Conditions | Yield |
---|---|
With diphenylsilane; cesium fluoride at 25℃; for 0.05h; | 100% |
With C28H28Cl2N4Pd; hydrogen In methanol at 30 - 35℃; under 760.051 Torr; for 8h; chemoselective reaction; | 100% |
With C8H15BN2OS2; scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 100% |
3-phenyl-2-propenyl tetrahydro-2H-pyran-2-yl ether
3-Phenylpropenol
Conditions | Yield |
---|---|
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 1h; Ambient temperature; | 100% |
With methanol at 20℃; for 0.5h; | 98% |
With lithium borohydride In methanol at 20℃; for 0.416667h; | 96% |
trimethylsilyl cinnamyl ether
3-Phenylpropenol
Conditions | Yield |
---|---|
With iodine In methanol microwave irradiation; | 100% |
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h; | 97% |
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.0833333h; | 96% |
Conditions | Yield |
---|---|
With hydrogenchloride In acetone at 20℃; for 0.25h; | 100% |
With ethanol; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran at 45℃; for 1h; | 100% |
1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene
3-Phenylpropenol
Conditions | Yield |
---|---|
With iodine In methanol microwave irradiation; | 100% |
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 4h; | 96% |
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.333333h; | 90% |
Conditions | Yield |
---|---|
Stage #1: ethyl 3-phenyl-2-propenoate With C48H62ErN7O2Si2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 110℃; for 6h; Inert atmosphere; Stage #2: With silica gel In methanol at 60℃; for 3h; Inert atmosphere; | 99% |
With bis(acetylacetonato)dioxidomolybdenum(VI); 1,1,3,3-Tetramethyldisiloxane; Triphenylphosphine oxide In toluene at 100℃; for 72h; Inert atmosphere; Sealed tube; | 82% |
With potassium borohydride; lithium chloride for 0.0833333h; microwave irradiation; | 55 % Chromat. |
Conditions | Yield |
---|---|
With methanol at 80℃; for 6h; Inert atmosphere; Schlenk technique; | 99% |
With methanol; potassium permanganate at 25℃; chemoselective reaction; | 94% |
With 2C33H37N*H2O7S2; water at 40℃; for 24h; | 93% |
Conditions | Yield |
---|---|
Stage #1: methyl cinnamate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction; | 98% |
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane for 0.5h; Ambient temperature; | 97% |
With sodium tetrahydroborate; ethanol; cerium(III) chloride heptahydrate at 20℃; for 24h; chemospecific reaction; | 95% |
Conditions | Yield |
---|---|
With triphenylsilyl perrhenate In diethyl ether at 0℃; for 0.5h; | 98% |
With silica-supported monomeric vanadium-oxo species In acetonitrile at 20℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere; | 95% |
With salicylic acid In water; acetonitrile for 16h; Reflux; | 90% |
C15H20O2
3-Phenylpropenol
Conditions | Yield |
---|---|
Stage #1: C15H20O2 With 2,4,6-trimethyl-pyridine; triethylsilyl trifluoromethyl sulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In dichloromethane Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With hydrogen; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; ethyl-diphenyl-phosphane In toluene at 100℃; under 22800 Torr; for 7h; Product distribution; other catalysts, times, solvent; | A 1% B 97% |
With hydrogen; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer In toluene at 100℃; under 22800 Torr; for 7h; | A 1% B 97% |
With C48H43ClN2P2Ru; potassium carbonate; isopropyl alcohol In neat (no solvent) at 90℃; for 1h; Catalytic behavior; Reagent/catalyst; Concentration; Schlenk technique; | A 7 %Spectr. B 90 %Spectr. |
(E)-3-phenylpropenal
3-Phenylpropenol
Conditions | Yield |
---|---|
With C48H43ClN2P2Ru; ammonium formate In water; toluene at 90℃; for 10h; Catalytic behavior; Schlenk technique; | 97% |
With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; | 89% |
