Product Name

  • Name

    Cinnamyl alcohol

  • EINECS 203-212-3
  • CAS No. 104-54-1
  • Article Data526
  • CAS DataBase
  • Density 1.044 g/cm3
  • Solubility 1.8 g/L (20 °C) in water
  • Melting Point 30-33 °C(lit.)
  • Formula C9H10O
  • Boiling Point 249.999 °C at 760 mmHg
  • Molecular Weight 134.178
  • Flash Point 124.762 °C
  • Transport Information 2811
  • Appearance colourless solid
  • Safety 26-36/37-37/39-24
  • Risk Codes 22-36/38-43-36
  • Molecular Structure Molecular Structure of 104-54-1 (Cinnamyl alcohol)
  • Hazard Symbols HarmfulXn
  • Synonyms 3-Phenyl-2-propenol;Phenyl-2-propen-1-ol;gamma.-Phenylallyl alcohol;Styrone;gamma-Phenylallyl alcohol;Styrylcarbinol;2-Propen-y1-ol, 3-phenyl-;2-Propen-1-ol, 3-phenyl-;Zimtalcohol;2-Propen-1-ol,3-phenyl-;3-Phenyl-2-propen-1-ol;Styryl alcohol;3-phenylprop-2-en-1-ol;Styryl carbinol;Propenoic acid, 3-phenyl-, (trans)-;3-Fenyl-2-propen-1-ol [Czech];1-Phenylprop-1-en-3-ol;Alkohol skoricovy [Czech];3-Phenylallyl alcohol;Cinnamic alcohol FCC;Cinnamic Alcohol , Natural;3-Phenyl 2-Propen-1-ol;cinnamic alcohol,cinnamyl alcohol;Cinnamic alcohol;Cinnamyl Alcohol, Cinnamic Alcohol;
  • PSA 20.23000
  • LogP 1.69210

Synthetic route

3-phenyl-propenal
104-55-2

3-phenyl-propenal

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
99441-44-8, 80356-15-6

3-phenyl-2-propenyl tetrahydro-2H-pyran-2-yl ether

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
109283-53-6, 141427-94-3, 18042-41-6

trimethylsilyl cinnamyl ether

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
cinnamyl formate
104-65-4

cinnamyl formate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
71700-50-0

1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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.
cinnamyl acetate
103-54-8

cinnamyl acetate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
methyl cinnamate
103-26-4

methyl cinnamate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
1-Phenyl-2-propen-1-ol
4393-06-0

1-Phenyl-2-propen-1-ol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
1146218-82-7

C15H20O2

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

A

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

B

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
14371-10-9

(E)-3-phenylpropenal

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
cinnamyl chloride
2687-12-9

cinnamyl chloride

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 1h; Ionic liquid;96%
iodobenzene
591-50-4

iodobenzene

allyl alcohol
107-18-6

allyl alcohol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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.
methanol
67-56-1

methanol

Cinnamic acid
621-82-9

Cinnamic acid

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at 110℃; for 4h; Sealed tube;94%
Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With poly-η-(pyridine)zinc borohydride In diethyl ether for 3.5h; Ambient temperature;93%
Cinnamic acid
621-82-9

Cinnamic acid

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
2-(cinnamyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(cinnamyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With silica gel In ethyl acetate; Petroleum ether93%
In methanol at 20℃; for 5h; Inert atmosphere; Glovebox;86%
With silica gel at 25℃; Inert atmosphere; Glovebox;78%
C22H22OSi

C22H22OSi

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With Nonafluorobutanesulfonyl fluoride; TPGS-750-M In propan-1-ol; water at 50℃; for 8h; Reagent/catalyst; Solvent; Temperature; Green chemistry; chemoselective reaction;93%
3-phenyl-propenal
104-55-2

3-phenyl-propenal

A

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

B

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
3-Phenyl-2-propyn-1-ol
1504-58-1

3-Phenyl-2-propyn-1-ol

A

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

B

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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;
C30H28O3

C30H28O3

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 5h; ether cleavage; Heating;90%
diisopropyl-1H,1H,2H,2H-perfluorodecylsilyl cinnamyl ether
374928-86-6

diisopropyl-1H,1H,2H,2H-perfluorodecylsilyl cinnamyl ether

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With fluorosilicic acid In methanol; acetonitrile for 36h;90%
C16H16O2

C16H16O2

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone Product distribution / selectivity;90%
C12H16O2
1146218-83-8

C12H16O2

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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%
trans (3-phenyloxiran-2-yl)methanol

trans (3-phenyloxiran-2-yl)methanol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With carbon monoxide In water at 27℃; under 760.051 Torr; for 16h; chemoselective reaction;90%
Conditions
ConditionsYield
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
282716-03-4

