a Eighth edition | ||
| 264 | 1 | |a Hoboken, New Jersey |b Wiley |c 2020 | |
| 300 | |a xxxiii, 2104 Seiten |b Illustrationen | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
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| 650 | 0 | 7 | |a Chemische Bindung |0 (DE-588)4009843-6 |2 gnd |9 rswk-swf |
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| 653 | |a Chemie | ||
| 653 | |a Chemistry | ||
| 653 | |a Organic Chemistry | ||
| 653 | |a Organische Chemie | ||
| 653 | |a Pharmaceutical & Medicinal Chemistry | ||
| 653 | |a Pharmazeutische u. Medizinische Chemie | ||
| 653 | |a CH00: Allg. Chemie | ||
| 653 | |a CH60: Pharmazeutische u. Medizinische Chemie | ||
| 653 | |a CH80: Organische Chemie | ||
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Record in the Search Index
| _version_ | 1804180791243046912 |
|---|---|
| adam_text | MARCH S
ADVANCED
ORGANIC
CHEMISTRY
REACTIONS,
MECHANISMS,
AND
STRUCTURE
EIGHTH
EDITION
MICHAEL
B.
SMITH
PROFESSOR
EMERITUS
UNIVERSITY
OF
CONNECTICUT
DEPARTMENT
OF
CHEMISTRY
69
ELDREDGE
ROAD
WILLINGTON,
CT
USA
WILEY
CONTENTS
NEW
REACTION
SECTIONS
CORRELATION:
7TH
EDITION
8TH
EDITION
XV
PREFACE
XXI
COMMON
ABBREVIATIONS
XXV
BIOGRAPHICAL
STATEMENT
XXXI
NEW
FEATURES
OF
THE
8TH
EDITION
XXXIII
PARTI
INTRODUCTION
1
1.
LOCALIZED
CHEMICAL
BONDING
3
L.A.
COVALENT
BONDING
3
LB.
MULTIPLE
VALENCE
7
L.C.
HYBRIDIZATION
7
L.D.
MULTIPLE
BONDS
9
I.E.
PHOTOELECTRON
SPECTROSCOPY
12
L.F.
ELECTRONIC
STRUCTURES
OF
MOLECULES
15
L.G.
ELECTRONEGATIVITY
17
L.H.
DIPOLE
MOMENT
19
LI.
INDUCTIVE
AND
FIELD
EFFECTS
20
1
J.
BOND
DISTANCES
23
L.K.
BOND
ANGLES
27
1.
L.
BOND
ENERGIES
29
2.
DELOCALIZED
CHEMICAL
BONDING
33
2.
A.
MOLECULAR
ORBITALS
34
2.B.
BOND
ENERGIES
AND
DISTANCES
IN
COMPOUNDS
CONTAINING
DELOCALIZED
BONDS
37
2.C.
MOLECULES
THAT
HAVE
DELOCALIZED
BONDS
39
2.D.
CROSS
CONJUGATION
44
2.E.
THE
RULES
OF
RESONANCE
46
2.F.
THE
RESONANCE
EFFECT
48
2.G.
STERIC
INHIBITION
OF
RESONANCE
AND
THEINFLUENCES
OF
STRAIN
48
2.H.
PX-DN
BONDING:
YLIDS
52
V
VI
CONTENTS
2.1.
AROMATICITY
54
2.1.I.
SIX-MEMBERED
RINGS
58
2.1.II.
FIVE-,
SEVEN-,
AND
EIGHT-MEMBERED
RINGS
62
2.1.III.
OTHER
SYSTEMS
CONTAINING
AROMATIC
SEXTETS
67
2.J.
ALTERNANT
AND
NONALTERNANT
HYDROCARBONS
68
2.K.
AROMATIC
SYSTEMS
WITH
ELECTRON
NUMBERS
OTHER
THAN
SIX
70
2.K.L
SYSTEMS
OF
TWO
ELECTRONS
72
2.K.II.
SYSTEMS
OFFOUR
ELECTRONS:
ANTIAROMATICITY
73
2.K.III.
SYSTEMS
OF
EIGHT
ELECTRONS
76
2.K.IV.
SYSTEMS
OF
TEN
ELECTRONS
77
2.K.V.
