Conditions | Yield |
---|---|
With 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine cobalt(II) dichloride; diethoxymethylane; sodium triethylborohydride In neat (no solvent) at -78 - 40℃; for 1h; | 97% |
With hydrogen In methanol at 20℃; under 760.051 Torr; for 4.5h; Green chemistry; | 92% |
With hydrogen In methanol under 760.051 Torr; for 5h; | 87% |
Conditions | Yield |
---|---|
In water at 20℃; for 0.0833333h; | 97% |
1-(4-methoxybenzyloxy)-3-butene
homoalylic alcohol
Conditions | Yield |
---|---|
With t-butyl bromide In acetonitrile for 1h; Reflux; chemoselective reaction; | 93% |
Conditions | Yield |
---|---|
With hydrogenchloride In water for 3h; Heating; | A 3% B 92% |
With hydrogenchloride In water at 100℃; for 3h; | A n/a B 57% |
With hydrogenchloride In water at 100℃; for 0.00166667h; |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; allyl bromide With zinc In ethyl acetate at 75℃; for 5h; Large scale; Stage #2: With ammonium chloride for 2h; Large scale; | 87% |
With magnesium In diethyl ether for 6h; Heating; | 72% |
With magnesium In diethyl ether | 39% |
Stage #1: allyl bromide With tin In water at 20℃; for 0.166667h; Green chemistry; Stage #2: formaldehyd In water at 20℃; for 3h; Green chemistry; | 75 %Chromat. |
With ammonium chloride; zinc In tetrahydrofuran at 20℃; for 2.5h; Inert atmosphere; |
Conditions | Yield |
---|---|
With hydrogen at 350℃; Reagent/catalyst; | 85.9% |
With 1-hexadecylcarboxylic acid at 330 - 345℃; under 760 Torr; for 32h; | 50% |
With Er2O3 nanoparticles HT-150-24 at 350℃; for 5h; | |
Heating; | |
With yttria-stabilized zirconia at 325℃; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; |
Conditions | Yield |
---|---|
With hydrogen at 350℃; for 0.6h; Reagent/catalyst; Temperature; Flow reactor; | A n/a B 85.9% |
With Mg and Yb-containing organic foam into the binaryoxides at 350℃; Reagent/catalyst; Temperature; Inert atmosphere; | A n/a B 71.1% |
With Er2O3 nanoparticles CM-1000 at 350℃; for 5h; | |
at 350℃; Reagent/catalyst; Flow reactor; Inert atmosphere; |
Conditions | Yield |
---|---|
With formic acid; tributyl-amine; tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In water at 50 - 120℃; for 4.5 - 26h; Product distribution / selectivity; | 85.8% |
With formic acid; tributyl-amine; tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In tetrahydrofuran; water at 62℃; for 1.21667 - 2.56667h; Product distribution / selectivity; | 78.5% |
With ammonium formate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tributylphosphine In 1,4-dioxane for 2h; Heating; | 100 % Chromat. |
3-chlorotetrahydrofuran
homoalylic alcohol
Conditions | Yield |
---|---|
With sodium In diethyl ether | 84% |
With diethyl ether; sodium |
homoalylic alcohol
Conditions | Yield |
---|---|
With methanol; toluene-4-sulfonic acid In tetrahydrofuran at 70℃; for 24h; deprotection of alcoholic OH; | 78% |
Conditions | Yield |
---|---|
With rhenium(VII) oxide; triphenylphosphine at 165℃; for 1h; | 77% |
With rac-3-octanol at 170℃; for 1h; | 28% |
homoalylic alcohol
Conditions | Yield |
---|---|
With hydroxide; dihydrogen peroxide | 76% |
Conditions | Yield |
---|---|
Stage #1: chloroethylene With magnesium In diethyl ether; ethylene dibromide for 2h; Reflux; Stage #2: oxirane In diethyl ether; ethylene dibromide at -5 - 5℃; for 1h; Temperature; Solvent; | 73.6% |
Conditions | Yield |
---|---|
copper(I) bromide In tetrahydrofuran at -40 - 3℃; for 2.5h; | 72% |
Butane-1,4-diol
A
tetrahydrofuran
B
homoalylic alcohol
C
(E/Z)-2-buten-1-ol
Conditions | Yield |
---|---|
With hydrogen at 350℃; for 0.6h; Reagent/catalyst; Flow reactor; | A n/a B 69.9% C n/a |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | 50% |
With lithium aluminium tetrahydride | |
With lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
