Product Name

  • Name

    trans-Cinnamaldehyde

  • EINECS 203-213-9
  • CAS No. 14371-10-9
  • Article Data630
  • CAS DataBase
  • Density 1.035 g/cm3
  • Solubility 1.1 g/L (20 °C) in water
  • Melting Point -9--4 °C(lit.)
  • Formula C9H8O
  • Boiling Point 246.841 °C at 760 mmHg
  • Molecular Weight 132.162
  • Flash Point 71.111 °C
  • Transport Information
  • Appearance Clear yellow liquid
  • Safety 26-36/37-37/39-24
  • Risk Codes 36/37/38-43-21
  • Molecular Structure Molecular Structure of 14371-10-9 (trans-Cinnamaldehyde)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 2-Propenal,3-phenyl-, (E)-;Cinnamaldehyde, (E)- (8CI);(2E)-3-Phenyl-2-propenal;(E)-3-Phenylacrolein;(E)-3-Phenylprop-2-enal;(E)-3-Phenylprop-2-enone;(E)-3-Phenylpropenal;(E)-Cinnamaldehyde;E-Cinnamyl aldehyde;trans-3-Phenyl-2-propenal;trans-3-Phenylpropenal;trans-Benzenepropenal;
  • PSA 17.07000
  • LogP 1.89870

Synthetic route

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With 3-methyl-5-deaza-10-oxaflavin; toluene-4-sulfonic acid In 1,4-dioxane for 1h; Product distribution; Heating; other 3-methyl-5-deaza-10-oxaflavins; other alcohols;100%
With manganese(IV) oxide In hexane for 2h; Ambient temperature;100%
With molecular sieve; In dichloromethane for 0.5h; Ambient temperature;100%
5-phenyl-4,5-dihydro-1H-pyrazole
936-47-0

5-phenyl-4,5-dihydro-1H-pyrazole

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With benzeneseleninic anhydride In dichloromethane for 4h; Ambient temperature;100%
(E)-cinnamaldehyde dimethylacetal
4364-06-1

(E)-cinnamaldehyde dimethylacetal

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 1h; Ambient temperature;100%
With polymer-supported dicyanoketene acetal; water In acetonitrile at 20℃; for 0.5h; Hydrolysis;100%
With tin(ll) chloride; naphthalene In dichloromethane for 0.0833333h; Ambient temperature;99%
2,3-dibromo-3-phenyl propanal
66894-04-0, 62248-40-2

2,3-dibromo-3-phenyl propanal

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; tri-n-butyl-tin hydride In tetrahydrofuran for 0.5h; Ambient temperature;100%
2-(trans-styryl)-3-ethyl-1,3-oxazolidine
1021956-61-5

2-(trans-styryl)-3-ethyl-1,3-oxazolidine

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With diazomethane; copper(II) bis(trifluoromethanesulfonate) In diethyl ether; dichloromethane at 5 - 10℃;100%
(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

benzyl alcohol
100-51-6

benzyl alcohol

A

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In toluene at 20℃; for 12h;A 15%
B 99%
...Expand
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With oxygen; palladium diacetate; trifluoroacetic acid In dimethyl sulfoxide at 80℃; for 6h; Sealed tube;98%
With 4-methyl-morpholine; bis(benzonitrile)palladium(II) dichloride; silver trifluoromethanesulfonate In tetrahydrofuran; dichloromethane for 12h; Ambient temperature;88%
With 4-methyl-morpholine; bis(benzonitrile)palladium(II) dichloride; silver trifluoromethanesulfonate In tetrahydrofuran; dichloromethane for 12h; Product distribution; Ambient temperature; different aldehydes and reagent;88%
Phenylpropargyl aldehyde
2579-22-8

Phenylpropargyl aldehyde

trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

A

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

B

tris(natrium-m-sulfonatophenyl)phosphanoxid
98511-67-2

tris(natrium-m-sulfonatophenyl)phosphanoxid

Conditions
ConditionsYield
In water Ambient temperature;A 98%
B n/a
...Expand
trans-cinnamaldehyde diethylacetal
25226-98-6

trans-cinnamaldehyde diethylacetal

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With nitric acid; acetic anhydride at -50℃;98%
With aluminum oxide; Oxone for 0.0266667h; Hydrolysis; Microwave irradiation;89%
With tin(ll) chloride In dichloromethane for 1h; Ambient temperature;84%
2-[(E)-2-phenylethenyl]-1,3-dioxolane
83977-12-2, 5660-60-6

