Product Name

  • Name

    trans-Cinnamic acid

  • EINECS 205-398-1
  • CAS No. 140-10-3
  • Article Data820
  • CAS DataBase
  • Density 1.184 g/cm3
  • Solubility Water Solubility: 0.4 g/L (20 °C); soluble in diethyl ether, insoluble in hexane
  • Melting Point 133 °C(lit.)
  • Formula C9H8O2
  • Boiling Point 265 °C at 760 mmHg
  • Molecular Weight 148.161
  • Flash Point 189.5 °C
  • Transport Information
  • Appearance White to almost white crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 140-10-3 (trans-Cinnamic acid)
  • Hazard Symbols IrritantXi
  • Synonyms trans-Cinnamic acid; (2E)-3-Phenylacrylic acid; Cinnamic acid; trans-Cinnamic Acid; Cinnamyl acid; trans-3-Phenylacrylic Acid; trans-3-Phenylacrylic acid,Cinnamic acid; 查看更多英文别名 收起
  • PSA 37.30000
  • LogP 1.78440

Synthetic route

(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%
ethyl cinnamate
4192-77-2

ethyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With barium dihydroxide In methanol at 80℃; for 2h;100%
98.5%
98.5%
iodobenzene
591-50-4

iodobenzene

acrylic acid
79-10-7

acrylic acid

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With triethylamine; PdCl2(4,4'-bis(n-C10F21CH2OCH2)-2,2'-bpy) In N,N-dimethyl-formamide at 140℃; for 3h; Heck reaction;100%
With potassium carbonate; palladium dichloride In water at 20 - 100℃; Heck reaction; Inert atmosphere;99%
With potassium hydroxide In water at 90℃; for 5h; Mizoroki-Heck reaction;99%
(E)-vinyl cinnamate
17719-70-9

(E)-vinyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With water; dichloro bis(acetonitrile) palladium(II) at 40℃; for 1h;100%
malonic acid
141-82-2

malonic acid

benzaldehyde
100-52-7

benzaldehyde

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With piperidine; pyridine at 22℃; for 3h; ultrasound;99%
With piperidine; pyridine at 90℃; for 1h;99%
With ammonium acetate for 0.05h; Irradiation;98%
3-phenyl-propenal
104-55-2

3-phenyl-propenal

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;99%
With pyridine; air; copper es entsteht Kupfer(II)-cinnamat;
With air
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
[(cyclopentadienyl)bis(acetonitrile)(triphenylphosphine)ruthenium(II)] hexafluorophosphate In methanol at 25℃; for 6h;99%
With palladium 10% on activated carbon; silica gel In methanol at 120℃; for 0.5h; Flow reactor;95%
With iodine; dimethyl sulfoxide for 0.333333h; Heating;87%
With phosphate buffer; Bacillus subtilis esterase BS2 In methanol; hexane at 37℃; for 3h; pH=7.4; Product distribution; Further Variations:; Reagents; reaction times; enzyme/substrate ratios;83%
With pyrrolidine; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In acetonitrile at 0℃; Yield given;
(2E)-3-phenyl-2-propen-1-ol
4407-36-7

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

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 3h; Ambient temperature;99%
With potassium permanganate; Rexyn 101 H ion exchange resin In dichloromethane for 4.15h; Heating;95%
With [bis(acetoxy)iodo]benzene; iodine In acetonitrile at 20℃; for 3h;93%
styrene
292638-84-7

styrene

acrylic acid
79-10-7

acrylic acid

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
[1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium In dichloromethane at 100℃; for 0.5h; microwave irradiation;99%
Sb(C6H5)4(OOCCHCHC6H5)

Sb(C6H5)4(OOCCHCHC6H5)

A

tetraphenylantimony(V) chloride
19638-17-6, 16894-68-1

tetraphenylantimony(V) chloride

B

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With aq. HClA 99%
B n/a
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With sodium selenite; rac-cysteine In tetrahydrofuran; water at 0℃; for 0.5h;98%
With samarium In tetrahydrofuran for 0.166667h; Ambient temperature;93%
With bismuth(III) chloride; indium In methanol at 20℃; for 1h; Sonication; chemoselective reaction;89%
benzaldehyde
100-52-7

benzaldehyde

acetic acid
64-19-7

acetic acid

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: benzaldehyde; acetic acid With titanium tetrachloride In dichloromethane at 25℃; for 0.333333h; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at 25℃; Inert atmosphere; stereoselective reaction;
98%
With pyridine; dmap; lithium chloride In 1-methyl-pyrrolidin-2-one at 185 - 190℃; for 11h;78%
With pyridine; dmap; sodium tetraborate decahydrate; N-benzyl-N,N,N-triethylammonium chloride In 1-methyl-pyrrolidin-2-one at 185 - 190℃; for 9h;77%
(E)-3-Phenyl-acrylic acid (E)-4-trimethylsilanyl-but-2-enyl ester
92097-23-9

