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Doc Brown's
Advanced Organic Chemistry - 1H NMR SPECTROSCOPY
PART 15.3.3
H-1 proton NMR Spectroscopy
INDEX of 1H NMR spectra of organic compounds
[Author
©
Dr
Phil Brown PhD:
Doc Brown's advanced level pre-university/college organic chemistry exam revision notes
may be useful-suitable for A level students of UK based AQA, CCEA, CIE, Edexcel,
IB, OCR, Salters and WJEC etc. advanced level
organic chemistry courses and for US K12 grade
11, grade 12 and AP honors chemistry courses: 1H NMR molecular
spectroscopy
[updated
RE-EDIT]
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brown
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All my advanced A level organic chemistry notes
ALL
SPECTROSCOPY INDEXES
This is a BIG website, you need to take time to explore it
[ SEARCH
BOX]
Sub-index for pages on H-1
NMR
spectroscopy
15.3.0
Some
points to read before using my 1H NMR database (this
page)
15.3.1
Theory of H-1 NMR spectroscopy & low/high resolution spectra
(separate page)
15.3.2
The uses and applications of 1H (proton) NMR spectroscopy
(separate page)
15.3.3
Index of
H-1 (proton) NMR spectra of organic compounds
(this page)
15.3.4
Some very simple NMR-IR
problem solving questions
(separate page)
My spectroscopy section
continues to be developed
as the 1H NMR spectra database builds up! I welcome any
Email
comments or suggestions for spectra
to write up on my website, BUT preferably only for pre-university/college level.
PLEASE read the 9 points below about my approach to magnetic resonance spectroscopy
15.3.0 1H NMR
points to consider
PLEASE READ THE
FOLLOWING 9 POINTS CAREFULLY
(and bear in mind this
is a pre-university/college chemistry website,
but may be useful to undergraduates)
- I have included some alternative names and 'old names'
(still in common use - including mine and other internet databases),
BUT, DO NOT USE 'OLD
NAMES' IN EXAMS and ANY OF YOUR ACADEMIC WORK, without good
reason!.
- Most spectra described and interpreted were obtained with the
sample dissolved in CDCl3 solvent (trichloromethane in which the
1H atom has been substituted by a the 2H isotope
= hydrogen-2 or deuterium, D).
- The 1H NMR resonances are
called chemical
shifts (symbol
δ) and in terms of spin-spin coupling from the possible proton magnetic orientation
I
have only considered the interactions of protons on immediate adjacent carbon atoms
e.g. -CH2-CH3, protons
etc. using the 'simple' n+1 rule.
- BUT NOT e.g. CH3-O-CH2 or CH2-CO-CH3,
where the protonated carbons are separated by an atom NOT bonded to any
other protons, and there are also interpretation problems with alcohols.
- AND at pre-university level,
I've assumed that equivalent protons
next to each other (same carbon atom or adjacent carbon atoms)
are in the same chemical environment and will
NOT split each others NMR
resonance signals.
- ALSO, at pre-university level, assume N-H and O-H
protons do NOT normally cause splitting and neither are they split by
adjacent protons, this is due to the rapid exchange of protons between
the molecules e.g. OH protons in alcohols and carboxylic acids or NH
protons in amines or amides.
- At pre-university
level I have ignored spin-spin coupling resonance lines due to
1H
and 13C interactions or 13C and 13C spin
interactions and any other atoms capable of producing NMR resonances.
-
Chemical shifts are a set of relative
values, usually based on the
reference standard tetramethylsilane
(TMS).
-
Si(CH4)4, which
has 16 protons in an identical molecular/chemical
environment.
-
TMS gives a
single sharp
reference signal significantly different in frequency from those
emitted from most 1H nuclei chemical environments of interest to
chemical structure investigations.
-
TMS is given the arbitrary
chemical shift of zero (δ = 0.00).
- At university level, points 3 to 7 may have to be re-considered and
taken into account when interpreting 1H NMR spectra.