With hydrogen In acetonitrile at 90℃; under 22502.3 Torr; for 2h; Reagent/catalyst; Flow reactor; | 32.4% |
Conditions | Yield |
---|---|
With iron(III) sulfate; water In toluene at 110℃; for 1h; Ionic liquid; | 96% |
Conditions | Yield |
---|---|
With Pd(0) nanoparticles immobilized in TpPa-1 at 105℃; for 6h; Catalytic behavior; Heck Reaction; | 95% |
With potassium carbonate In water at 100℃; for 12h; Catalytic behavior; Temperature; Time; Heck Reaction; Green chemistry; | 30 %Chromat. |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In water at 110℃; for 4h; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With poly-η-(pyridine)zinc borohydride In diethyl ether for 3.5h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
Stage #1: Cinnamic acid With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine In 1,2-dimethoxyethane at 20℃; for 3h; Esterification; Stage #2: With sodium tetrahydroborate In water at 0℃; Reduction; | 93% |
Stage #1: Cinnamic acid With sodium aminodiboranate In tetrahydrofuran at 20℃; Stage #2: With water Solvent; | 90% |
With tributylphosphine; diphenylsilane; C45H25F12N7Ni2O9 In 1,4-dioxane at 100℃; for 16h; | 80% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With silica gel In ethyl acetate; Petroleum ether | 93% |
In methanol at 20℃; for 5h; Inert atmosphere; Glovebox; | 86% |
With silica gel at 25℃; Inert atmosphere; Glovebox; | 78% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With Nonafluorobutanesulfonyl fluoride; TPGS-750-M In propan-1-ol; water at 50℃; for 8h; Reagent/catalyst; Solvent; Temperature; Green chemistry; chemoselective reaction; | 93% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; antimony(III) chloride In tetrahydrofuran at 0℃; for 4h; | A 7% B 92% |
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In isopropyl alcohol at 80℃; under 22502.3 Torr; for 16h; Reagent/catalyst; Inert atmosphere; | A 5% B 84% |
With hydrogen In 1,4-dioxane at 180℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Autoclave; | A n/a B 76% |
Conditions | Yield |
---|---|
With hydrogen; poly(amidoamine) dendron-stabilised Pd(0) nanoparticle In dichloromethane at 25℃; under 760.051 Torr; for 3h; | A 8% B 92% |
With 1,1'-bis(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; Butane-1,4-diol; potassium tert-butylate at 110℃; for 24h; Inert atmosphere; |
3-Phenylpropenol
Conditions | Yield |
---|---|
With cerium(III) chloride; sodium iodide In acetonitrile for 5h; ether cleavage; Heating; | 90% |
diisopropyl-1H,1H,2H,2H-perfluorodecylsilyl cinnamyl ether
3-Phenylpropenol
Conditions | Yield |
---|---|
With fluorosilicic acid In methanol; acetonitrile for 36h; | 90% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone Product distribution / selectivity; | 90% |
C12H16O2
3-Phenylpropenol
Conditions | Yield |
---|---|
Stage #1: C12H16O2 With 2,4,6-trimethyl-pyridine; triethylsilyl trifluoromethyl sulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In dichloromethane Inert atmosphere; chemoselective reaction; | 90% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With carbon monoxide In water at 27℃; under 760.051 Torr; for 16h; chemoselective reaction; | 90% |
2,3-epoxy-3-phenyl-1-propanol
A
3-Phenylpropenol
B
3-phenyl-propenal
Conditions | Yield |
---|---|
With carbon monoxide; water at 27℃; under 760.051 Torr; for 16h; chemoselective reaction; | A 90% B n/a |
1-(4-methoxybenzyloxy)-3-phenylprop-2-ene
3-Phenylpropenol
Conditions | Yield |
---|---|
With trichlorophosphate In 1,2-dichloro-ethane at 20℃; for 0.833333h; | 90% |
With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene In dichloromethane at 40℃; for 2h; | 2% |
(E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene
3-Phenylpropenol
Conditions | Yield |
---|---|
In water; N,N-dimethyl-formamide at 100℃; for 3h; | 89% |
Conditions | Yield |
---|---|
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction; | 100% |