(E)-3-Phenyl-acrylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With methanol; tetrakis(triphenylphosphine) palladium(0) In dichloromethane for 2h; Ambient temperature;98%
iodobenzene
591-50-4

iodobenzene

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethanol at 80℃; for 24h; Catalytic behavior; Temperature; Heck Reaction; Schlenk technique; Inert atmosphere; Green chemistry;98%
With potassium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 6h; Catalytic behavior; Heck Reaction;91%
With triethylamine; di-(3-methylphenyl)phosphinopolystyrene palladium catalyst In acetonitrile at 80℃; for 20h; Product distribution; Further Variations:; Catalysts; Heck coupling reaction;100 % Spectr.
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

benzaldehyde
100-52-7

benzaldehyde

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: acetic acid tert-butyl ester; benzaldehyde With titanium tetrachloride In dichloromethane for 0.5h;
Stage #2: With triethylamine
98%
Methyl cinnamate
103-26-4

Methyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With sodium hydroxide In water97%
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 24h;90%
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 24h;90%
(trimethylsilyl)ketene bis(trimethylsilyl) acetal
65946-59-0

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

benzaldehyde
100-52-7

benzaldehyde

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 4h; Ambient temperature;97%
With cesium fluoride In N,N-dimethyl-formamide for 0.5h;96%
Stage #1: (trimethylsilyl)ketene bis(trimethylsilyl) acetal; benzaldehyde With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With ammonium chloride In water
96%
(E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one
201486-55-7

(E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran; water for 3.4h; Product distribution; other reag.; other solvent;97%
tert-butyl cinnamate
14990-09-1

tert-butyl cinnamate

A

tert-butyl nitrate
926-05-6

tert-butyl nitrate

B

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With nitric acid In dichloromethane at 0℃; for 2h;A 60%
B 96%
tert-butyl cinnamate
14990-09-1

tert-butyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 20℃; for 6h;96%
With KSF clay In acetonitrile for 3h; Heating;95%
bromobenzene
108-86-1

bromobenzene

acrylic acid
79-10-7

acrylic acid

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium carbonate; triethylamine In water; N,N-dimethyl-formamide at 110℃; for 4h; Heck Reaction; Green chemistry;96%
With potassium carbonate In water for 12h; Heck Reaction; Inert atmosphere; Reflux;93%
Stage #1: acrylic acid With lithium tert-butoxide In water at 20℃; for 0.166667h; Inert atmosphere; Green chemistry;
Stage #2: bromobenzene With bis-(1-methylimidazole)palladium(II) dichloride In water at 100℃; for 12h; Reagent/catalyst; Heck Reaction; Green chemistry;
92%
4-((tert-butyldimethylsilyl)oxy)benzyl cinnamate

4-((tert-butyldimethylsilyl)oxy)benzyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h;96%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

A

1-(2-chlorovinyl)benzene
622-25-3

1-(2-chlorovinyl)benzene

B

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h;A 2%
B 95%
trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

phenylpropyolic acid
637-44-5

phenylpropyolic acid

A

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

(E)-3-phenylacrylic acid

B

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

tris(natrium-m-sulfonatophenyl)phosphanoxid

Conditions
ConditionsYield
In water for 2h; Ambient temperature;A 95%
B n/a
carbon dioxide
124-38-9

carbon dioxide

phenylacetylene
536-74-3

phenylacetylene

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With hydrogen; caesium carbonate In N,N-dimethyl-formamide at 85℃; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; High pressure; diastereoselective reaction;95%
With bis(1,5-cyclooctadiene)nickel (0); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0℃; under 760 Torr; for 2h;85%
Stage #1: carbon dioxide; phenylacetylene With Triethoxysilane; [IMesCuF] In hexane at 70℃; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In hexane; dichloromethane; water at 20℃; for 0.25h; Inert atmosphere; regioselective reaction;
44%
(E)-cinnamic acid benzyl ester
103-41-3