INDEX of 1H NMR spectra for
organic compounds
Alkanes *
Alkenes *
Aromatic
hydrocarbons *
Other aromatic
compounds
Haloalkanes
*
Alcohols *
Ethers *
Aldehydes and ketones
Carboxylic
acids *
Carboxylic acid derivatives *
Amines
1H
& 13C NMR spectra data of
miscellaneous organic compounds in alphabetical order
Indexes are becoming
very large, so you can use Google [search] and put in e.g. enter 1H NMR
spectrum of ?
H-1 proton NMR spectra of
ALKANES
1H NMR spectra of the isomers of
C4H10
The H-1 NMR spectrum of butane
The H-1
NMR spectrum of 2-methylpropane (methylpropane, isobutane)
1H NMR spectra of the isomers of
C5H12
The H-1 NMR spectrum of pentane
The H-1 NMR spectrum for
2-methylbutane
The H-1 NMR spectrum for 2,2-dimethylpropane
1H NMR spectra of the isomers of
C6H14
The H-1 NMR spectrum of hexane
The H-1 NMR spectrum of
2-methylpentane
The H-1 NMR spectrum of
3-methylpentane
The H-1 NMR spectrum of
2,2-dimethylbutane
The H-1 NMR spectrum of
2,3-dimethylbutane
1H NMR spectra of the isomers of
C7H16
The H-1 NMR
spectrum of heptane
The
H-1 NMR spectrum of 2-methylhexane
The
H-1 NMR spectrum of 3-methylhexane
The
H-1 NMR spectrum of 3-ethylpentane
The H-1 NMR spectrum of
2,2-dimethylpentane
The H-1 NMR spectrum of
2,3-dimethylpentane
The H-1 NMR spectrum of
2,4-dimethylpentane
The H-1 NMR spectrum of
3,3-dimethylpentane
The H-1 NMR spectrum of 2,2,3-trimethylbutane
1H NMR spectra of other alkanes including
cycloalkanes
The H-1 NMR spectrum of
ethane
The H-1 NMR spectrum of
propane
The H-1 NMR of cyclopropane
The H-1 NMR spectrum of cyclobutane
The H-1 NMR spectrum of cyclopentane
The H-1
NMR spectrum of cyclohexane
The H-1 NMR spectrum of octane
AND
The chemistry of ALKANES
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
ALKENES
The H-1 NMR spectrum of
ethene ('ethylene')
The H-1 NMR spectrum of
propene ('propylene')
The H-1 NMR spectrum
of 2-methylpropene (2-methylprop-1-ene)
The H-1 NMR spectrum of
but-1-ene (1-butene)
The H-1 NMR spectrum of E/Z
but-2-ene (cis/trans isomers of 2-butene)
The H-1 NMR spectrum of
2-methylbut-1ene (2-methyl-1-butene)
The H-1 NMR spectrum of 3-methylbut-1-ene (3-methyl-1-butene)
The H-1 NMR spectrum of
2-methybut-2-ene (2-methyl-2-butene)
The H-1 NMR spectrum of Pent-1-ene (1-pentene)
The H-1 NMR spectra of the E/Z
isomers of pent-2-ene (cis/trans isomers of 2-pentene)
The H-1 NMR spectrum of
cyclohexene
AND
The chemistry of ALKENES
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
AROMATIC HYDROCARBONS (ARENES)
The H-1 NMR spectrum of Benzene
The H-1 NMR spectrum of Methylbenzene
The H-1 NMR spectrum of 1,2-dimethylbenzene
The H-1 NMR
spectrum of 1,3-dimethylbenzene
The H-1 NMR
spectrum of 1,4-dimethylbenzene
The H-1
NMR spectrum of Ethylbenzene
The
H-1 NMR spectrum of Propylbenzene
The H-1 NMR
spectrum of (1-methylethyl)benzene/2-phenylpropane (Cumene)
The H-1
NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)
AND
The chemistry of AROMATIC COMPOUNDS
revision notes INDEX
TOP OF PAGE and sub-index
H-1
proton NMR
spectra of OTHER AROMATIC COMPOUNDS
The H-1 NMR
spectrum of Chlorobenzene
The H-1 NMR spectrum of phenol
The H-1 NMR
spectrum of Benzaldehyde
The H-1 NMR
spectrum of benzoic acid
The H-1 NMR
spectrum of methyl 2-hydroxybenzoate (methyl
salicylate)
AND
The chemistry of AROMATIC COMPOUNDS