With hydrogen In water at 20℃; under 760.051 Torr; for 2h; Sealed tube; | 100% |
With hydrogen In ethanol at 100℃; under 30003 Torr; Flow reactor; Green chemistry; chemoselective reaction; | 100% |
Conditions | Yield |
---|---|
With 1,1,1,2,2,2-hexamethyldisilane; pyridinium hydrobromide perbromide In chloroform at 25℃; for 0.5h; | 100% |
With chloro-trimethyl-silane; lithium bromide In acetonitrile for 12h; Heating; | 93% |
With carbon tetrabromide; polystyrene-supported triphenylphosphine In chloroform at 20℃; for 0.166667h; | 89% |
Conditions | Yield |
---|---|
With dimethyl selenoxide In dichloromethane for 7h; Heating; | 100% |
With 2,2'-bipyridylchromium peroxide In benzene for 1.25h; Heating; | 100% |
With tert.-butylhydroperoxide; polystyrene-bound phenylselenic acid In tetrachloromethane for 63h; Heating; | 100% |
Dimethoxymethane
3-Phenylpropenol
γ-Phenyl-allylalkohol-methoxy-methylether
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; lithium bromide for 0.75h; Ambient temperature; | 100% |
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00555556h; Microwave irradiation; | 98% |
With 1-butyl-3-methylimidazolium tetrachloroindate for 0.025h; Microwave irradiation; chemoselective reaction; | 97% |
With tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate at 20℃; for 0.0833333h; | 95% |
Conditions | Yield |
---|---|
With Ir(ClO4)(CO)(PPh3)2; hydrogen In chloroform-d1 at 25℃; under 760 Torr; for 3h; | 100% |
With (1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen In tetrahydrofuran at 23℃; for 1h; | 100% |
With 20 % Pd(OH)2/C; hydrogen In benzene at 20℃; Inert atmosphere; | 92% |
benzoic acid methyl ester
3-Phenylpropenol
A
methanol
B
cinnamyl benzoate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
3-Phenylpropenol
benzoic acid ethyl ester
A
ethanol
B
cinnamyl benzoate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
3-Phenylpropenol
3-phenylpropanoic acid methyl ester
A
methanol
B
3-phenyl-2-propenyl benzenepropanoate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
3-Phenylpropenol
ethyl dihydrocinnamate
A
ethanol
B
3-phenyl-2-propenyl benzenepropanoate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
Conditions | Yield |
---|---|
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h; | 100% |
With iron(III)-acetylacetonate In n-heptane at 105℃; for 20h; Inert atmosphere; | 96% |
ethyl 3-phenyl-2-propenoate
3-Phenylpropenol
3-phenyl-2-propen-1-yl 3-phenylacrylate
Conditions | Yield |
---|---|
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h; | 100% |
Conditions | Yield |
---|---|
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h; | 100% |
3-Phenylpropenol
3-phenylpropanoic acid methyl ester
3-phenyl-2-propenyl benzenepropanoate
Conditions | Yield |
---|---|
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h; | 100% |
With zinc diacetate In toluene for 18h; Reflux; |
3-Phenylpropenol
ethyl dihydrocinnamate
3-phenyl-2-propenyl benzenepropanoate
Conditions | Yield |
---|---|
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h; | 100% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); hypophosphorous acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-Amyl alcohol at 102℃; for 24h; Molecular sieve; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-Amyl alcohol at 102℃; for 24h; Inert atmosphere; | 100% |
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 115℃; for 24h; | 87% |
Conditions | Yield |
---|---|
Stage #1: 3-Phenylpropenol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 30℃; for 1.25h; Stage #2: N-phenyl-benzimidoyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 20h; | 100% |
Stage #1: 3-Phenylpropenol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Stage #2: N-phenyl-benzimidoyl chloride In tetrahydrofuran; mineral oil for 2h; Stage #3: With tert-butyl methyl ether In tetrahydrofuran; water; mineral oil |