Grignar reaction; | 46% |
With diethyl ether |
cyclobutanecarbonyl m-chlorobenzoyl peroxide
A
homoalylic alcohol
B
Cyclopropylmethanol
C
3-butenyl m-chlorobenzoate
D
cyclobutyl m-chlorobenzoate
E
cyclopropylmethyl m-chlorobenzoate
F
cyclobutanol
Conditions | Yield |
---|---|
With acetic acid; potassium iodide In tetrachloromethane at 26℃; Rate constant; on silica; | A 4.3% B 9.6% C 19.5% D 11.8% E 45.5% F 6.5% |
With acetic acid; potassium iodide In neat (no solvent) at 26℃; Rate constant; on silica; | |
With acetic acid; potassium iodide In chloroform at 55℃; Rate constant; | |
With acetic acid; potassium iodide In tetrachloromethane at 55℃; Rate constant; |
cyclobutanecarbonyl m-chlorobenzoyl peroxide
A
homoalylic alcohol
B
3-butenyl m-chlorobenzoate
C
cyclobutyl m-chlorobenzoate
D
cyclopropylmethyl m-chlorobenzoate
Conditions | Yield |
---|---|
With acetic acid; potassium iodide In tetrachloromethane at 26℃; Further byproducts given; | A 4.3% B 19.5% C 11.8% D 45.5% |
Conditions | Yield |
---|---|
With sodium carbonate for 15h; Heating; | 45% |
Conditions | Yield |
---|---|
With magnesium In diethyl ether for 2h; Heating; | 45% |
(E)-N-benzylidenebenzenesulfonamide
allyl-trimethyl-silane
A
homoalylic alcohol
B
N-(1-phenylbut-3-en-1-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With indium(III) chloride; chloro-trimethyl-silane In nitromethane at 20℃; for 6h; Sakurai-Hosomi reaction; | A 8 % Spectr. B 40% |
A
homoalylic alcohol
B
Cyclopropylmethanol
C
Di-(1-butenyl)ether (trans/trans)
D
bis(cyclopropylmethyl) ether
E
allylcarbinyl cyclopropylcarbinyl ether
Conditions | Yield |
---|---|
In gas byproducts: CH2CH(CH2)2, CH2(CH)2CH2; decomposition at a pressure of 0.01 mm Hg at 550°C; further compounds: (CH2)2CHCHO (trace), TiO2, H2 (<0.5%), C (4%); NMR; GC; mass spectra; | A 37% B 23% C 12% D 10% E 18% |
Conditions | Yield |
---|---|
In water at 220℃; under 6000.6 Torr; for 10h; Reagent/catalyst; Autoclave; | 2.47% |
at 246℃; | |
In 1,4-dioxane at 149.84℃; for 4h; |
oxirane
tetrahydrofuran
vinyl magnesium bromide
homoalylic alcohol
Conditions | Yield |
---|---|
With tetrahydrofuran |
Conditions | Yield |
---|---|
With tetrahydrofuran |
(RS)-3-bromotetrahydrofuran
homoalylic alcohol
Conditions | Yield |
---|---|
With diethyl ether; magnesium und Zersetzen mit Wasser; | |
With diethyl ether; sodium und Zersetzen mit Wasser; |
Conditions | Yield |
---|---|
With tricalcium diphosphate; water at 350℃; |
homoalylic alcohol
p-toluenesulfonyl chloride
but-3-enyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; | 100% |
With potassium hydroxide In diethyl ether at 20℃; for 3h; | 99% |
With dmap; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere; | 99% |
homoalylic alcohol
methanesulfonyl chloride
4-methanesulfonyloxy-1-butene
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -15℃; for 1h; Green chemistry; | 100% |
With triethylamine In dichloromethane at -15℃; for 1.5h; | 100% |
With triethylamine In dichloromethane at 0℃; for 5h; | 98% |
3,4-dihydro-2H-pyran
homoalylic alcohol
2-(3-butenyloxy)tetrahydropyran
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In diethyl ether for 5h; Ambient temperature; | 100% |
In dichloromethane at 0℃; for 2h; | 95% |
With hydrogenchloride at 20℃; Addition; | 91% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 91% |
With triethylamine In dichloromethane at 0 - 20℃; for 3h; | 91% |
homoalylic alcohol
tert-butylchlorodiphenylsilane
4-tert-butyldiphenylsilyloxy-1-butene
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide for 17h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene Heating; | 100% |
Conditions | Yield |
---|---|
With iodine In water; ethyl acetate at 20℃; for 2.5h; iodosulfonization; | 100% |
homoalylic alcohol
p-Methoxybenzyl bromide
1-(4-methoxybenzyloxy)-3-butene
Conditions | Yield |
