Conditions | Yield |
---|---|
With diphosphorus tetraiodide at 85℃; under 0.01 Torr; for 0.0833333h; Product distribution; various alcohols; other conditions of the reaction; | 86% |
With diphosphorus tetraiodide at 85℃; under 0.01 Torr; for 0.0833333h; | 86% |
With Silphos; iodide In acetonitrile for 0.166667h; Heating; | 78% |
Conditions | Yield |
---|---|
With iodine In chloroform at 25℃; for 4h; | A 80% B 85% |
Conditions | Yield |
---|---|
at 25℃; for 8h; | A n/a B 78% |
allyl bromide
A
allyl iodid
B
3-fluoropropene
C
allyl trifluoromethyl ether
Conditions | Yield |
---|---|
With tertamethylammonium iodide In N,N-dimethyl-formamide at 60℃; for 72h; | A n/a B n/a C 72% |
Conditions | Yield |
---|---|
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium iodide In acetone Reflux; | 70% |
allyldiphenyltelluronium bromide
A
allyl iodid
B
dibromo-diphenyl-λ4-tellane
Conditions | Yield |
---|---|
With iodine(I) bromide at 0℃; for 4h; | A n/a B 65% |
C16H17BrOTe
A
allyl iodid
B
dibromo-(4-methoxy-phenyl)-phenyl-λ4-tellane
Conditions | Yield |
---|---|
With iodine(I) bromide at 0℃; for 4h; | A n/a B 65% |
rubidium trifluoromethoxylate
allyl bromide
A
allyl iodid
B
3-fluoropropene
C
allyl trifluoromethyl ether
Conditions | Yield |
---|---|
rubidium iodide In N,N-dimethyl-formamide at 60℃; for 61h; | A n/a B n/a C 61% |
allyl diphenyl phosphate
allyl iodid
Conditions | Yield |
---|---|
With sodium iodide In N,N-dimethyl-formamide for 3h; Ambient temperature; | 47% |
2-propenyl nitrate
allyl iodid
Conditions | Yield |
---|---|
With acetone; sodium iodide |
Conditions | Yield |
---|---|
With hydrogen iodide; zinc |
Conditions | Yield |
---|---|
With triphenyl phosphite |
Conditions | Yield |
---|---|
With diphosphorus tetraiodide |
Conditions | Yield |
---|---|
With diphosphorus tetraiodide | |
With iodine | |
With phosphorous; iodine | |
With phosphorus; iodine | |
With phosphorus; iodine Darst.; |
Conditions | Yield |
---|---|
With pyridine; tributyltin iodide at 50℃; Thermodynamic data; Equilibrium constant; Δ G; | |
With acetone; sodium iodide | |
With methyl iodide; aluminum oxide; tetrabutyl phosphonium bromide at 170℃; | 75 % Spectr. |
With sodium iodide In acetone |
allyl radical
allyl iodid
Conditions | Yield |
---|---|
With I at 22.9℃; Rate constant; |
Conditions | Yield |
---|---|
With n-butyllithium; zirconocene dichloride; iodine 1.) from -78 deg C to 0 deg C; Multistep reaction; |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In nitromethane-d3 at 25℃; Equilibrium constant; Thermodynamic data; ΔG; |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium iodide at 60℃; electrochemical reduction, Hg-cathode; |
(diethoxyphosphinyl)methyl trifluoromethanesulfonate
allyl bromide
A
allyl iodid
Conditions | Yield |
---|---|
With sodium iodide In acetone |
Conditions | Yield |
---|---|
With pyridine; tributyltin iodide at 50℃; Thermodynamic data; Equilibrium constant; Δ G; | |
With iodine; iron pentacarbonyl at 75 - 80℃; for 0.25h; further reagent; Yield given; | |
With sodium iodide In acetone at 22℃; for 1h; | |
With sodium iodide In acetone at 20℃; Inert atmosphere; Darkness; |
allyl iodid
Conditions | Yield |
---|---|
In chloroform Heating; sealed tube; | |
In solid Rate constant; Heating; sealed tube; |
A
allyl iodid
B
eschenmoser's salt
Conditions | Yield |
---|---|
In [D3]acetonitrile at 40℃; Activation energy; Kinetics; Further Variations:; Temperatures; Decomposition; |
hydrogen iodide
glycerol
A
2-iodo-propane
B
propene
C
allyl iodid
sodium allyloxide
diallyl phosphite
allyl alcohol
A
allyl iodid
B
diallyl allylphosphonate
Conditions | Yield |
---|---|
beim anschliessenden Erwaermen mit Dijodmethan; |
N-allyl-1,2-phenylenediamine
A
allyl iodid
Conditions | Yield |
---|---|
at 73 - 135℃; thermal decomposition; |
Conditions | Yield |
---|---|
With hydrogen at 120℃; under 1 Torr; |
allyl iodid
(S)-4-benzyl-3-butyryloxazolidin-2-one
(S)-3-<(R)-2-ethyl-1-oxo-4-penten-1-yl>-4-(phenylmethyl)-1,3-oxazolidin-2-one
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane at -78℃; optical yield given as %de; | 100% |