(E)-cinnamic acid benzyl ester

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With phosphate buffer; Bacillus sublilis esterase In methanol; hexane at 37℃; for 24h; Product distribution; Further Variations:; Reagents;95%
diphenyliodonium chloride
1483-72-3

diphenyliodonium chloride

acrylic acid
79-10-7

acrylic acid

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
palladium dichloride In water for 0.00555556h; Heck reaction; microwave irradiation;95%
(1-nosyl-5-nitroindol-3-yl)methyl cinnamate

(1-nosyl-5-nitroindol-3-yl)methyl cinnamate

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

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: (1-nosyl-5-nitroindol-3-yl)methyl cinnamate With 2-(N,N-dimethylamino)ethylthiol hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether; water; acetonitrile Inert atmosphere;
95%
methanol
67-56-1

methanol

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

(E)-3-phenylacrylic acid

Methyl cinnamate
103-26-4

Methyl cinnamate

Conditions
ConditionsYield
With sulfuric acid at 65℃; for 16h;100%
With sulfuric acid100%
With ammonium cerium(IV) nitrate at 20℃; for 240h;99%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

truxillic acid
490-20-0

truxillic acid

Conditions
ConditionsYield
In neat (no solvent) for 8h; Irradiation;100%
for 120h; UV-irradiation;99%
UV-irradiation;95%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

cinnamic anhydride
21947-71-7

cinnamic anhydride

Conditions
ConditionsYield
With methanesulfonyl chloride; triethylamine In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;100%
With bis(trichloromethyl) carbonate; triethylamine In ethyl acetate at 0 - 20℃;97%
With trimethylsilylethoxyacetylene In dichloromethane at 40℃; for 15h;96%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With thionyl chloride for 2h; Reflux;100%
With thionyl chloride In N,N-dimethyl-formamide for 4h; Reflux;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

Conditions
ConditionsYield
With formic acid; palladium In methanol; water Ambient temperature;100%
With hydrogen; palladium In ethyl acetate at 25℃; under 760.051 Torr; for 1h;100%
With hydrogen; palladium in polystyrene In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

ethylene glycol
107-21-1

ethylene glycol

2-hydroxyethyl 3-(phenyl)-2-propenoate
146604-63-9

2-hydroxyethyl 3-(phenyl)-2-propenoate

Conditions
ConditionsYield
With sulfuric acid In toluene Heating;100%
at 210℃;
piperidine
110-89-4

piperidine

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

(E)-3-phenylacrylic acid

(E)-3-phenyl-1-(piperidin-1-yl)-prop-2-en-1-one
5422-81-1, 27845-72-3

(E)-3-phenyl-1-(piperidin-1-yl)-prop-2-en-1-one

Conditions
ConditionsYield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;100%
Stage #1: (E)-3-phenylacrylic acid With 1,4-diaza-bicyclo[2.2.2]octane; bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether In acetonitrile at 0 - 5℃; for 0.666667h;
Stage #2: piperidine In acetonitrile at 0 - 20℃;
98%
With dmap In dichloromethane at 20℃; for 1h;89%
1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

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

(E)-3-phenylacrylic acid

Cinnamic acid 1,5-pentane diol monoester
111917-09-0

Cinnamic acid 1,5-pentane diol monoester

Conditions
ConditionsYield
With sulfuric acid In toluene Heating;100%
Butane-1,4-diol
110-63-4

Butane-1,4-diol

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

(E)-3-phenylacrylic acid

Cinnamic acid 1,4-butane diol monoester

Cinnamic acid 1,4-butane diol monoester

Conditions
ConditionsYield
With sulfuric acid In toluene Heating;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-methocycatechol
934-00-9

3-methocycatechol

2'-(difluoroboryloxy)-3'-hydroxy-4'-methoxychalcone
82964-29-2

2'-(difluoroboryloxy)-3'-hydroxy-4'-methoxychalcone

Conditions
ConditionsYield
With boron trifluoride In chloroform at 34℃; for 26h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