---|---|
Stage #1: homoalylic alcohol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: p-Methoxybenzyl bromide In tetrahydrofuran at 0℃; for 1h; | 100% |
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: p-Methoxybenzyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 0 - 20℃; for 17h; Inert atmosphere; | 100% |
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 12h; | 96% |
homoalylic alcohol
p-methoxybenzyl chloride
1-(4-methoxybenzyloxy)-3-butene
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide | 100% |
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 20h; Inert atmosphere; Schlenk technique; | 97% |
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.333333h; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 0 - 20℃; for 3h; | 96% |
N-hydroxyphthalimide
homoalylic alcohol
2-(but-3-en-1-yloxy)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere; | 100% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran | |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 4.5h; Mitsunobu Displacement; Inert atmosphere; | |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; | |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 16.5h; |
homoalylic alcohol
triisopropylsilyl chloride
1-triisopropylsiloxy-3-butene
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere; | 100% |
With 1H-imidazole In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 98% |
With 1H-imidazole In tetrahydrofuran at 20℃; for 5.5h; | 95% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With Et4NF*5HF at 20℃; for 0.166667h; Prins reaction; stereoselective reaction; | 100% |
With Et4NF*5HF at 20℃; for 0.166667h; Prins cyclization; stereoselective reaction; |
Conditions | Yield |
---|---|
With Et4NF*5HF at 20℃; for 0.333333h; Prins reaction; stereoselective reaction; | 100% |
With HSO4- exchanged Amberlyst A26 resin-supported hydrogen fluoride In 1,2-dichloro-ethane at 20℃; for 5h; diastereoselective reaction; | 82% |
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone complex with hydrogen fluoride In dichloromethane at 20℃; for 3h; diastereoselective reaction; | 81% |
With Et4NF*5HF at 20℃; for 0.333333h; Prins cyclization; stereoselective reaction; |
Conditions | Yield |
---|---|
With Et4NF*5HF at 20℃; for 0.333333h; Prins reaction; stereoselective reaction; | 100% |
With HSO4- exchanged Amberlyst A26 resin-supported hydrogen fluoride In 1,2-dichloro-ethane at 20℃; for 5h; diastereoselective reaction; | 83% |
With titanium(IV) fluoride In dichloromethane at 20℃; for 2.5h; Prins cyclization reaction; | 82% |
With tetrafluoroboric acid diethyl ether In dichloromethane at 23℃; for 20h; diastereoselective reaction; | 76% |
With Et4NF*5HF at 20℃; for 0.333333h; Prins cyclization; stereoselective reaction; |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction; Reflux; | 100% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran | 100% |
homoalylic alcohol
O-(4-methoxybenzyl)-trichloroacetimidate
1-(4-methoxybenzyloxy)-3-butene
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In toluene for 0.25h; Inert atmosphere; | 100% |
With lanthanum triflate In toluene at 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 24h; | 100% |
homoalylic alcohol
Bromoacetaldehyde diethyl acetal
4-(2,2-diethoxyethoxy)but-1-ene
Conditions | Yield |
---|---|
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: Bromoacetaldehyde diethyl acetal In tetrahydrofuran; mineral oil at 0 - 68℃; for 66h; Inert atmosphere; | 100% |
Stage #1: homoalylic alcohol With sodium hydride In water at 0℃; for 1h; Stage #2: Bromoacetaldehyde diethyl acetal In water at 0 - 80℃; for 24h; Temperature; | 100% |
Stage #1: homoalylic alcohol In tetrahydrofuran at 0℃; for 1h; Stage #2: Bromoacetaldehyde diethyl acetal In tetrahydrofuran at 70℃; for 48h; Temperature; | 96.3% |