SYSTEMS
OF
MORE
THAN
TEN
ELECTRONS:
4N
+
2
ELECTRONS
80
2.K.VI.
SYSTEMS
OF
MORE
THANTEN
ELECTRONS:
AN
ELECTRONS
85
2.L.
OTHER
AROMATIC
COMPOUNDS
89
2.M.
HYPERCONJUGATION
92
2.
N.
TAUTOMERISM
96
2.N.I.
KETO-ENOL
TAUTOMERISM
97
2.
N.II.
OTHER
PROTON-SHIFT
TAUTOMERISM
100
3.
BONDING
WEAKER
THAN
COVALENT
105
3.
A.
HYDROGENBONDING
105
3.B.
%-%
INTERACTIONS
113
3.C.
ADDITION
COMPOUNDS
114
3.
C.L
ELECTRON
DONOR-ACCEPTOR
(EDA)
COMPLEXES
114
3.C.II.
CROWN
ETHER
COMPLEXES
AND
CRYPTATES
117
3.C.III.
INCLUSION
COMPOUNDS
122
3.
CIV.
CYCLODEXTRINS
125
3.D.
CATENANES
AND
ROTAXANES
127
3.
E.
CUCURBIT[N]URIL-BASED
GYROSCANE
131
4.
STEREOCHEMISTRY
AND
CONFORMATION
133
4.
A.
OPTICAL
ACTIVITY
AND
CHIRALITY
133
4.B.
DEPENDENCE
OF
ROTATION
ON
CONDITIONS
OF
MEASUREMENT
135
4.C.
WHAT
KINDS
OF
MOLECULES
DISPLAY
OPTICALACTIVITY?
136
4.D.
THE
FISCHER
PROJECTION
147
4.E.
ABSOLUTE
CONFIGURATION
148
4.E.I.
THE
CAHN-INGOLD-PRELOG
SYSTEM
150
4.E.II.
METHODS
OF
DETERMINING
CONFIGURATION
152
4.F.
THE
CAUSE
OF
OPTICAL
ACTIVITY
156
4.G.
MOLECULES
WITH
MORE
THAN
ONE
STEREOGENIC
CENTER
157
4.H.
ASYMMETRIC
SYNTHESIS
161
4.1.
METHODS
OF
RESOLUTION
166
4.J.
OPTICAL
PURITY
173
4.K.
CIS-TRANS
ISOMERISM
175
4.K.I.
CIS-TRANS
ISOMERISM
RESULTING
FROM
DOUBLE
BONDS
175
4.K.II.
CIS-TRANS
ISOMERISM
OF
MONOCYCLIC
COMPOUNDS
179
4.K.III.
CIS-TRANS
ISOMERISM
OF
FUSED
AND
BRIDGED
RING
SYSTEMS
180
CONTENTS
VII
4.L.
OUT-IN
ISOMERISM
181
4.M.
ENANTIOTOPIC
AND
DIASTEREOTOPIC
ATOMS,
GROUPS,
AND
FACES
183
4.N.
STEREOSPECIFIC
AND
STEREOSELECTIVE
SYNTHESES
186
4.0.
CONFORMATIONAL
ANALYSIS
187
4.O.I.
CONFORMATION
IN
OPEN-CHAIN
SYSTEMS
188
4.0.II.
CONFORMATION
IN
SIX-MEMBERED
RINGS
194
4.0.III.
CONFORMATION
IN
SIX-MEMBERED
RINGS
CONTAINING
HETEROATOMS
199
4.0.IV.
CONFORMATION
IN
OTHER
RINGS
202
4.P.
MOLECULAR
MECHANICS
204
4.Q.
STRAIN
206
4.Q.I.
STRAIN
IN
SMALL
RINGS
207
4.Q.II.
STRAIN
IN
OTHER
RINGS
213
4.Q.III.
UNSATURATED
RINGS
215
4.Q.IV.
STRAIN
DUE
TO
UNAVOIDABLE
CROWDING
218
5.
CARBOCATIONS,
CARBANIONS,
FREE
RADICALS,
CARBENES,
AND
NITRENES
223
5.
A.
CARBOCATIONS
224
5.A.I.