2-[(E)-2-phenylethenyl]-1,3-dioxolane

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With Ru(CH3CN)3(triphos)(OTf)2 (triphos = CH3C(CH2PPh2)3); acetone for 6h; Ambient temperature;98%
With lithium chloride In water; dimethyl sulfoxide at 90℃; for 6h;96%
With tin(ll) chloride In dichloromethane for 2h; Ambient temperature; other dioxolanes, other acetals and other pyran;95%
(E)-1,1-diacetoxy-3-phenylprop-2-ene
64847-78-5

(E)-1,1-diacetoxy-3-phenylprop-2-ene

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With Montmorillonite K10 In dichloromethane for 0.75h; Heating;98%
With aminosulfonic acid In benzene for 0.25h; Heating;96%
With N,N'-dibromo-N,N'-(1,2-ethanediyl)bis(p-toluenesulfonamide); water at 20℃; for 0.0666667h; solid-phase reaction;96%
1-phenylprop-2-ynyl acetate
16169-88-3, 84681-19-6, 116119-86-9, 116182-55-9

1-phenylprop-2-ynyl acetate

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With water; silver hexafluoroantimonate In tetrahydrofuran at 80℃; for 0.2h; Meyer-Schuster rearrangement; microwave irradiation;98%
With toluene-4-sulfonic acid In 1,2-dichloro-ethane at 60℃; for 1h; Meyer-Schuster Rearrangement; stereoselective reaction;70%
With methyl trifluoromethanesulfonate In 2,2,2-trifluoroethanol at 70℃; for 1h;65%
(Z)-cinnamyl alcohol
4510-34-3

(Z)-cinnamyl alcohol

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 5,6,9,10-tetrahydro-4H,8H-pyrido[3,2,1-ij][1,6]naphthyridine; oxygen; copper(I) bromide In acetonitrile at 20℃; for 16.5h; Schlenk technique;98%
Sodium; 6-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-hexanoate

Sodium; 6-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-hexanoate

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde;97.9%
trans-3-phenylprop-2-enyl chloride
21087-29-6

trans-3-phenylprop-2-enyl chloride

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With N-ethylmorpholine N-oxide In N,N-dimethyl-formamide r.t., 1 h, 50 deg C, 4 h;97%
With sodium periodate In N,N-dimethyl-formamide at 150℃; for 0.916667h;84%
With ethanol; hexamethylenetetramine
Multi-step reaction with 3 steps
1.1: sodium iodide / acetone / 1.5 h / 20 °C
2.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere; Sealed tube
2.2: 6 h / 40 °C / Inert atmosphere
3.1: 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate / dichloromethane; water / 45 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium iodide / acetone / 1.5 h / 20 °C
2.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere; Sealed tube
2.2: 6 h / 40 °C / Inert atmosphere
3.1: 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate / dichloromethane; water / 45 °C
View Scheme
(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With hydrogenchloride; aluminum isopropoxide In ethyl acetate; benzene97%
allylbenzene
300-57-2

allylbenzene

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride In 1,2-dichloro-ethane at 50℃; for 2h; stereoselective reaction;96%
With water; oxygen; palladium diacetate In dimethyl sulfoxide at 100℃; under 760.051 Torr; for 24h; Reagent/catalyst; Solvent; Green chemistry; regioselective reaction;85%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 60℃; for 10h;76%
2-styryl-1,3-dithiane
69178-10-5

2-styryl-1,3-dithiane

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With silica gel; ferric nitrate In hexane at 50℃; for 0.166667h;96%
With p-iodoxybenzoic acid In dimethyl sulfoxide at 25℃; for 0.75h;91%
With Amberlite IR-120; palladium on activated charcoal In methanol for 36h; Heating;74%
With Dimethoxymethane; oxalic acid In nitromethane at 60℃; for 25h;67%
With Dess-Martin periodane In dichloromethane; water; acetonitrile at 20℃; for 1h;
3,3-bis(dodecylthio)-1-phenyl-1-propene

