Product Name

  • Name

    Atropic acid

  • EINECS 207-753-6
  • CAS No. 492-38-6
  • Article Data144
  • CAS DataBase
  • Density 1.141 g/cm3
  • Solubility 1.3g/L(20 oC)
  • Melting Point 106-107°
  • Formula C9H8O2
  • Boiling Point 267.834 °C at 760 mmHg
  • Molecular Weight 148.161
  • Flash Point 174.521 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 492-38-6 (Atropic acid)
  • Hazard Symbols
  • Synonyms Atropicacid (6CI,7CI,8CI);2-Phenylacrylic acid;2-Phenylprop-2-enoic acid;2-Propenoic acid, 2-phenyl-;NSC 20987;a-Phenylacrylic acid;atropic acid( alpha-phenylacrylic acid );
  • PSA 37.30000
  • LogP 1.78440

Synthetic route

carbon monoxide
201230-82-2

carbon monoxide

phenylacetylene
536-74-3

phenylacetylene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With aluminium(III) triflate; disodium 2,2'-bis(diphenylphosphino)-1,1'-binaphthalene-5,5'-disulfonate; palladium diacetate In methanol; water at 80 - 84℃; under 26252.6 Torr;100%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 90℃; under 760 Torr; for 3h;62%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 90℃; under 760 Torr; for 1h; Product distribution; Mechanism; other phase transfer catalyst, other times;
2-phenyl-acrylic acid methyl ester
1865-29-8

2-phenyl-acrylic acid methyl ester

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water for 3h; Heating;100%
With lithium hydroxide In tetrahydrofuran; water for 15h; Heating;97%
With water; sodium hydroxide for 1h; Reflux;
carbon monoxide
201230-82-2

carbon monoxide

1-bromovinylbenzene
98-81-7

1-bromovinylbenzene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With [bmim]PF6; triethylamine; bis-triphenylphosphine-palladium(II) chloride In water at 100℃; under 15001.2 Torr; for 30h;99%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 95℃; under 735.5 Torr; for 3h;65%
2-phenyl-acrylic acid ethyl ester
22286-82-4

2-phenyl-acrylic acid ethyl ester

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide In acetone at 20℃; for 16h;98%
With sodium hydroxide In water for 1h; Reflux;
Stage #1: 2-phenyl-acrylic acid ethyl ester With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃; for 72h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=1;
carbon dioxide
124-38-9

carbon dioxide

1-bromovinylbenzene
98-81-7

1-bromovinylbenzene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: 1-bromovinylbenzene With lithium chloride; zinc
Stage #2: carbon dioxide With lithium chloride In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 24h;
Stage #3: With hydrogenchloride; water In N,N-dimethyl-formamide
97%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique;
Stage #2: 1-bromovinylbenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; Sealed tube;
89%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique;
Stage #2: 1-bromovinylbenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 5h; Schlenk technique;
89%
Tropic acid
529-64-6

Tropic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide In water for 1h; Heating;90%
With potassium hydroxide In water for 1h; Inert atmosphere; Reflux;90%
Stage #1: Tropic acid With potassium hydroxide In water for 10h; Reflux;
Stage #2: With hydrogenchloride In water
64%
carbon dioxide
124-38-9

carbon dioxide

4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane
143825-84-7

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

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With copper(l) iodide; cesium fluoride; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride at 120℃; for 24h; Sealed tube;89%
formic acid
64-18-6

formic acid

phenylacetylene
536-74-3

phenylacetylene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); (R,R)-(+)-1,2-bis(t-butylmethylphosphino)benzene; acetic anhydride In tetrahydrofuran at 100℃; for 12h; Autoclave; Glovebox; Inert atmosphere; regioselective reaction;88%
With bis(acetylacetonate)nickel(II); (R,R)-(+)-1,2-bis(t-butylmethylphosphino)benzene; acetic anhydride In tetrahydrofuran at 100℃; for 12h; Green chemistry;88%
carbon monoxide
201230-82-2

carbon monoxide

thiophenol
108-98-5

thiophenol

phenylacetylene
536-74-3

phenylacetylene

A

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

B

2-phenyl-thioacrylic acid S-phenyl ester

2-phenyl-thioacrylic acid S-phenyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In tetrahydrofuran at 110℃; under 15514.4 Torr; for 6h;A 15%
B 84%
carbon dioxide
124-38-9

carbon dioxide

phenylvinylboronic acid
14900-39-1

phenylvinylboronic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 70℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;82%
With potassium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 70℃; for 24h; Sealed tube; Schlenk technique;82%
carbon dioxide
124-38-9

carbon dioxide

phenylacetylene
536-74-3

phenylacetylene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); phenylsilane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine In N,N-dimethyl-formamide at 80℃; under 15001.5 Torr; for 12h; Autoclave;82%
With tetrakis(triphenylphosphine) palladium(0); phenylsilane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine In N,N-dimethyl-formamide at 80℃; under 15001.5 Torr; for 12h; Catalytic behavior; Reagent/catalyst; regioselective reaction;82%
carbon dioxide
124-38-9

carbon dioxide

1-phenylethenylmagnesium bromide
67300-99-6

1-phenylethenylmagnesium bromide

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
In tetrahydrofuran at -78℃;76%
5,5-dimethyl-2-(1-phenylethen-1-yl)-1,3,2-dioxaborinane
938080-25-2