NOMENCLATURE
224
5.A.II.
STABILITY
AND
STRUCTURE
OF
CARBOCATIONS
224
5.A.III.
THE
GENERATION
AND
FATE
OF
CARBOCATIONS
234
5.B.
CARBANIONS
237
5.B,I.
STABILITY
AND
STRUCTURE
237
5.B.II.
THE
STRUCTURE
OF
ORGANOMETALLIC
COMPOUNDS
244
5.B.III.
THE
GENERATION
AND
FATE
OF
CARBANIONS
249
5.C.
FREERADICALS
250
5.C.I.
STABILITY
AND
STRUCTURE
250
5.C.II.
THE
GENERATION
AND
FATE
OF
FREE
RADICALS
261
5.C.III.
RADICALIONS
265
5.D.
CARBENES
266
5.D.L
STABILITY
AND
STRUCTURE
266
5.D.II.
THE
GENERATION
AND
FATE
OF
CARBENES
269
5.D.III.
^-HETEROCYCLIC
CARBENES
(NHCS)
274
5.E.
NITRENES
276
6.
MECHANISMS
AND
METHODS
OF
DETERMINING
THEM
279
6.A.
TYPES
OF
MECHANISM
279
6.B.
TYPES
OF
REACTION
280
6.C.
THERMODYNAMIC
REQUIREMENTS
FOR
REACTION
283
6.D.
KINETIC
REQUIREMENTS
FOR
REACTION
284
6.E.
THE
BALDWIN
RULES
FOR
RING
CLOSURE
288
6.F.
KINETIC
AND
THERMODYNAMIC
CONTROL
290
6.G.
THE
HAMMOND
POSTULATE
291
6.H.
MICROSCOPIC
REVERSIBILITY
291
6.1.
MARCUS
THEORY
292
VIII
CONTENTS
6.J.
METHODS
OF
DETERMINING
MECHANISMS
293
6J.L
IDENTIFICATION
OF
PRODUCTS
293
6J.II.
DETERMINATION
OF
THE
PRESENCE
OF
AN
INTERMEDIATE
294
6.J.III.
THE
STUDY
OF
CATALYSIS
295
6.
J.IV.
ISOTOPIC
LABELING
296
6J.V.
STEREOCHEMICAL
EVIDENCE
296
6J.VI.
KINETIC
EVIDENCE
297
6J.VII.
ISOTOPE
EFFECTS
304
6.
K.
CATALYST
DEVELOPMENT
308
7.
IRRADIATION
PROCESSES
AND
TECHNIQUES
THAT
INFLUENCE
REACTIONS
IN
ORGANIC
CHEMISTRY
313
7.
A.
PHOTOCHEMISTRY
314
7.
A.L
EXCITED
STATES
AND
THE
GROUND
STATE
314
7.A.II.
SINGLET
AND
TRIPLET
STATES:
FORBIDDEN
TRANSITIONS
316
7.A.III.
TYPES
OF
EXCITATION
317
7.
A.IV.
NOMENCLATURE
AND
PROPERTIES
OF
EXCITED
STATES
318
7.A.V.
PHOTOLYTIC
CLEAVAGE
319
7.A.VI.
THE
FATE
OF
THE
EXCITED
MOLECULE:
PHYSICAL
PROCESSES
320
7.A.VII.
THE
FATE
OF
THE
EXCITED
MOLECULE:
CHEMICAL
PROCESSES
325
7.
A.VIII.
THE
DETERMINATION
OF
PHOTOCHEMICAL
MECHANISMS
330
7.B.
SONOCHEMISTRY
331
7.C.
MICROWAVE
CHEMISTRY
334
7.D.
FLOW
CHEMISTRY
336
7.
E.
MECHANOCHEMISTRY
338
8.
ACIDS
AND
BASES
339
8.
A.
BR0NSTED
THEORY
339
8.
A.L
BR0NSTED
ACIDS
340
8.A.II.
BR0NSTED
BASES
347
8.B.
THE
MECHANISM
OF
PROTON
TRANSFER
REACTIONS
350
8.C.
MEASUREMENTS
OF
SOLVENT
ACIDITY
352
8.D.
ACID
AND
BASE
CATALYSIS
355
8.E.