3,3-bis(dodecylthio)-1-phenyl-1-propene

Dimethoxymethane
109-87-5

Dimethoxymethane

A

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

B

1-dodecylsulfanylmethylsulfanyldodecane
31336-25-1

1-dodecylsulfanylmethylsulfanyldodecane

Conditions
ConditionsYield
With oxalic acid In nitromethane at 60℃; for 14h;A 95%
B 96%
...Expand
tris(ethoxyvinyl)borane
1151545-40-2

tris(ethoxyvinyl)borane

benzaldehyde
100-52-7

benzaldehyde

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
Stage #1: tris(ethoxyvinyl)borane With diethylzinc In toluene at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: benzaldehyde In toluene at -78 - 20℃; for 14h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In diethyl ether; toluene at 0℃; pH=> 4; Inert atmosphere;		96%
1-Phenyl-2-propyn-1-ol
4187-87-5

1-Phenyl-2-propyn-1-ol

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With trifluoroacetic acid; [Ru(η3-2-C3H4Me)(CO)(1,1'-(Ph2P)2-ferrocene)][SbF6] In tetrahydrofuran for 3.5h; Meyer-Schuster rearrangement; Heating;95%
With [Re(κ3-P,N,S-Ph2PCH2P{=NP(=S)(OPh)2}Ph2)(CO)3]SbF6 at 80℃; for 0.25h; Catalytic behavior; Time; Meyer-Schuster Rearrangement; Inert atmosphere; Schlenk technique;93%
With [Re(κ3-P,N,S-Ph2PCH2P{=NP(=S)(OPh)2}Ph2)(CO)3]SbF6 In tetrahydrofuran at 80℃; for 0.0833333h; Meyer-Schuster rearrangement; Microwave irradiation; Inert atmosphere; regioselective reaction;92%
2-styryl-1,3-dithiane
69178-10-5

2-styryl-1,3-dithiane

A

1.3-propanedithiol
109-80-8

1.3-propanedithiol

B

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With magnesium(II) perchlorate; water; methylene green In acetonitrile Irradiation;A n/a
B 95%
With magnesium(II) perchlorate; water; methylene green In acetonitrile Mechanism; Irradiation; various dithio derivatives;A n/a
B 95%
1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene
71700-50-0

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

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With dioxochloro(trimethylsiloxy)chromate(VI) In dichloromethane for 1h;95%
With quinolinium monofluorochromate(VI) In dichloromethane; N,N-dimethyl-formamide for 15h; Ambient temperature;66%
(E)-2-(2-phenylethenyl)-1,3-dithiolane
87094-78-8

(E)-2-(2-phenylethenyl)-1,3-dithiolane

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With silica gel; ferric nitrate In hexane at 50℃; for 0.166667h;95%
With cerium(III) chloride; sodium iodide In acetonitrile for 3.5h; Heating;93%
With iron(III) chloride; potassium iodide In methanol for 3h; Heating;90%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 0.25h;78%
With O-phenyl phosphorodichloridate; N,N-dimethyl-formamide; sodium iodide 1.) acetonitrile, few min, room temp., 2.) 5 h, room temp.; Yield given. Multistep reaction;
2-styryl-1,3-oxathiolane
113124-71-3

2-styryl-1,3-oxathiolane

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; nitrobenzaldehyde polymer In dichloromethane for 2h; Ambient temperature;95%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; β‐cyclodextrin In water; acetone at 20℃; for 0.333333h;90%
With 4-nitrobenzaldehdye; trimethylsilyl trifluoromethanesulfonate In dichloromethane for 0.0833333h; Ambient temperature;75%
C15H14O3S

C15H14O3S

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With triethylamine In dichloromethane95%
Phenylpropargyl aldehyde
2579-22-8

Phenylpropargyl aldehyde

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With Pd3Pb/SiO2; RhSb/SiO2; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 4.3h;94%
With water; triphenylphosphine; benzoic acid In tetrahydrofuran at 65℃; for 24h; diastereoselective reaction;87%
With palladium on activated charcoal; ethanol Hydrogenation;
With TPPMS (meta-monosulfonated triphenylphosphane, Na salt); water for 1h;
With hydrogen; silica gel In (2)H8-toluene at 100℃; under 3800.26 Torr; for 15h; diastereoselective reaction;n/a
3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

A

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

B

3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

Conditions
ConditionsYield
With p-CO2H-IBX In N,N-dimethyl-formamide at 55 - 60℃; for 4h;A 5%
B 94%
2-styryl-1,3-dithiane-1-oxide
387391-37-9

2-styryl-1,3-dithiane-1-oxide

(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 20℃; for 12h;94%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

phenylmagnesium bromide

phenylmagnesium bromide

(E)-1,3-diphenyl-2-propen-1-ol
62668-02-4

(E)-1,3-diphenyl-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 16h;100%
In diethyl ether at 0 - 20℃; for 8h;39%
With diethyl ether
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