2-bromoisobutyric acid bromide
3-Phenylpropenol
cinnamyl 2-bromo-2-methylpropanoate
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0℃; for 1.5h; Inert atmosphere; | 100% |
Stage #1: 3-Phenylpropenol With sodium hydride In dichloromethane; mineral oil at 20℃; for 0.166667h; Stage #2: 2-bromoisobutyric acid bromide In dichloromethane; mineral oil at 20℃; |
Conditions | Yield |
---|---|
With palladium diacetate; sodium 3-(diphenylphosphanyl)benzenesulfonate In water at 70℃; stereoselective reaction; | 100% |
Conditions | Yield |
---|---|
With diethylzinc In hexane; dichloromethane at 0 - 20℃; for 18.5h; | 100% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-Amyl alcohol for 24h; Reflux; Inert atmosphere; Dean-Stark; | 100% |
3-Phenylpropenol
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-Amyl alcohol for 24h; Reflux; Inert atmosphere; Dean-Stark; | 100% |
Conditions | Yield |
---|---|
With Cp2Ti(OSO2C8F17)2 at 20℃; for 0.0833333h; Neat (no solvent); | 99% |
With pyridine In dichloromethane at 20℃; for 24h; Inert atmosphere; | 99% |
cerium triflate In acetonitrile at 20℃; for 2.5h; | 98% |
Conditions | Yield |
---|---|
Stage #1: 3-Phenylpropenol With dmap; triethylamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: benzoyl chloride In dichloromethane for 15h; Inert atmosphere; | 99% |
Stage #1: 3-Phenylpropenol With pyridine; dmap In dichloromethane at 5℃; for 0.166667h; Inert atmosphere; Sealed tube; Stage #2: benzoyl chloride In dichloromethane at 5 - 20℃; for 16h; Inert atmosphere; Sealed tube; | 89% |
With samarium In acetonitrile at 70℃; for 0.05h; | 77% |
trimethylsilylazide
3-Phenylpropenol
trimethylsilyl cinnamyl ether
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; Ambient temperature; | 99% |
Basic Information of Cinnamyl alcohol:
The Cinnamyl alcohol, with the CAS registry number 104-54-1, is also known as 3-Phenyl-2-propene-1-ol. It belongs to the product categories of Pharmaceutical Intermediates;Benzhydrols, Benzyl & Special Alcohols.This chemical's molecular formula is C9H10O and molecular weight is 134.18.Its EINECS number is 203-212-3. What's more,Its systematic name is Cinnamyl alcohol. It is a colourless solid,and it is Stable. Incompatible with strong oxidizing agents.
Physical properties about Cinnamyl alcohol are:
(1)ACD/LogP: 1.576; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.58; (4)ACD/LogD (pH 7.4): 1.58; (5)ACD/BCF (pH 5.5): 9.28; (6)ACD/BCF (pH 7.4): 9.28; (7)ACD/KOC (pH 5.5): 171.47; (8)ACD/KOC (pH 7.4): 171.47; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 43.677 cm3; (14)Molar Volume: 127.915 cm3; (15)Surface Tension: 42.6879997253418 dyne/cm; (16)Density: 1.049 g/cm3; (17)Flash Point: 124.762 °C; (18)Enthalpy of Vaporization: 51.485 kJ/mol; (19)Boiling Point: 249.999 °C at 760 mmHg; (20)Vapour Pressure: 0.0120000001043081 mmHg at 25°C;
Safety Information of Cinnamyl alcohol:
The Cinnamyl alcohol is harmful if swallowed .It is irritating to eyes and skin .And it may cause sensitization by skin contact,so you need avoid contact with skin. When you use it ,wear suitable protective clothing ,gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES:c1ccc(cc1)/C=C/CO;
(2)Std. InChI:InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+;
(3)Std. InChIKey:OOCCDEMITAIZTP-QPJJXVBHSA-N.
The toxicity data of Cinnamyl alcohol as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 2675mg/kg (2675mg/kg) | Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974. | |
mouse | LD50 | oral | 2675mg/kg (2675mg/kg) | Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974. | |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 855, 1974. | |
rat | LD50 | oral | 2gm/kg (2000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 855, 1974. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View