Stage #1: (S)-4-benzyl-3-butyryloxazolidin-2-one With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: allyl iodid In tetrahydrofuran at -78 - 20℃; | 67% |
Stage #1: (S)-4-benzyl-3-butyryloxazolidin-2-one With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: allyl iodid In tetrahydrofuran at -78℃; for 18h; | 62% |
With sodium hexamethyldisilazane 1) THF, -78 - -70 deg C, 30 min, 2) -78 deg C, 3 h; Yield given. Multistep reaction; |
allyl iodid
(-)-phenylmenthyl half ester of ethylmalonic acid
(1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen allyl(ethyl)malonate
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78 - -50℃; for 3h; Mechanism; | 100% |
With lithium diisopropyl amide 2.) THF, from -78 to -50 deg C, 3 h; Yield given. Multistep reaction; |
allyl iodid
Conditions | Yield |
---|---|
In [D3]acetonitrile for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With antimony In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 15h; Heating; | 100% |
With water; tin(ll) chloride at 50℃; for 12h; Barbier reaction; | 98% |
With stannous fluoride In various solvent(s) for 1h; Ambient temperature; | 96% |
allyl iodid
(Z)-2-phenyl-1-trimethylsilylethenenethiol
Conditions | Yield |
---|---|
With potassium carbonate In acetone Ambient temperature; | 100% |
allyl iodid
Conditions | Yield |
---|---|
With samarium diiodide In various solvent(s) at -78℃; for 2h; | 100% |
allyl iodid
Conditions | Yield |
---|---|
With samarium diiodide In various solvent(s) at -78℃; for 2h; | 100% |
allyl iodid
5,8-dimethoxy-4-methylquinolin-2(1H)-one
4-But-3-enyl-5,8-dimethoxy-1H-quinolin-2-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 14h; | 100% |
allyl iodid
Conditions | Yield |
---|---|
With cesium hydroxide; Br(1-)*C60H44F4N(1+) In toluene at -10℃; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 100% |
allyl iodid
5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one
5-allyloxy-1-(pyrrolidin-1-yl)pentan-1-one
Conditions | Yield |
---|---|
Stage #1: 5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: allyl iodid In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere; | 100% |
allyl iodid
1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate
1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate
Conditions | Yield |
---|---|
Stage #1: 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: allyl iodid With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78 - 0℃; for 1h; | 100% |
Stage #1: 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: allyl iodid With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; | 100% |
allyl iodid
(S)-4-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]oxazolidin-2-one
(S)-3-allyl-4-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]oxazolidin-2-one With sodium hydride In 1,2-dichloro-ethane at 0℃; for 1h; Inert atmosphere; Stage #2: allyl iodid In 1,2-dichloro-ethane at 0℃; Reflux; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
at 65℃; for 2h; Neat (no solvent); | 100% |
allyl iodid
2-(t-butyl-dimethylsilyl)amino-4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine
2-(prop-2-en-1-yl)amino-4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere; | 100% |
allyl iodid
Conditions | Yield |
---|---|
Stage #1: 4-benzyl-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methylmorpholin-3-one With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Stage #2: allyl iodid In tetrahydrofuran at 20℃; | 100% |
Stage #1: 4-benzyl-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methylmorpholin-3-one With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #2: allyl iodid In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | |
Stage #1: 4-benzyl-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methylmorpholin-3-one With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #2: allyl iodid In tetrahydrofuran at -78 - 20℃; Inert atmosphere; |
allyl iodid
Conditions | Yield |
---|---|
Stage #1: methyl 3-((1R,2R)-2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-3-oxopropanoate With sodium t-butanolate In tetrahydrofuran; acetonitrile at -40℃; for 0.5h; Stage #2: allyl iodid In tetrahydrofuran at 20℃; for 0.833333h; | 100% |