LEWIS
ACIDS
AND
BASES
357
8.E.I.
HARD-SOFT
ACIDS-BASES
359
8.F.
THE
EFFECTSOFSTRUCTURE
ON
THE
STRENGTHS
OF
ACIDS
AND
BASES
361
8.
G.
THE
EFFECTSOF
THE
MEDIUM
ON
ACID
AND
BASE
STRENGTH
370
9.
EFFECTS
OF
STRUCTURE
AND
MEDIUM
ON
REACTIVITY
375
9.
A.
RESONANCE
AND
FIELD
EFFECTS
375
9.B.
STERIC
EFFECTS
377
9.C.
QUANTITATIVE
TREATMENTS
OF
THEEFFECTOF
STRUCTURE
ON
REACTIVITY
380
9.D.
EFFECT
OF
MEDIUM
ON
REACTIVITY
AND
RATE
390
9.E.
HIGH
PRESSURE
390
9.F.
WATER
AND
OTHER
NONORGANIC
SOLVENTS
391
CONTENTS
IX
9.G.
IONIC
LIQUID
SOLVENTS
393
9.
H.
SOLVENTLESS
REACTIONS
395
PART
II
INTRODUCTION
397
10.
ALIPHATIC
SUBSTITUTION,
NUCLEOPHILIC
AND
ORGANOMETALLIC
403
10.
A.
MECHANISMS
404
LO.A.I.
THE
SN2
MECHANISM
404
LO.A.II.
THE
SN1
MECHANISM
410
LO.A.III.
ION
PAIRS
INTHE
SN1
MECHANISM
414
LO.A.IV.
MIXED
SN1
AND
SN2
MECHANISMS
418
10.B.
SET
MECHANISMS
420
10.C.
THE
NEIGHBORING-GROUP
MECHANISM
422
LO.C.I.
NEIGHBORING-GROUP
PARTICIPATION
BY
%
AND
C
BONDS:
NONCLASSICAL
CARBOCATIONS
425
10.D.
THE
SNI
MECHANISM
440
10.E.
NUCLEOPHILIC
SUBSTITUTION
AT
AN
ALLYLIC
CARBON:
ALLYLIC
REARRANGEMENTS
441
10.F.
NUCLEOPHILIC
SUBSTITUTION
AT
AN
ALIPHATICTRIGONAL
CARBON:
THE
TETRAHEDRAL
MECHANISM
445
10.G.
REACTIVITY
449
LO.G.I.
THE
EFFECT
OF
SUBSTRATE
STRUCTURE
449
LO.G.II.
THE
EFFECT
OF
THE
ATTACKING
NUCLEOPHILE
457
LO.G.III.
THE
EFFECTOFTHE
LEAVING
GROUP
464
LO.G.IV.
THE
EFFECTOFTHE
REACTION
MEDIUM
469
LO.G.V.
PHASE-TRANSFER
CATALYSIS
474
LO.G.VI.
INFLUENCINGREACTIVITY
BY
EXTERNAL
MEANS
477
LO.G.VII.
AMBIDENT
(BIDENTANT)
NUCLEOPHILES:
REGIOSELECTIVITY
478
LO.G.VIII.
AMBIDENT
SUBSTRATES
481
10.
H.
REACTIONS
483
LO.H.I.
OXYGEN
NUCLEOPHILES
483
LO.H.II.
SULFUR
NUCLEOPHILES
506
LO.H.III.
NITROGEN
NUCLEOPHILES
512
LO.H.IV.
HALOGEN
NUCLEOPHILES
534
10.
H.V.
CARBON
NUCLEOPHILES
545
11.
AROMATIC
SUBSTITUTION,
ELECTROPHILIC
607
11.
A.
MECHANISMS
607
11
.A.I.
THEARENIUM
ION
MECHANISM
608
11.
A.II.
THE
SE1
MECHANISM
613
LL.B.
ORIENTATION
AND
REACTIVITY
614
1
L.B.I.
ORIENTATION
AND
REACTIVITY
IN
MONOSUBSTITUTED
BENZENE
RINGS
614
LL.B.II.
THE
ORTHOLPARA
RATIO
618
LL.B.HI.
