Conditions | Yield |
---|---|
With sodium iodide In neat (no solvent) at 120℃; for 0.5h; Microwave irradiation; | 99% |
i-Amyl alcohol
A
3-methyltetrahydrofuran
B
Isobutyl iodide
C
isovaleraldehyde
Conditions | Yield |
---|---|
With N-iodo-succinimide In chlorobenzene for 2h; Irradiation; | A 94% B 5% C 1% |
Conditions | Yield |
---|---|
With quinoline; iodine In nitrobenzene | 74% |
Conditions | Yield |
---|---|
With phosphoric acid; potassium iodide | |
With phosphorus; iodine Einw. das Reaktionsprodukt von gelbem Phosphor; | |
With iodophosphorus |
allyl iodid
Chloroiodomethane
isopropylmagnesium chloride
A
2-iodo-propane
B
Isobutyl iodide
C
4-iodobut-1-ene
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at -40℃; for 4.5h; Product distribution; | |
In tetrahydrofuran at -40℃; for 4.5h; |
2,3-dimethylbutane
A
Isobutyl iodide
B
iodo-2 dimethyl-2,3 butane
C
tetramethyl-2,3,6,7 octane
D
rac-2,3-dimethyl-1-iodobutane
E
pentamethyl-2,3,3,5,6 heptane
F
tert-Butyl iodide
Conditions | Yield |
---|---|
With hydrogen iodide In solid matrix at -196.1℃; Product distribution; Irradiation; γ-radiolysis 60Co; or without HI; |
2,3-dimethylbutane
A
Isobutyl iodide
B
iodo-2 dimethyl-2,3 butane
C
rac-2,3-dimethyl-1-iodobutane
D
tert-Butyl iodide
Conditions | Yield |
---|---|
With hydrogen iodide In solid matrix at -196.1℃; Irradiation; γ-radiolysis (60Co); Further byproducts given; |
Conditions | Yield |
---|---|
With pyridine; tributyltin iodide at 125℃; Thermodynamic data; Equilibrium constant; Δ G; | |
With sodium iodide In acetone Reflux; Inert atmosphere; |
1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
Diisobutoxy-ethylphosphin
A
Isobutyl iodide
B
isobutyl ethyl(heptafluoropropyl)phosphinate
Conditions | Yield |
---|---|
In octane Rate constant; Kinetics; Thermodynamic data; E (activ.); ΔH(excit.); ΔS(excit.); ΔG(excit.); |
Conditions | Yield |
---|---|
With pyridine; tributyltin iodide at 125℃; Thermodynamic data; Equilibrium constant; Δ G; |
Conditions | Yield |
---|---|
With borane; iodine; sodium methylate 1.) THF, 25 deg C, 1 h, 2.) MeOH, 24 h; Yield given. Multistep reaction; |
α-isobutoxy-isobutyric acid
hydrogen iodide
A
Isobutyl iodide
B
isobutyric Acid
2,4-dimethylpentane
A
2-iodo-propane
B
1-iodo-2,4-dimethylpentane
C
Isobutyl iodide
D
2-iodo-2,4-dimethylpentane
Conditions | Yield |
---|---|
With iodine at 20℃; Irradiation; | A 0.78 % Spectr. B 0.99 % Spectr. C 0.86 % Spectr. D 1.73 % Spectr. |
methyl 4-({2-[(phenylsulfonyl)amino]-5-(trifluoromethyl)phenoxy}methyl)benzoate
Isobutyl iodide
methyl 4-{[2-[isobutyl(phenylsulfonyl)amino]-5-(trifluoromethyl)phenoxy]methyl}benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 100% |
methyl 4-[(5-methyl-2-{[(5-methyl-2-furyl)sulfonyl]amino}phenoxy)methyl]benzoate
Isobutyl iodide
methyl 4-[(2-{isobutyl[(5-methyl-2-furyl)sulfonyl]amino}-5-methylphenoxy)methyl]benzoate
Conditions | Yield |
---|---|
With caesium carbonate; dimethyl amine at 80℃; | 100% |
methyl 4-{[2-{[(1-methyl-1H-pyrazol-4-yl)sulfonyl]amino}-5-(trifluoromethyl)phenoxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[2-{isobutyl[(1-methyl-1H-pyrazol-4-yl)sulfonyl]amino}-5-(trifluoromethyl)phenoxy]methyl}benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 100% |
methyl 4-{[(6-{[(5-methyl-2-furyl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[(6-{isobutyl[(5-methyl-2-furyl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}benzoate
Conditions | Yield |
---|---|
With caesium carbonate; dimethyl amine at 80℃; | 100% |
methyl 4-{[(3-{[(5-methyl-2-furyl)sulfonyl]amino}-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[(3-{isobutyl[(5-methyl-2-furyl)sulfonyl]amino}-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]methyl}benzoate
Conditions | Yield |
---|---|
With caesium carbonate; dimethyl amine at 80℃; | 100% |
methyl 4-{[2-{[(3,5-dimethylisoxazol-4-yl)sulfonyl]amino}-5-(trifluoromethyl)phenoxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[2-{[(3,5-dimethylisoxazol-4-yl)sulfonyl](isobutyl)amino}-5-(trifluoromethyl)phenoxy]methyl}benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 100% |
5,6-bis(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one
Isobutyl iodide
Conditions | Yield |
---|---|
100% |
Conditions | Yield |
---|---|
In tetrahydrofuran 0°C in N2-atmosphere; various yields for various conditions; | 100% |
Isobutyl iodide
4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
Conditions | Yield |
---|---|
Stage #1: 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.05h; Stage #2: Isobutyl iodide In N,N-dimethyl-formamide at 20℃; | 100% |
Isobutyl iodide
(2S)-3,4-dihydro-2H-chromene-2-carboxylic acid
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide for 8h; Heating / reflux; | 99% |
With caesium carbonate In N-methyl-acetamide | 99% |
Isobutyl iodide
2-hydroxy-4-nitro-benzoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-4-nitro-benzoic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: Isobutyl iodide In N,N-dimethyl-formamide at 50℃; for 16h; | 99% |