N-methoxy-N-methylcinnamamide
80783-99-9, 124931-15-3, 113474-86-5

N-methoxy-N-methylcinnamamide

Conditions
ConditionsYield
With 4-methyl-morpholine In methanol at 20℃;100%
Stage #1: (E)-3-phenylacrylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In tetrahydrofuran at 20℃; for 1h;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at 20℃; for 8h; Further stages.;
97%
With dmap; dicyclohexyl-carbodiimide Inert atmosphere;95.9%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

threo-3-Phenylpropionic acid-2,3-d2
52760-22-2, 52760-23-3, 62015-11-6, 71806-58-1

threo-3-Phenylpropionic acid-2,3-d2

Conditions
ConditionsYield
With deuterium; Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)} In deuteromethanol at 20℃; under 2942.03 Torr; for 168h; Mechanism; hydrogenation of acrylic acid derivatives;100%
With deuterium; Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)} In deuteromethanol at 20℃; under 2942.03 Torr; for 168h;
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

benzylamine
100-46-9

benzylamine

(E)-N-benzylcinnamamide
57152-94-0, 104047-17-8, 5100-00-5

(E)-N-benzylcinnamamide

Conditions
ConditionsYield
With boric acid In toluene for 5h; Heating;100%
N-methylpyridine-3-boronic acid In toluene for 27h; Heating;99%
With borane-ammonia complex In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Reflux;99%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

trimethyleneglycol
504-63-2

trimethyleneglycol

(E)-3-hydroxypropyl 3-phenylprop-2-enoate

(E)-3-hydroxypropyl 3-phenylprop-2-enoate

Conditions
ConditionsYield
With sulfuric acid In toluene Heating;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

diallyl dicarbonate
115491-93-5

diallyl dicarbonate

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 22h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

allyl isopropenyl dicarbonate
160788-62-5

allyl isopropenyl dicarbonate

Conditions
ConditionsYield
With dmap In acetonitrile for 1h; Ambient temperature;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

ethyl iodide
75-03-6

ethyl iodide

ethyl cinnamate
4192-77-2

ethyl cinnamate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile for 2h; Heating;100%
With cesium fluoride In acetonitrile for 1.5h; Heating;98%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

(E)-2,3-Dibromo-3-phenyl-acrylic acid
708-81-6

(E)-2,3-Dibromo-3-phenyl-acrylic acid

Conditions
ConditionsYield
With bromine In benzene for 4h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride
3945-69-5

4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

(E)-3-Phenyl-acrylic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester
345910-94-3

(E)-3-Phenyl-acrylic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 0℃; for 3h; Condensation;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-phenylpropanoic acid-α,β-d2
188528-54-3

3-phenylpropanoic acid-α,β-d2

Conditions
ConditionsYield
With aluminum oxide; rhodium(III) chloride; potassium deuteroformate for 0.05h; microwave irradiation;100%
With 10% Pd/C; hydrogen; water-d2 In methanol at 20℃; for 6h; Reactivity; Reagent/catalyst; Solvent; chemoselective reaction;100%
With samarium diiodide; water-d2 In tetrahydrofuran at 20℃; for 0.5h;77%
With ethyl [2]alcohol; sodium In diethyl ether; mineral oil at 20℃; for 0.166667h; Inert atmosphere;35%
polyglycerol

polyglycerol

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

(E)-3-phenylacrylic acid

cinnamic acid polyglyceryl ester

cinnamic acid polyglyceryl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 17h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-bromoacetate
287481-44-1

methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-bromoacetate

ethyl (2E,4E)-2-bromo-5-phenylpenta-2,4-dienoate

ethyl (2E,4E)-2-bromo-5-phenylpenta-2,4-dienoate

Conditions
ConditionsYield
Stage #1: methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-bromoacetate With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran; acetonitrile at -78℃; for 17h; Metallation;
Stage #2: (E)-3-phenylacrylic acid In tetrahydrofuran at -78℃; for 5h; Horner-Wadsworth-Emmons reaction; Further stages.;
100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-Phenylpropan-1-amine
2038-57-5

3-Phenylpropan-1-amine

(E)-3-phenyl-N-(3-phenylpropyl)-2-propenamide

(E)-3-phenyl-N-(3-phenylpropyl)-2-propenamide

Conditions
ConditionsYield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;100%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

(+/-)-3-phenyl-N-(1-phenylethyl)prop-2-enamide
1004997-26-5

(+/-)-3-phenyl-N-(1-phenylethyl)prop-2-enamide

Conditions
ConditionsYield
With dmap; benzenesulfonic anhydride In dichloromethane at 20℃; for 1h;100%
With dmap In dichloromethane at 20℃; for 1h;94%
With boric acid In toluene for 5h; Heating;74%
phenylacetic acid
103-82-2

phenylacetic acid

3-dimethylamino-1-(4-methylphenyl)propanamine
917351-49-6

3-dimethylamino-1-(4-methylphenyl)propanamine

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

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

(E)-3-phenylacrylic acid

3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

4-Trifluoromethylphenylacetic acid
32857-62-8

4-Trifluoromethylphenylacetic acid

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid
2062-26-2, 87212-84-8, 16642-92-5