IPSO
ATTACK
620
X
CONTENTS
11
.B.IV.
ORIENTATION
IN
BENZENE
RINGS
WITH
MORE
THAN
ONE
SUBSTITUENT
621
I
L.B.V.
ORIENTATION
IN
OTHER
RINGSYSTEMS
622
11
.C.
QUANTITATIVE
TREATMENTS
OF
REACTIVITY
INTHE
SUBSTRATE
624
I
L.D.
A
QUANTITATIVE
TREATMENT
OF
REACTIVITY
OF
THE
ELECTROPHILE:
THE
SELECTIVITY
RELATIONSHIP
626
II
.E.
THE
EFFECT
OF
THE
LEAVING
GROUP
628
11
.F.
REACTIONS
629
II
.F.I.
HYDROGEN
AS
THE
LEAVING
GROUP
IN
SIMPLE
SUBSTITUTION
REACTIONS
629
11
.F.II.
HYDROGEN
AS
THE
LEAVING
GROUP
IN
REARRANGEMENT
REACTIONS
675
11.
F.III.
OTHER
LEAVING
GROUPS
680
12.
ALIPHATIC,
ALKENYL,
AND
ALKYNYL
SUBSTITUTION:
ELECTROPHILIC
AND
ORGANOMETALLIC
687
12.A.
MECHANISMS
687
12.
A.L
BIMOLECULAR
MECHANISMS.
SE2
AND
SEI
688
12.A.II.
THE
SE1
MECHANISM
691
12-A.III.
ELECTROPHILIC
SUBSTITUTION
ACCOMPANIEDBY
DOUBLE-BOND
SHIFTS
694
12.A.IV.
OTHER
MECHANISMS
695
12.B.
REACTIVITY
695
12.
C.
REACTIONS
697
12.C.L
HYDROGEN
AS
LEAVING
GROUP
697
12.C.II.
METALS
AS
LEAVING
GROUPS
733
12.C.III.
HALOGEN
AS
LEAVING
GROUP
746
12.C.IV.
CARBON
LEAVING
GROUPS
751
12.
C.V.
ELECTROPHILIC
SUBSTITUTION
AT
NITROGEN
760
13.
AROMATIC
SUBSTITUTION:
NUCLEOPHILIC
AND
ORGANOMETALLIC
767
13.
A.
MECHANISMS
768
13.
A.L
THE
SNAR
MECHANISM
768
13.A.II.
THE
SN1
MECHANISM
771
13.A.III.
THE
BENZYNE
MECHANISM
772
13.A.IV.
THE
SRN1
MECHANISM
774
13.A.V.
OTHER
MECHANISMS
776
13.B.
REACTIVITY
776
13.B.L
THE
EFFECT
OF
SUBSTRATE
STRUCTURE
776
13.B.II.
THE
EFFECT
OF
THE
LEAVING
GROUP
778
13.B.III.
THE
EFFECT
OF
THE
ATTACKING
NUCLEOPHILE
779
13.C.
REACTIONS
779
13.C.L
ALL
LEAVING
GROUPS
EXCEPT
HYDROGEN
AND
N2+
779
13.C.II.
HYDROGEN
AS
LEAVING
GROUP
823
CONTENTS
XI
13.C.III.
NITROGEN
AS
LEAVING
GROUP
824
13.
CIV.
REARRANGEMENTS
834
14.
RADICALREACTIONS
839
14.A.
MECHANISMS
839
14.
A.L
RADICAL
MECHANISMS
IN
GENERAL
839
14.A.II.
FREE-RADICAL
SUBSTITUTION
MECHANISMS
844
14.A.III.
MECHANISMS
AT
AN
AROMATIC
SUBSTRATE
845
14.A.IV.
NEIGHBORING-GROUP
ASSISTANCE
IN
FREE-RADICALREACTIONS
847
14.B.
REACTIVITY
848
14.B.L
REACTIVITY
FOR
ALIPHATIC
SUBSTRATES
848
14.B.II.
REACTIVITY
AT
A
BRIDGEHEAD
853
14.B.III.
REACTIVITY
IN
AROMATIC
SUBSTRATES
854
14.B.IV.
REACTIVITY
IN
THE
ATTACKING
RADICAL
855
14.B.V.