Conditions | Yield |
---|---|
In ethanol at 82℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In ethanol at 82℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In ethanol at 82℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In ethanol at 82℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In acetonitrile for 24h; Reflux; | 100% |
allyl iodid
2-(4-chlorophenyl)-1-[4-(methylthio)phenyl]-1-ethanone
Conditions | Yield |
---|---|
Stage #1: 2-(4-chlorophenyl)-1-[4-(methylthio)phenyl]-1-ethanone With lithium diisopropyl amide In tetrahydrofuran at -20 - 0℃; for 0.333333h; Stage #2: allyl iodid In tetrahydrofuran at -20 - 0℃; for 0.5h; | 99.8% |
Conditions | Yield |
---|---|
With bismuth(III) chloride; iron In tetrahydrofuran for 4.5h; Ambient temperature; | 99% |
With bismuth(III) chloride; iron In tetrahydrofuran | 99% |
antimony(III) chloride; iron In N,N-dimethyl-formamide at 25℃; for 20h; Product distribution; allyl bromide, NaI; SbCl3,Al; DMF- water; further substituted benzene aldehydes, heptaldehyde, cinnamaldehyde; | 98% |
allyl iodid
N,N-dimethyl-aniline
N-allyl-N,N-dimethylbenzenaminium iodide
Conditions | Yield |
---|---|
at 30℃; | 99% |
Conditions | Yield |
---|---|
With cadmium In N,N-dimethyl-formamide for 1.5h; Ambient temperature; | 99% |
allyl iodid
3-methyl-4-nitrophenol
4-(allyloxy)-2-methyl-1-nitrobenzene
Conditions | Yield |
---|---|
With caesium carbonate In acetone for 24h; Ambient temperature; | 99% |
allyl iodid
5-Hydroxy-1-methoxy-5-<3-(tetrahydropyran-2-yloxy)butynyl>benzocyclobuten-6-one
1-Methoxy-5-(2-propenyloxy)-5-<3-(tetrahydropyran-2-yloxy)butyn-1-yl>benzocyclobuten-6-one
Conditions | Yield |
---|---|
With silver carbonate In 1,4-dioxane | 99% |
Conditions | Yield |
---|---|
antimony(III) chloride; iron In N,N-dimethyl-formamide at 25℃; for 24h; | 99% |
With antimony(III) chloride; iron In N,N-dimethyl-formamide at 25℃; for 24h; | 99% |
With indium In N,N-dimethyl-formamide for 1h; Ambient temperature; | 98% |
With indium iodide In tetrahydrofuran for 1h; Ambient temperature; | 96% |
With cadmium In N,N-dimethyl-formamide for 1.5h; Ambient temperature; | 74% |
allyl iodid
methyl 6-deoxy-6-(p-tolylthio)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
Conditions | Yield |
---|---|
With silver perchlorate In acetonitrile for 48h; Ambient temperature; | 99% |
allyl iodid
3-Fluorobenzaldehyde
(+/-)-1-(3'-fluorophenyl)but-3-en-1-ol
Conditions | Yield |
---|---|
With indium In water for 48h; | 99% |
Product Name: Allyl iodide (CAS NO.556-56-9)
Molecular Formula: C3H5I
Molecular Weight: 167.98g/mol
Mol File: 556-56-9.mol
Einecs: 209-130-4
Appearance: Clear orange, red or red-brown liquid
Melting Point: -99 °C
Boiling point: 103 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 25.5 °C
Density: 1.837 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.554
Surface Tension: 29.5 dyne/cm
Enthalpy of Vaporization: 32.79 kJ/mol
Vapour Pressure: 38 mmHg at 25°C
XLogP3-AA: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 0
Product Categories: Omega-Functional Alkanols, Carboxylic Acids, Amines and Halides; Omega-Unsaturated Halides
May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
1. | mmo-sat 1 µmol/plate | BCPCA6 Biochemical Pharmacology. 29 (1980),993. | ||
2. | dns-hmn:hlas 50 µmol/L | CALEDQ Cancer Letters (Shannon, Ireland). 20 (1983),263. |
Reported in EPA TSCA Inventory.
Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Information of Allyl iodide (CAS NO.556-56-9):
Hazard Codes: C,T,F
Risk Statements: 10-34
10: Flammable
34: Causes burns
Safety Statements: 7-26-45
7: Keep container tightly closed
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
DOT Classification: 3; Label: Flammable Liquid, Corrosive
Allyl iodide ,its CAS NO. is 556-56-9,the synonyms is 1-Propene,3-iodo- ; 2-Propene, 1-iodo ; 2-Propenyliodide ; 3-Iodo-1-propen ; 3-Iodo-prop-1-ene ; 3-iodo-propen ; 3-Iodpropen ; 3-Jod-1-propen .
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