1-(4-methoxybenzyloxy)-3-phenylprop-2-ene

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
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
100009-29-8

(E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene

CsCO3

CsCO3

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 100℃; for 3h;89%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

Cinnamyl bromide
4392-24-9

Cinnamyl bromide

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenyl-propenal
104-55-2

3-phenyl-propenal

Conditions
ConditionsYield
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
109-87-5

Dimethoxymethane

3-Phenylpropenol
104-54-1

3-Phenylpropenol

γ-Phenyl-allylalkohol-methoxy-methylether
88738-40-3, 91970-13-7

γ-Phenyl-allylalkohol-methoxy-methylether

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

Conditions
ConditionsYield
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
93-58-3

benzoic acid methyl ester

3-Phenylpropenol
104-54-1

3-Phenylpropenol

A

methanol
67-56-1

methanol

B

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

A

ethanol
64-17-5

ethanol

B

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

A

methanol
67-56-1

methanol

B

3-phenyl-2-propenyl benzenepropanoate
140671-25-6, 28048-98-8

3-phenyl-2-propenyl benzenepropanoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

A

ethanol
64-17-5

ethanol

B

3-phenyl-2-propenyl benzenepropanoate
140671-25-6, 28048-98-8

3-phenyl-2-propenyl benzenepropanoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

3-Phenylpropenol
104-54-1

3-Phenylpropenol

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
[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
103-36-6

ethyl 3-phenyl-2-propenoate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenyl-2-propen-1-yl 3-phenylacrylate
40918-97-6, 61019-10-1, 122-69-0

3-phenyl-2-propen-1-yl 3-phenylacrylate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h;100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h;100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

3-phenyl-2-propenyl benzenepropanoate
140671-25-6, 28048-98-8

3-phenyl-2-propenyl benzenepropanoate

Conditions
ConditionsYield
[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
104-54-1

3-Phenylpropenol

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

3-phenyl-2-propenyl benzenepropanoate
140671-25-6, 28048-98-8

3-phenyl-2-propenyl benzenepropanoate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h;100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

bis-cinnamyl-phosphinic acid

bis-cinnamyl-phosphinic acid

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

cinnamyl(phenyl)phosphonic acid

cinnamyl(phenyl)phosphonic acid

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

N-phenyl-benzimidoyl chloride
4903-36-0

N-phenyl-benzimidoyl chloride

3-phenylallyl (N-phenyl)benzimidate

3-phenylallyl (N-phenyl)benzimidate

Conditions
ConditionsYield
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
20769-85-1

2-bromoisobutyric acid bromide

3-Phenylpropenol
104-54-1

3-Phenylpropenol

cinnamyl 2-bromo-2-methylpropanoate
60533-00-8

cinnamyl 2-bromo-2-methylpropanoate

Conditions
ConditionsYield
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℃;
3-Phenylpropenol
104-54-1

3-Phenylpropenol

anthranilic acid
118-92-3

anthranilic acid

2-(cinnamylamino)benzoic acid
99753-82-9

2-(cinnamylamino)benzoic acid

Conditions
ConditionsYield
With palladium diacetate; sodium 3-(diphenylphosphanyl)benzenesulfonate In water at 70℃; stereoselective reaction;100%
diiodomethane
75-11-6

diiodomethane

3-Phenylpropenol
104-54-1

3-Phenylpropenol

(trans)-(2-phenylcyclopropyl)methanol

(trans)-(2-phenylcyclopropyl)methanol

Conditions
ConditionsYield
With diethylzinc In hexane; dichloromethane at 0 - 20℃; for 18.5h;100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

butyl cinnamyl-H-phosphinate
1012339-08-0

butyl cinnamyl-H-phosphinate

butyl bis cinnamylphosphinate

butyl bis cinnamylphosphinate

Conditions
ConditionsYield
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
104-54-1

3-Phenylpropenol

butyl (2-ethylphthalimide)-H-phosphinate

butyl (2-ethylphthalimide)-H-phosphinate

butyl (2-ethylphthalimide)cinnamylphosphinate

butyl (2-ethylphthalimide)cinnamylphosphinate

Conditions
ConditionsYield
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
104-54-1

3-Phenylpropenol

acetic anhydride
108-24-7

acetic anhydride

cinnamyl acetate
103-54-8

cinnamyl acetate

Conditions
ConditionsYield
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%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

benzoyl chloride
98-88-4

benzoyl chloride

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
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
4648-54-8

trimethylsilylazide

3-Phenylpropenol
104-54-1

3-Phenylpropenol

trimethylsilyl cinnamyl ether
109283-53-6, 141427-94-3, 18042-41-6

trimethylsilyl cinnamyl ether

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h; Ambient temperature;99%

Cinnamyl alcohol Specification

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.

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