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

3-(4-trifluoromethylphenyl)propionic acid
53473-36-2

3-(4-trifluoromethylphenyl)propionic acid

phenylpropyolic acid
637-44-5

phenylpropyolic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

N-[3-dimethylamino-1-(4-methylphenyl)propyl]cinnamic amide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]cinnamic amide

B

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropiolic amide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropiolic amide

C

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-phenylacetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-phenylacetamide

D

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

E

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-methoxyphenyl)acetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-methoxyphenyl)acetamide

F

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropionamide

G

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

H

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-methoxyphenyl)propionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-methoxyphenyl)propionamide

I

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-(trifluoromethyl)cinnamamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-(trifluoromethyl)cinnamamide

J

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-methoxycinnamamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-methoxycinnamamide

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; PS-carbodiimide In dichloromethane at 20℃; for 96h; Polystyrene;A 100%
B 100%
C 93%
D 98%
E 93%
F 96%
G 78%
H 98%
I 56%
J 87%
phenylacetic acid
103-82-2

phenylacetic acid

3-dimethylamino-1-(2-naphthyl)propanamine
917351-50-9

3-dimethylamino-1-(2-naphthyl)propanamine

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

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

(E)-3-phenylacrylic acid

3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

4-Trifluoromethylphenylacetic acid
32857-62-8

4-Trifluoromethylphenylacetic acid

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid
2062-26-2, 87212-84-8, 16642-92-5

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

3-(4-trifluoromethylphenyl)propionic acid
53473-36-2

3-(4-trifluoromethylphenyl)propionic acid

phenylpropyolic acid
637-44-5

phenylpropyolic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

B

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-methoxyphenyl)acetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-methoxyphenyl)acetamide

C

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-phenylacetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-phenylacetamide

D

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropionamide

E

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

F

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-methoxyphenyl)propionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-methoxyphenyl)propionamide

G

N-[3-dimethylamino-1-(2-naphthyl)propyl]cinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]cinnamamide

H

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(trifluoromethyl)cinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(trifluoromethyl)cinnamamide

I

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-methoxycinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-methoxycinnamamide

J

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropiolamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropiolamide

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; PS-carbodiimide In dichloromethane at 20℃; for 96h; Polystyrene;A 88%
B 79%
C 67%
D 66%
E 84%
F 94%
G 76%
H 100%
I 100%
J 100%

trans-Cinnamic acid Consensus Reports

Reported in EPA TSCA Inventory.

trans-Cinnamic acid Specification

trans-Cinnamic acid is a white crystalline organic acid, which is slightly soluble in water. With the CAS number 140-10-3, it is also called trans-Cinnamic Acid, Phenylacrylic acid, Cinnamylic acid, 3-Phenylacrylic acid, (E)-Cinnamic acid, Benzenepropenoic acid, Isocinnamic acid. It is obtained from oil of cinnamon, or from balsams such as storax.

Physical properties about trans-Cinnamic acid are: (1)ACD/LogP: 2.412; (2)ACD/LogD (pH 5.5): 1.22; (3)ACD/LogD (pH 7.4): -0.57; (4)ACD/BCF (pH 5.5): 2.60 ; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 31.72; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.616; (12)Molar Refractivity: 43.707 cm3; (13)Molar Volume: 125.035 cm3; (14)Polarizability: 17.327 10-24cm3; (15)Surface Tension: 49.7249984741211 dyne/cm; (16)Density: 1.185 g/cm3; (17)Flash Point: 189.53 °C ; (18)Enthalpy of Vaporization: 53.129 kJ/mol; (19)Boiling Point: 264.999 °C at 760 mmHg; (20)Vapour Pressure: 0.00499999988824129 mmHg at 25°C

Uses of trans-Cinnamic acid: This is a fragrant acid occurring in aromatic resins. Cinnamic acid and its derivatives are used as important components in flavours, perfumes, synthetic and pharmaceuticals, though its primary use is in the manufacturing of the methyl, ethyl, and benzyl esters for the perfume industry.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Wear suitable gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+;
(2)InChIKey=WBYWAXJHAXSJNI-VOTSOKGWSA-N;
(3)Smilesc1(\C=C\C(O)=O)ccccc1;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
 

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