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

3-Phenyl-1-propanol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h;100%
With baker's yeast; D-glucose; resin XAD 1180 In water at 28℃; for 24h;100%
With (7,8-benzoquinolinato)hydrido(aqua)bis(triphenylphosphine)iridium(III) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen; N-ethyl-N,N-diisopropylamine In toluene at 80℃; under 760.051 Torr; for 4h;98%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; UV-irradiation;100%
With oxygen; potassium carbonate; 1,3-bis(mesityl)imidazolium chloride In water; N,N-dimethyl-formamide at 25℃; for 16h;99%
With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In toluene at 10℃; for 1h; Product distribution; var. solvents; other reaction partners; other aldehydes;95%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h;100%
With Zn(BH4)2(Ph3P)2 In tetrahydrofuran for 0.4h; Reduction; Heating;100%
With borohydride Ultra resin In methanol at 20℃; for 4h;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester
137153-74-3

2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester

Conditions
ConditionsYield
In ethanol100%
With ethanol; sodium ethanolate at -10℃;
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

phenylacetylene
536-74-3

phenylacetylene

(1E)-1,5-diphenylpent-1-en-4-yn-3-ol
63124-66-3, 128812-14-6

(1E)-1,5-diphenylpent-1-en-4-yn-3-ol

Conditions
ConditionsYield
Stage #1: phenylacetylene With ethylmagnesium bromide In tetrahydrofuran at 50℃; for 1h;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran at 23 - 25℃; for 3h; Further stages.;		100%
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran; hexane at -78℃; for 1h; Further stages.;		97%
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; pentane at -78℃;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran; pentane at -78℃;		89%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

(2E,4E)-2-cyano-5-phenyl-2,4-pentadienoic acid ethyl ester
41109-95-9

(2E,4E)-2-cyano-5-phenyl-2,4-pentadienoic acid ethyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.25h; Knoevenagel Condensation; Green chemistry;100%
With zinc(II) chloride at 100℃; for 1.5h;92%
With 1-methyl-piperazine at 25 - 30℃; for 0.166667h; Knoevenagel condensation;91%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

2-Methoxypropene
116-11-0

2-Methoxypropene

[(E)-5-Methoxy-3-(1-methoxy-1-methyl-ethoxy)-hexa-1,5-dienyl]-benzene
148587-30-8

[(E)-5-Methoxy-3-(1-methoxy-1-methyl-ethoxy)-hexa-1,5-dienyl]-benzene

Conditions
ConditionsYield
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; acetic acid In dichloromethane for 18h; Ambient temperature;100%
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; silica gel; acetic acid at 25℃;83%
With silica gel; acetic acid; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium In dichloromethane at 25℃; Addition;83%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

(E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile
100573-50-0, 40326-21-4, 79248-45-6

(E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile

Conditions
ConditionsYield
With zinc(II) iodide In dichloromethane at 20℃; for 2h; Addition;100%
With 1-methoxy-2-methyl-1-(trimethylsiloxy)propene at 19℃; for 36h;99%
With tin-tungsten mixed oxide, Sn/W molar ratio = 2, calcined at 800 °C In 1,2-dichloro-ethane at 22 - 23℃; for 1h; Inert atmosphere;99%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

2-propylidene malonic acid dimethyl ester
18795-82-9

2-propylidene malonic acid dimethyl ester

2-[(2E,4E)-2-Methyl-5-phenyl-penta-2,4-dien-(E)-ylidene]-malonic acid monomethyl ester
143468-50-2

2-[(2E,4E)-2-Methyl-5-phenyl-penta-2,4-dien-(E)-ylidene]-malonic acid monomethyl ester

Conditions
ConditionsYield
N-benzyl-trimethylammonium hydroxide In methanol for 24h; Ambient temperature;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

sodium 6-aminohexanoate
7234-49-3

sodium 6-aminohexanoate

Sodium; 6-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-hexanoate

Sodium; 6-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-hexanoate

Conditions
ConditionsYield
In di-isopropyl ether; water for 0.0416667h; Product distribution; Ambient temperature; separation of aldehyde;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

cinnamic nitrile
1885-38-7

cinnamic nitrile

Conditions
ConditionsYield
With trimethylsilylacetylene; zinc(II) chloride In chloroform for 4h; Ambient temperature;100%
With 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride at 100℃; for 0.25h; Condensation; microwave irradiation;100%
With hydroxylamine hydrochloride In 1-methyl-pyrrolidin-2-one at 100℃; for 0.0833333h;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

cinnamaldehyde oxime
59336-59-3

cinnamaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride100%
With hydroxylamine hydrochloride; sodium hydroxide In methanol; water at 20℃; for 0.5h;90%
With hydroxylamine hydrochloride; triethylamine In dichloromethane at 25℃; Inert atmosphere;85%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