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: Bromoacetaldehyde diethyl acetal In tetrahydrofuran; mineral oil at 0 - 68℃; for 66h; | 77 g |
homoalylic alcohol
2-bromo-N-(2-methoxyphenyl)benzenesulfonamide
2-bromo-N-(but-3-en-1-yl)-N-(2-methoxyphenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 3.16667h; Mitsunobu Displacement; | 100% |
homoalylic alcohol
C16H17BrN2O3S
2-bromo-N-(but-3-en-1-yl)-N-(2-morpholinophenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 3.16667h; Mitsunobu Displacement; | 100% |
homoalylic alcohol
2-bromo-N-(2-nitrophenyl)benzenesulfonamide
2-bromo-N-(but-3-en-1-yl)-N-(2-nitrophenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 3.16667h; Mitsunobu Displacement; | 100% |
homoalylic alcohol
N-(3-butenyl)phthalimide
Conditions | Yield |
---|---|
With phthalimide; di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 3.03333h; | 100% |
homoalylic alcohol
Conditions | Yield |
---|---|
With tributylphosphine; di-isopropyl azodicarboxylate In tetrahydrofuran; toluene at 20℃; for 1h; Mitsunobu Displacement; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In water; toluene for 24h; Reflux; Dean-Stark; | 100% |
homoalylic alcohol
2-oxo-4-phenylbutyric acid
but-3-en-1-yl 3-phenylpropanoate
Conditions | Yield |
---|---|
With 3-nitro(diacetoxyiodo)benzene In dichloromethane at 20℃; for 8h; Sealed tube; Darkness; chemoselective reaction; | 100% |
homoalylic alcohol
ethyl α-nitrocinnamate
ethyl 3-phenyl-2-nitropropionate
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane at -78℃; Michael Addition; | 100% |
homoalylic alcohol
N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzenesulfonamide
2-(but-3-en-1-yloxy)-N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-Nmethylphenylsulfonamido)-2-methylbutyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzenesulfonamide
Conditions | Yield |
---|---|
Stage #1: homoalylic alcohol With sodium hydride at 0℃; for 0.333333h; Stage #2: N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzenesulfonamide In tetrahydrofuran at 0℃; | 99% |
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h; Stage #2: N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzenesulfonamide In tetrahydrofuran at 0℃; for 2.75h; | 99.5% |
homoalylic alcohol
3,4-dichloro-butan-1-ol
Conditions | Yield |
---|---|
With Oxone; sodium chloride In dichloromethane; water at 0℃; for 0.5h; Darkness; diastereoselective reaction; | 99% |
With chlorine | |
With tetrachloromethane; chlorine at -20℃; |
IUPAC Name: But-3-en-1-ol
Empirical Formula: C4H8O
Molecular Weight: 72.1057 g/mol
EINECS: 210-991-3
Index of Refraction: 1.415
Density: 0.827 g/cm3
Flash Point: 32.2 °C
Enthalpy of Vaporization: 41.03 kJ/mol
Boiling Point: 113.5 °C at 760 mmHg
Vapour Pressure: 10.6 mmHg at 25 °C
Storage tempreture: Flammables area
Water solubility: Soluble
Appearance: Liquid
Structure of 3-Buten-1-ol (CAS NO.627-27-0):
Product Category of 3-Buten-1-ol (CAS NO.627-27-0): Alcohol& Phenol& Ethers;API intermediates;omega-Unsaturated Alkanols
3-Buten-1-ol (CAS NO.627-27-0) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65.
Hazard Codes: Xi
Risk Statements: 10-36/37/38
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
Polixetonium chloride , its cas register number is 627-27-0. It also can be called 3-Butene-1-ol ; and Allyl carbinol . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Get medical aid immediately. Wash mouth out with water, and get medical aid immediately.
In addition, 3-Buten-1-ol (CAS NO.627-27-0) is not compatible with ignition sources, acids, acid chlorides, acid anhydrides, and you must not take it with incompatible materials, ignition sources. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, carbon dioxide.
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