THE
EFFECT
OF
SOLVENT
ON
REACTIVITY
856
14.
C.
REACTIONS
856
14.C.L
HYDROGEN
AS
LEAVING
GROUP
856
14.C.II.
METALS
AS
LEAVING
GROUPS
880
14.C.III.
HALOGEN
AS
LEAVING
GROUP
883
14.C.IV.
SULFUR
AS
LEAVING
GROUP
883
14.
C.V.
CARBON
AS
LEAVING
GROUP
885
15.
ADDITION
TO
CARBON-CARBON
MULTIPLE
BONDS
891
15.
A.
MECHANISMS
892
15.
A.L
ELECTROPHILIC
ADDITION
892
15.A.II.
NUCLEOPHILIC
ADDITION
895
15.A.III.
FREE-RADICAL
ADDITION
896
15.A.IV.
CYCLIC
MECHANISMS
898
15.A.V.
ADDITION
TO
CONJUGATED
SYSTEMS
898
15.B.
ORIENTATION
AND
REACTIVITY
899
15.B.L
REACTIVITY
899
15.B.II.
ORIENTATION
902
15.B.III.
STEREOCHEMICAL
ORIENTATION
904
15.B.IV.
ADDITION
TO
CYCLOPROPANE
RINGS
906
15.
C.
REACTIONS
908
15.C.L
ISOMERIZATION
OF
DOUBLE
AND
TRIPLE
BONDS
908
15.C.II.
REACTIONS
IN
WHICH
HYDROGEN
ADDS
TO
ONE
SIDE
910
15.C.III.
REACTIONS
IN
WHICH
HYDROGEN
ADDS
TO
NEITHERSIDE
992
15.
C.IV.
CYCLOADDITION
REACTIONS
1027
16.
ADDITION
TO
CARBON-HETEROATOM
MULTIPLE
BONDS
1087
16.
A.
MECHANISM
AND
REACTIVITY
1087
16.
A.L
NUCLEOPHILIC
SUBSTITUTION
AT
AN
ALIPHATIC
TRIGONAL
CARBON:
THE
TETRAHEDRAL
MECHANISM
1089
XII
CONTENTS
16.
B.
REACTIONS
1094
16.B.I.
REACTIONS
IN
WHICH
HYDROGEN
OR
A
METALLIC
ION
ADDS
TO
THE
HETEROATOM
1095
16.B.II.
ACYL
SUBSTITUTION
REACTIONS
1218
16.B.III.
REACTIONS
IN
WHICH
CARBON
ADDS
TO
THE
HETEROATOM
1257
16.B.IV.
ADDITION
TO
ISOCYANIDES
1264
16.
B.V.
NUCLEOPHILIC
SUBSTITUTION
AT
A
SULFONYL
SULFUR
ATOM
1266
17.
ELIMINATION
REACTIONS
1273
17.
A.
MECHANISMS
AND
ORIENTATION
1273
17.
A.L
THE
E2
MECHANISM
1274
17.A.II.
THEEL
MECHANISM
1280
17.A.III.
THE
ELCB
MECHANISM
1281
17.A.IV.
THE
EL-E2-ELCB
SPECTRUM
1286
17.A.V.
THE
E2C
MECHANISM
1287
17.B.
REGIOCHEMISTRY
OF
THE
DOUBLE
BOND
1288
17.C.
STEREOCHEMISTRY
OFTHE
DOUBLE
BOND
1290
17.D.
REACTIVITY
1291
17.D.I.
EFFECT
OF
SUBSTRATE
STRUCTURE
1291
17.D.II.
EFFECT
OF
THE
ATTACKING
BASE
1293
17.D.III.
EFFECT
OF
THE
LEAVING
GROUP
1294
17.D.IV.
EFFECT
OF
THE
MEDIUM
1294
17.E.
MECHANISMS
AND
ORIENTATION
IN
PYROLYTIC
ELIMINATIONS
1295
17.E.L
MECHANISMS
1295
17.E.II.
ORIENTATION
IN
PYROLYTIC
ELIMINATIONS
1298
17.E.III.
1,4
CONJUGATE
ELIMINATIONS
1298
17.
F.
REACTIONS
1299
17.F.I.