Isobutyl iodide
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide
(R)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N,2,4-trimethylpentanamide
Conditions | Yield |
---|---|
With n-butyllithium; diisopropylamine; lithium chloride In tetrahydrofuran; hexane at -78 - 20℃; for 13h; | 98% |
With n-butyllithium; diisopropylamine; lithium chloride In tetrahydrofuran at 0℃; for 6h; | 89% |
Isobutyl iodide
(1R,2R)-(-)-pseudoephedrinepropionamide
(S)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2,4-trimethylpentanamide
Conditions | Yield |
---|---|
With n-butyllithium; diisopropylamine; lithium chloride In tetrahydrofuran; hexane at -78 - 20℃; for 13h; | 98% |
Stage #1: (1R,2R)-(-)-pseudoephedrinepropionamide With n-butyllithium; diisopropylamine; lithium chloride In tetrahydrofuran; hexane at -78 - 23℃; for 1.33h; Inert atmosphere; Stage #2: Isobutyl iodide In tetrahydrofuran; hexane at 0 - 5℃; for 18h; Inert atmosphere; | 86% |
Isobutyl iodide
(2'S)-{2'-[(Benzyloxy)methyl]-2',3',4',5'-tetrahydro-1'H-pyrrol-1'-yl}(3-methyl-2-furyl)methanone
Conditions | Yield |
---|---|
Stage #1: (2'S)-{2'-[(Benzyloxy)methyl]-2',3',4',5'-tetrahydro-1'H-pyrrol-1'-yl}(3-methyl-2-furyl)methanone With ammonia; lithium In tetrahydrofuran at -78℃; for 0.5h; Birch reduction; Stage #2: Isobutyl iodide With isoprene In tetrahydrofuran for 1h; Further stages.; | 98% |
methyl 4-[(4,5-dimethyl-2-{[(5-methyl-2-furyl)sulfonyl]amino}phenoxy)methyl]benzoate
Isobutyl iodide
methyl 4-[(2-{isobutyl[(5-methyl-2-furyl)sulfonyl]amino}-4,5-dimethylphenoxy)methyl]benzoate
Conditions | Yield |
---|---|
With caesium carbonate; dimethyl amine at 80℃; | 98% |
dimethyl 4-hydroxypyridine-2,6-dicarboxylate
Isobutyl iodide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 70℃; Inert atmosphere; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h; |
Isobutyl iodide
5-bromo-2-hydroxybenzonitrile
5-bromo-2-isobutoxy-benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 48h; Reflux; | 98% |
With potassium carbonate In acetone at 20℃; for 48h; Reflux; | 91% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 20h; | 53% |
Conditions | Yield |
---|---|
With water; sodium chloride In acetonitrile pH=2; Electrochemical reaction; Green chemistry; | 98% |
methyl 4-{[2-[(thien-3-ylsulfonyl)amino]-5-(trifluoromethyl)phenoxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[2-{isobutyl[(thien-3-yl)sulfonyl]amino}-5-(trifluoromethyl)phenoxy]methyl}benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 97% |
methyl 4-{[2-[(3-furylsulfonyl)amino]-5-(trifluoromethyl)phenoxy]methyl}benzoate
Isobutyl iodide
methyl 4-{[2-[(3-furylsulfonyl)(isobutyl)amino]-5-(trifluoromethyl)phenoxy]methyl}benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 97% |
3-morpholin-2-yl-1H-indole-6-carboxylic acid methyl ester
Isobutyl iodide
3-(4-isobutyl-morpholin-2-yl)-1H-indole-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane for 16h; Heating / reflux; | 97% |
Isobutyl iodide
(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester
methyl iodide
Conditions | Yield |
---|---|
Stage #1: Isobutyl iodide; (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Stage #2: methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h; | 97% |
Isobutyl iodide
(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 97% |
Isobutyl iodide
2-bromomethylnaphthyl bromide
(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: Isobutyl iodide; (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Stage #2: 2-bromomethylnaphthyl bromide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h; | 97% |
Isobutyl iodide
bromoacetic acid methyl ester
(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: Isobutyl iodide; (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Stage #2: bromoacetic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; | 97% |
Conditions | Yield |
---|---|
With sodium amide at 121℃; for 6h; | 96% |
With sodium hydride In N,N-dimethyl-formamide at 70℃; for 2h; Yield given; |
benzoic acid methyl ester
Isobutyl iodide
2,6-dimethyl-4-phenylheptan-4-ol
Conditions | Yield |
---|---|
With strontium In tetrahydrofuran at 20℃; for 0.5h; Barbier reaction; | 96% |
Isobutyl iodide
mulin-11,13-dien-20-oic acid iso-butyl ester
Conditions | Yield |
---|---|
With sodium carbonate In acetone at 20℃; | 96% |
ethyl 3,4-dichlorophenylacetate
Isobutyl iodide
2-(3,4-dichlorophenyl)-4-methyl-pentanoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: ethyl 3,4-dichlorophenylacetate With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere; Stage #2: Isobutyl iodide In tetrahydrofuran at -78 - 25℃; Inert atmosphere; | 96% |
1. | ihl-rat LC50:6700 mg/m3/4H | 34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,756. | ||
2. | ipr-rat LD50:1241 mg/kg | 34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,756. | ||
3. | ipr-mus LD50:594 mg/kg | 34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,756. |
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