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
HALOGENOALKANES (haloalkanes,
alkyl halides)
The H-1 NMR spectrum of bromomethane
(methyl bromide)
The H-1 NMR spectrum of bromoethane
(ethyl bromide)
The H-1 NMR spectrum of
chloroethane (ethyl
chloride)
The H-1 NMR
spectrum of iodoethane (ethyl iodide)
The H-1 NMR
spectrum of 1,1-dibromoethane
The H-1 NMR
spectrum of 1,2-dibromoethane
The
H-1 NMR spectrum of 1,1-dichloroethane
The
H-1 NMR spectrum of 1,2-dichloroethane
The H-1 NMR
spectrum of 1-bromo-2-chloroethane
The
H-1 NMR spectrum of 1,1,1-trichloroethane
The
H-1 NMR spectrum of 1,1,2-trichloroethane
The H-1 NMR spectrum of 1-bromopropane
(n-propyl bromide)
The H-1 NMR spectrum of 2-bromopropane
(isopropyl bromide)
The
H-1 NMR spectrum of 1-chloropropane
(n-propyl
chloride)
The
H-1 NMR spectrum of 2-chloropropane
(isopropyl
chloride)
The H-1
NMR spectrum of 1-iodopropane (n-propyl iodide)
The H-1
NMR spectrum of 2-iodopropane (isopropyl iodide)
1H NMR spectra of isomers of
molecular formula
C4H9Cl
The H-1 NMR spectrum of 1-chlorobutane
(n-butyl chloride)
The
H-1 NMR spectrum of 2-chlorobutane (sec-butyl
chloride)
The H-1 NMR
spectrum of 1-chloro-2-methylpropane (iso-butyl
chloride)
The H-1 NMR
spectrum of 2-chloro-2-methylpropane (tert-butyl
chloride)
1H NMR spectra of isomers of
molecular formula
C4H9Br
The H-1 NMR spectrum
of 1-bromobutane (n-butyl bromide)
The H-1
NMR spectrum of 2-bromobutane (sec-butyl bromide)
The H-1 NMR spectrum of 1-bromo-2-methylpropane
(isobutyl bromide)
The H-1 NMR spectrum of 2-bromo-2-methylpropane
(tert-butyl bromide)
1H NMR spectra of isomers of molecular
formula
C4H9I
The H-1 NMR
spectrum of 1-iodobutane (n-butyl iodide)
The H-1 NMR
spectrum of 2-iodobutane (sec-butyl iodide)
The H-1 NMR spectrum of 1-iodo-2-methylpropane
(isobutyl iodide)
The H-1 NMR spectrum of
2-iodo-2-methylpropane (tert-butyl iodide)
AND
The chemistry of HALOGENOALKANES (haloalkanes)
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
ALCOHOLS
(see also isomeric ethers below)
The H-1 NMR spectrum of
methanol
The H-1 NMR spectrum of
Ethanol (ethyl alcohol)
(see isomeric methoxymethane)
1H NMR spectra of 2
isomeric alcohols, molecular formula
C3H8O
(see isomeric ether methoxyethane)
The H-1 NMR spectrum of Propan-1-ol (1-propanol,
n-propyl alcohol)
The H-1 NMR spectrum of Propan-2-ol (2-propanol,
isopropyl alcohol)
1H NMR spectra of 4
isomeric alcohols, molecular formula
C4H10O
(see 3 isomeric ethers too)
The H-1 NMR spectrum of
butan-1-ol (1-butanol, n-butyl alcohol)
The H-1 spectrum of
butan-2-ol (sec-butyl alcohol)
The H-1 NMR
spectrum of 2-methylpropan-1-ol (iso-butyl alcohol)
The H-1 NMR
spectrum of 2-methylpropan-2-ol (tert-butyl alcohol)
AND
The chemistry of ALCOHOLS
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
ETHERS
The
H-1 NMR spectrum of methoxymethane (dimethyl ether)
(see isomeric ethanol)
The H-1
NMR spectrum of methoxyethane
(see 2 isomeric alcohols C3H8O)
1H NMR spectra of 3
isomeric ethers, molecular formula
C4H10O
(see 4 isomeric alcohols too)
The H-1 NMR spectrum of Ethoxyethane (diethyl ether)
The H-1
NMR spectrum of 1-methoxypropane (methyl propyl
ether)
The H-1
NMR spectrum of 2-methoxypropane (methyl isopropyl
ether)
H-1 spectra of 3 isomeric compounds of
molecular formula
C4H8O2
The H-1
spectrum of 1,2-dioxane (a cyclic peroxide)