REACTIONS
IN
WHICH
C=C
AND
C=C
BONDS
ARE
FORMED
1299
17.F.II.
FRAGMENTATIONS
1321
17.F.III.
REACTIONS
IN
WHICH
C=N
OR
C=N
BONDS
ARE
FORMED
1325
17.F.IV.
REACTIONS
IN
WHICH
C=0
BONDS
ARE
FORMED
1328
17.F.V.
REACTIONS
IN
WHICH
N=N
BONDS
ARE
FORMED
1329
17.
F.VI.
EXTRUSION
REACTIONS
1329
18.
REARRANGEMENTS
1335
18.
A.
MECHANISMS
1336
18.
A.I.
NUCLEOPHILIC
REARRANGEMENTS
1336
18.
A.II.
THE
ACTUAL
NATUREOF
THE
MIGRATION
1337
18.A.III.
MIGRATORY
APTITUDES
1340
18.A.IV.
MEMORY
EFFECTS
1343
18.B.
LONGER
NUCLEOPHILIC
REARRANGEMENTS
1344
18.C.
FREE-RADICAL
REARRANGEMENTS
1345
18.D.
CARBENE
REARRANGEMENTS
1349
18.E.
ELECTROPHILIC
REARRANGEMENTS
1349
18.F.
REACTIONS
1350
CONTENTS
XIII
18.F.L
1,2-REARRANGEMENTS
1350
18.
F.II.
NON
1,2-REARRANGEMENTS
1389
19.
OXIDATIONS
AND
REDUCTIONS
1439
19.A.
MECHANISMS
1440
19.B.
REACTIONS
1442
19.
B.L
OXIDATIONS
1442
19.B.II.
REDUCTIONS
1510
APPENDIX
A:
THE
LITERATUREOF
ORGANIC
CHEMISTRY
1607
APPENDIX
B:
CLASSIFICATION
OF
REACTIONS
BY
TYPE
OF
COMPOUNDS
SYNTHESIZED
1645
INDEXES
AUTHOR
INDEX
1669
SUBJECT
INDEX
1917
|
| any_adam_object | 1 |
| author | Smith, Michael B. 1946- |
| author_GND | (DE-588)136061559 (DE-588)131388568 |
| author_facet | Smith, Michael B. 1946- |
| author_role | aut |
| author_sort | Smith, Michael B. 1946- |
| author_variant | m b s mb mbs |
| building | Verbundindex |
| bvnumber | BV046313604 |
| classification_rvk | VK 5010 VK 6000 VK 6001 |
| ctrlnum | (OCoLC)1145826078 (DE-599)DNB119956088X |
| discipline | Chemie / Pharmazie |
| edition | Eighth edition |
| format | Book |
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| genre | 1\p (DE-588)4123623-3 Lehrbuch gnd-content |
| genre_facet | Lehrbuch |
| id | DE-604.BV046313604 |
| illustrated | Illustrated |
| indexdate | 2024-07-10T08:41:22Z |
| institution | BVB |
| institution_GND | (DE-588)4101395-5 |
| isbn | 9781119371809 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-031690716 |
| oclc_num | 1145826078 |
| open_access_boolean | |
| owner | DE-11 DE-29T DE-19 DE-BY-UBM DE-703 DE-355 DE-BY-UBR |
| owner_facet | DE-11 DE-29T DE-19 DE-BY-UBM DE-703 DE-355 DE-BY-UBR |
| physical | xxxiii, 2104 Seiten Illustrationen |
| publishDate | 2020 |
| publishDateSearch | 2020 |
| publishDateSort | 2020 |
| publisher | Wiley |
| record_format | marc |
| spelling | Smith, Michael B. 1946- Verfasser (DE-588)136061559 aut March's advanced organic chemistry reactions, mechanisms, and structure Michael B. Smith (Professor Emeritus, University of Connecticut, Department of Chemistry, 69 Eldredge Road, Willington, CT, USA) Advanced organic chemistry Eighth edition Hoboken, New Jersey Wiley 2020 xxxiii, 2104 Seiten Illustrationen txt rdacontent n rdamedia nc rdacarrier Reaktionsmechanismus (DE-588)4177123-0 gnd rswk-swf Organische Chemie (DE-588)4043793-0 gnd rswk-swf Reaktivität (DE-588)4208182-8 gnd rswk-swf Chemische Struktur (DE-588)4009857-6 gnd rswk-swf Chemische Bindung (DE-588)4009843-6 gnd rswk-swf Chemischer Prozess (DE-588)4147636-0 gnd rswk-swf Chemische Reaktion (DE-588)4009853-9 gnd rswk-swf Chemie Chemistry Organic Chemistry Organische Chemie Pharmaceutical & Medicinal Chemistry Pharmazeutische u. Medizinische Chemie CH00: Allg. Chemie CH60: Pharmazeutische u. Medizinische