4-methoxy-aniline
104-94-9

4-methoxy-aniline

(E)-4-methoxy-N-((E)-3-phenylallylidene)aniline
88315-63-3

(E)-4-methoxy-N-((E)-3-phenylallylidene)aniline

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane for 4h; Ambient temperature;100%
With magnesium sulfate In ethyl acetate for 1h; Ambient temperature;100%
In neat (no solvent) for 0.25h;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-cinnamylidene-p-anisidine
80542-40-1

N-cinnamylidene-p-anisidine

Conditions
ConditionsYield
With magnesium sulfate In ethyl acetate at 20℃; Inert atmosphere;100%
Ambient temperature;98%
In toluene for 3.5h; Reflux;90%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

phenyllithium
591-51-5

phenyllithium

(E)-1,3-diphenyl-1-trimethylsilyloxy-2-propene
94740-99-5

(E)-1,3-diphenyl-1-trimethylsilyloxy-2-propene

Conditions
ConditionsYield
Stage #1: (E)-3-phenylpropenal; phenyllithium In tetrahydrofuran at -78℃; for 0.25h;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran Further stages.;		100%
1) THF, -20 deg C, 15 min; 2) THF, RT, 12 h; Yield given. Multistep reaction;
...Expand
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

trans-cinnamaldehyde diethylacetal
25226-98-6

trans-cinnamaldehyde diethylacetal

Conditions
ConditionsYield
With lithium tetrafluoroborate In ethanol at 40℃; for 2h;100%
With N-Bromosuccinimide In ethanol at 20℃; for 0.5h; Inert atmosphere;97%
aminosulfonic acid at 25℃; for 2h;92%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

ethyl iodoacetae
623-48-3

ethyl iodoacetae

(E)-ethyl 3-hydroxy-5-phenylpent-4-enoate
95728-97-5

(E)-ethyl 3-hydroxy-5-phenylpent-4-enoate

Conditions
ConditionsYield
With indium iodide In tetrahydrofuran for 17h; Ambient temperature;100%
With manganese; copper(l) iodide; trifluoroacetic acid In acetonitrile at 20℃; for 12h; Reformatsky Reaction; Schlenk technique; Inert atmosphere;93%
With indium In tetrahydrofuran for 1.5h; Ambient temperature;89%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

benzylamine
100-46-9

benzylamine

(E,E)-4-aza-1,5-diphenylpenta-1,3-diene
119353-37-6

(E,E)-4-aza-1,5-diphenylpenta-1,3-diene

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane for 0.5h; Heating;100%
With aluminum oxide for 12h;100%
In diethyl ether at 25℃;94%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

benzylamine
100-46-9

benzylamine

N-((E)-3-phenylallylidene)benzylamine
60293-41-6

N-((E)-3-phenylallylidene)benzylamine

Conditions
ConditionsYield
With 4 A molecular sieve In benzene for 2h; Ambient temperature;100%
In toluene at 23℃; for 36h; Molecular sieve; Inert atmosphere;85%
With 4 A molecular sieve In dichloromethane at 0℃; for 12h;
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

malononitrile
109-77-3

malononitrile

(E)-2-(3-phenylallylidene)malononitrile
41109-96-0

(E)-2-(3-phenylallylidene)malononitrile

Conditions
ConditionsYield
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
With 1,4-diaza-bicyclo[2.2.2]octane In water at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry;100%
With fluorapatite at 20℃; for 1.5h; Knoevenagel condensation;98%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

(E)-1-Phenyl-1,3-butadiene
16939-57-4

(E)-1-Phenyl-1,3-butadiene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;		100%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; cyclohexane at 0℃; for 0.25h;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran; cyclohexane at 0 - 20℃; for 2h; Wittig olefination;		96%
Stage #1: Methyltriphenylphosphonium bromide In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: (E)-3-phenylpropenal In tetrahydrofuran; hexane at 0 - 20℃; for 10h; Inert atmosphere;		96%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

allyltributylstanane
24850-33-7

allyltributylstanane

(E)-1-phenyl-1,5-hexadien-3-ol
79299-29-9

(E)-1-phenyl-1,5-hexadien-3-ol

Conditions
ConditionsYield
With maleic acid at 20℃; for 2h;100%
(S)-Tol-BINAP*AgNO3 In ethanol; water at -40℃; for 20h; Alkylation;98%
With tin(ll) chloride In acetonitrile for 1h;97%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