The H-1
spectrum of 1,3-dioxane (a cyclic ether)
The H-1
spectrum of 1,4-dioxane (a cyclic ether)
TOP OF PAGE and sub-index
Brief notes on the 1H and 13C NMR spectra of
the isomers of C5H12O
(alcohols and ethers)
pentan-1-ol (1-pentanol)
pentan-2-ol (2-pentanol)
pentan-3-ol (3-pentanol)
2-methylbutan-1-ol (2-methyl-1-butanol)
3-methylbutan-1-ol (3-methyl-1-butanol)
2-methylbutan-2-ol (2-methyl-2-butanol)
3-methylbutan-2-ol
(3-methyl-2-butanol)
2,2-dimethylpropan-1-ol
(2,2-dimethyl-1-propanol)
1-methoxybutane
(butyl methyl ether)
2-methoxybutane (sec-butyl
methyl ether)
1-ethoxypropane (ethyl
propyl ether)
2-ethoxypropane (ethyl
isopropyl ether)
1-methoxy-2-methylpropane
(iso-butyl methyl ether)
2-methoxy-2-methylpropane
(tert-butyl methyl ether)
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
ALDEHYDES and KETONES
The H-1 NMR
spectrum of ethanal
(acetaldehyde)
The H-1 NMR spectrum of Propanal (propionaldehyde)
The H-1 NMR
spectrum of 2-methylpropanal (methylpropanal, isobutyraldehyde)
The H-1 NMR spectrum of Propanone (acetone)
The H-1 NMR spectrum of
Butanal
The H-1 NMR spectrum of
Butanone
The H-1 spectrum of 3-hydroxybutanone (3-hydroxybutan-2-one,
'acetoin')
The H-1 NMR
spectrum of Benzaldehyde
AND
The chemistry of ALDEHYDES and KETONES
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
CARBOXYLIC ACIDS and
DERIVATIVES
The H-1 NMR spectra of isomers of
molecular formula C2H4O2
The H-1 NMR spectrum of Ethanoic acid
(acetic acid)
The H-1 NMR
spectrum of methyl methanoate (methyl formate)
The H-1 NMR spectra of isomers of
molecular formula C3H6O2
The H-1 NMR spectrum
of propanoic acid (propionic acid)
The H-1
NMR spectrum of methyl ethanoate (methyl acetate)
The H-1
NMR spectrum of ethyl methanoate (ethyl formate)
The H-1 NMR spectra of isomers of
molecular formula C4H8O2
The H-1
NMR spectrum of butanoic acid (butyric acid)
The H-1
NMR spectrum of 2-methylpropanic acid (isobutyric acid)
The H-1
NMR spectrum of methyl propanoate (methyl propionate)
The H-1 NMR spectrum of Ethyl ethanoate (ethyl
acetate)
The H-1
NMR spectrum of propyl methanoate (propyl formate)
The H-1
NMR spectrum of 1-methylethyl methanoate, (propan-2-yl methanoate)
(isopropyl formate)
The infrared spectra of other
carboxylic acids and derivatives
Brief notes on the
IR, mass, 1H NMR & 13C NMR spectrums of propyl ethanoate
(C5H10O2)
The H-1 NMR
spectrum of benzoic acid
The H-1 NMR
spectrum of methyl 2-hydroxybenzoate (methyl
salicylate)
The H-1 NMR spectrum of
propanamide (propionamide)
AND
The chemistry of CARBOXYLIC ACIDS and DERIVATIVES
revision notes INDEX
TOP OF PAGE and sub-index
H-1 proton NMR spectra of
AMINES
The H-1 NMR spectrum of
methylamine
The H-1 NMR spectra of the isomers of
molecular formula C2H7N
The H-1 NMR spectrum of
ethylamine
The H-1 NMR spectrum
of dimethylamine
The H-1 NMR spectra of the isomers of
molecular formula C3H9N
The H-1 NMR
spectrum of propylamine (propan-1-amine, 1-aminopropane)
The H-1 NMR
spectra of propan-2-amine (2-aminopropane, 2-propylamine,
isopropylamine)
The H-1 NMR spectra
of N-methylethylamine (N-methylethanamine, ethylmethylamine)
The H-1 NMR spectra
of N,N-dimethylmethanamine (N.N-dimethylmethylamine,
trimethylamine)
AND
The chemistry of ORGANIC NITROGEN COMPOUNDS revision notes INDEX
TOP OF PAGE and sub-index
1H and 13C NMR spectra data