Chemie CH80: Organische Chemie 1\p (DE-588)4123623-3 Lehrbuch gnd-content Reaktionsmechanismus (DE-588)4177123-0 s Organische Chemie (DE-588)4043793-0 s DE-604 Chemische Reaktion (DE-588)4009853-9 s Chemische Struktur (DE-588)4009857-6 s Chemischer Prozess (DE-588)4147636-0 s 2\p DE-604 Reaktivität (DE-588)4208182-8 s Chemische Bindung (DE-588)4009843-6 s 3\p DE-604 March, Jerry 1929-1997 (DE-588)131388568 oth John Wiley and Sons (DE-588)4101395-5 pbl Erscheint auch als Online-Ausgabe, PDF 978-1-119-37178-6 Erscheint auch als Online-Ausgabe, EPUB 978-1-119-37179-3 Vorangegangen ist 9780470462591 GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031690716&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis 1\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk 2\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk 3\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk |
| spellingShingle | Smith, Michael B. 1946- March's advanced organic chemistry reactions, mechanisms, and structure Reaktionsmechanismus (DE-588)4177123-0 gnd Organische Chemie (DE-588)4043793-0 gnd Reaktivität (DE-588)4208182-8 gnd Chemische Struktur (DE-588)4009857-6 gnd Chemische Bindung (DE-588)4009843-6 gnd Chemischer Prozess (DE-588)4147636-0 gnd Chemische Reaktion (DE-588)4009853-9 gnd |
| subject_GND | (DE-588)4177123-0 (DE-588)4043793-0 (DE-588)4208182-8 (DE-588)4009857-6 (DE-588)4009843-6 (DE-588)4147636-0 (DE-588)4009853-9 (DE-588)4123623-3 |
| title | March's advanced organic chemistry reactions, mechanisms, and structure |
| title_alt | Advanced organic chemistry |
| title_auth | March's advanced organic chemistry reactions, mechanisms, and structure |
| title_exact_search | March's advanced organic chemistry reactions, mechanisms, and structure |
| title_full | March's advanced organic chemistry reactions, mechanisms, and structure Michael B. Smith (Professor Emeritus, University of Connecticut, Department of Chemistry, 69 Eldredge Road, Willington, CT, USA) |
| title_fullStr | March's advanced organic chemistry reactions, mechanisms, and structure Michael B. Smith (Professor Emeritus, University of Connecticut, Department of Chemistry, 69 Eldredge Road, Willington, CT, USA) |
| title_full_unstemmed | March's advanced organic chemistry reactions, mechanisms, and structure Michael B. Smith (Professor Emeritus, University of Connecticut, Department of Chemistry, 69 Eldredge Road, Willington, CT, USA) |
| title_short | March's advanced organic chemistry |
| title_sort | march s advanced organic chemistry reactions mechanisms and structure |
| title_sub | reactions, mechanisms, and structure |
| topic | Reaktionsmechanismus (DE-588)4177123-0 gnd Organische Chemie (DE-588)4043793-0 gnd Reaktivität (DE-588)4208182-8 gnd Chemische Struktur (DE-588)4009857-6 gnd Chemische Bindung (DE-588)4009843-6 gnd Chemischer Prozess (DE-588)4147636-0 gnd Chemische Reaktion (DE-588)4009853-9 gnd |
| topic_facet | Reaktionsmechanismus Organische Chemie Reaktivität Chemische Struktur Chemische Bindung Chemischer Prozess Chemische Reaktion Lehrbuch |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=031690716&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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