5-Trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enylamine
176848-87-6

5-Trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enylamine

[(E)-3-Phenyl-prop-2-en-(E)-ylidene]-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-amine
176848-93-4

[(E)-3-Phenyl-prop-2-en-(E)-ylidene]-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-amine

Conditions
ConditionsYield
With 4 A molecular sieve In tetrahydrofuran Ambient temperature;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

N,N'-diacetylpiperazin-2,5-dione
3027-05-2

N,N'-diacetylpiperazin-2,5-dione

1-Acetyl-3-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-piperazine-2,5-dione

1-Acetyl-3-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-piperazine-2,5-dione

Conditions
ConditionsYield
With potassium In toluene for 0.0333333h; Irradiation;100%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

hexa-2,4-dienyl bromide
63072-78-6

hexa-2,4-dienyl bromide

(1E,5E)-1-Phenyl-4-vinyl-hepta-1,5-dien-3-ol

(1E,5E)-1-Phenyl-4-vinyl-hepta-1,5-dien-3-ol

Conditions
ConditionsYield
With indium In N,N-dimethyl-formamide at 0℃; for 3h;100%

trans-Cinnamaldehyde Chemical Properties

IUPAC Name: (E)-3-Phenylprop-2-enal  
Molecular Formula: C9H8O 
Molecular Weight: 132.16
EINECS: 203-213-9 
Molecule structure of trans-Cinnamaldehyde (CAS NO.14371-10-9):
 
Surface Tension: 38.9 dyne/cm 
Density: 1.034 g/cm3 
Flash Point: 71.1 °C 
Enthalpy of Vaporization: 48.4 kJ/mol 
Boiling Point: 246.8 °C at 760 mmHg
Vapour Pressure: 0.0265 mmHg at 25 °C
Melting Point: -9--4 °C(lit.)
Refractive index:  n20/D 1.622(lit.)
Storage temp:  0-6 °C
Water Solubility: 1.1 g/L (20 °C)
Sensitive: air sensitive 
XLogP3: 1.9
H-Bond Acceptor: 1
Rotatable Bond Count: 2
Exact Mass: 132.057515
MonoIsotopic Mass: 132.057515
Topological Polar Surface Area: 17.1
Heavy Atom Count: 10 
Canonical SMILES: C1=CC=C(C=C1)C=CC=O
Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=O
InChI: InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+
InChIKey: KJPRLNWUNMBNBZ-QPJJXVBHSA-N
Classification Code: Mutation data; Tumor data

trans-Cinnamaldehyde Uses

 trans-Cinnamaldehyde (CAS NO.14371-10-9) is used as flavoring spices of solvent, chemicals and food.

trans-Cinnamaldehyde Safety Profile

Hazard Codes: IrritantXi, HarmfulXn
Risk Statements: 36/37/38-43-21 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R43:May cause sensitization by skin contact. 
R21:Harmful in contact with skin.
Safety Statements: 26-36/37-37/39-24 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves. 
S37/39:Wear suitable gloves and eye/face protection. 
S24:Avoid contact with skin.
WGK Germany: 3
RTECS: GD6476000
F: 10-23

trans-Cinnamaldehyde Specification

 trans-Cinnamaldehyde (CAS NO.14371-10-9) is also named as (E)-3-Phenyl-2-propenal ; (E)-3-Phenylpropenal ; (E)-Cinnamaldehyde ; 4-07-00-00984 (Beilstein Handbook Reference) ; AI3-33275 ; BRN 1071571 ; CCRIS 3189 ; trans-Cinnamic aldehyde ; trans-Cinnamylaldehyde . trans-Cinnamaldehyde (CAS NO.14371-10-9) is clear yellow liquid with an odor of cinnamon and a sweet taste. May be sensitive to prolonged exposure to air and light. It is insoluble in water. trans-Cinnamaldehyde is incompatible with strong oxidizing agents and strong bases. trans-Cinnamaldehyde can also react with sodium hydroxide. It is combustible.

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