of miscellaneous organic compounds in alphabetical order
3-methylbut-1-yne
(3-methyl-1-butyne)
but-1-yne
but-2-yne
buta-1,2-diene
buta-1,3-diene
cyclobutene
cyclopentene
pent-1-yne (1-pentyne)
pent-2-yne (2-pentyne)
TOP OF PAGE and sub-index
SPECTROSCOPY INDEXES
All Advanced Organic
Chemistry Notes
[WEBSITE SEARCH
BOX]
Index of my advanced
(pre-university) organic
chemistry revision notes
The chemistry of
alkanes and the petrochemical
industry
The
chemistry of alkenes
The
chemistry of haloalkanes
The
chemistry of
alcohols
The chemistry of aldehydes
and ketones
The
chemistry of carboxylic acids and derivatives
The chemistry of organo-nitrogen compounds
The chemistry of
aromatic compounds
Keywords & phrases: 1H NMR spectra of organic compounds including the
homologous series: 1H NMR spectra of Alkanes, 1H NMR spectra of Alkenes, 1H
NMR spectra of aromatic compounds, 1H NMR spectra of haloalkanes, 1H NMR
spectra of alcohols, 1H NMR spectra of Ethers, 1H NMR spectra of aldehydes,
1H NMR spectra of ketones, 1H NMR spectra of carboxylic acids & derivatives,
1H NMR spectra of Amines
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Website content © Dr Phil Brown 2000+.
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worksheets etc. Copying of website material is NOT permitted. Exam
revision summaries & references to science course specifications are
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Website content © Dr Phil Brown 2000+. All
copyrights reserved on these organic chemistry exam revision
notes on 1H NMR spectra, these A level chemistry revision notes are suitable for use of pre-university students studying AQA advanced level
organic chemistry revision notes on 1H NMR spectra, Edexcel advanced level
organic chemistry revision notes on 1H NMR spectra, OCR advanced level
organic chemistry revision notes on 1H NMR spectra, IB advanced level
organic chemistry revision notes on 1H NMR spectra, WJEC (Eduqas) advanced level
organic chemistry revision notes on 1H NMR spectra, CIE Cambridge advanced level
organic chemistry revision notes on 1H NMR spectra, CCEA advanced level
organic chemistry revision notes on 1H NMR spectra, and useful for US grade 11
grade 12 AP honors
organic chemistry courses involving 1H NMR spectra,
Website content © Dr Phil Brown 2000+. All
copyrights reserved on revision notes, images, quizzes, worksheets etc. Copying
of website material is NOT permitted. Exam revision summaries & references to
A level chemistry course specifications are unofficial.
Website content © Dr Phil Brown 2000+. All
copyrights reserved on these organic chemistry exam revision
notes on database table of 1H NMR spectra of organic compounds, these A level chemistry revision notes are suitable for use of pre-university students studying AQA advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, Edexcel advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, OCR advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, IB advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, WJEC (Eduqas) advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, CIE Cambridge advanced level
organic chemistry revision notes on database table of 1H NMR spectra
of organic compounds, CCEA advanced level
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