5,5-dimethyl-2-(1-phenylethen-1-yl)-1,3,2-dioxaborinane

carbon dioxide
124-38-9

carbon dioxide

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: 5,5-dimethyl-2-(1-phenylethen-1-yl)-1,3,2-dioxaborinane; carbon dioxide With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate In toluene at 100℃; under 760.051 Torr; for 15h; Schlenk technique; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethyl acetate; toluene at 20℃;
75%
Stage #1: 5,5-dimethyl-2-(1-phenylethen-1-yl)-1,3,2-dioxaborinane; carbon dioxide With copper(l) iodide; cesium fluoride In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 10h;
Stage #2: With hydrogenchloride; water In N,N-dimethyl-formamide
60%
2-phenylacrolein
4432-63-7

2-phenylacrolein

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In acetonitrile at 10℃; for 1h;70%
tropic acid ethyl ester
3979-14-4

tropic acid ethyl ester

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide for 3h; Heating;68%
With potassium hydroxide Heating;56%
carbon dioxide
124-38-9

carbon dioxide

acetophenone p-toluenesulfonylhydrazone
4545-21-5

acetophenone p-toluenesulfonylhydrazone

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide; acetophenone p-toluenesulfonylhydrazone With caesium carbonate In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 12h; Schlenk technique; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Sealed tube; Green chemistry;
68%
carbon dioxide
124-38-9

carbon dioxide

acetophenone p-toluenesulfonylhydrazone
4545-21-5

acetophenone p-toluenesulfonylhydrazone

A

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

B

1-methyl-4-((1-phenylethyl)sulfonyl)benzene
24422-77-3

1-methyl-4-((1-phenylethyl)sulfonyl)benzene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 12h; Schlenk technique; Sealed tube;A 68%
B n/a
phenylacetic acid
103-82-2

phenylacetic acid

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With acetic anhydride; triethylamine In water61%
Bromoform
75-25-2

Bromoform

acetophenone
98-86-2

acetophenone

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
Stage #1: Bromoform; acetophenone With lithium hydroxide monohydrate; N-benzyl-N,N,N-triethylammonium chloride; water In tert-butyl alcohol at 20℃; for 24h;
Stage #2: With hydrogenchloride In water pH=1;
50%
With N-benzyl-N,N,N-triethylammonium chloride; water; lithium hydroxide In tert-butyl alcohol at 20℃;
carbon dioxide
124-38-9

carbon dioxide

1-phenyl vinyl triflate
28143-79-5

1-phenyl vinyl triflate

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; under 760 Torr; electrolyses, carbon cathode, Mg anode, E=-1.7 V;32%
With nBuNBF4; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 20℃; electrochemical reaction;32%
carbon dioxide
124-38-9

carbon dioxide

1-bromovinylbenzene
98-81-7

1-bromovinylbenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

styrene
292638-84-7

styrene

B

2,3-diphenyl-1,3-butadiene
2548-47-2

2,3-diphenyl-1,3-butadiene

C

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

D

N, N-dimethyl-2-phenylacrylamide
81616-78-6

N, N-dimethyl-2-phenylacrylamide

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate; Ni(CO)2(2,2'-bipyridine) In various solvent(s) Product distribution; Mechanism; Ambient temperature; electrolysis, -1.6 V, further catalyst;A 10 % Chromat.
B 15 % Chromat.
C 15%
D 50 % Chromat.
(+/-)-1-phenyl-1,2,3,4-tetrahydro-naphthalene-1r,4t-dicarboxylic acid di-tropane-3endo-yl ester
510-25-8, 5878-33-1, 6696-63-5, 23852-32-6

(+/-)-1-phenyl-1,2,3,4-tetrahydro-naphthalene-1r,4t-dicarboxylic acid di-tropane-3endo-yl ester

A

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With barium dihydroxide; ethanol; water weitere Nebenprodukt:β-Isatropasaeure;
With potassium hydroxide; ethanol weitere Nebenprodukt:β-Isatropasaeure;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

1-bromovinylbenzene
98-81-7

1-bromovinylbenzene

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With carbon dioxide
4-phenyl-dihydro-furan-2,3-dione
6362-66-9

4-phenyl-dihydro-furan-2,3-dione

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
at 220℃;
3-chloro-2-phenyl-propionic acid
51545-26-7

3-chloro-2-phenyl-propionic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With sodium hydroxide
2-phenyllactic acid
515-30-0

2-phenyllactic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With hydrogenchloride
man destilliert im Quarzkolben unter vermindertem Druck;
With PPA for 5h; Ambient temperature; Yield given;
bei der Destillation unter vermindertem Druck im Quarzkolben;
Multi-step reaction with 2 steps
1: fuming hydrobromic acid
2: natrium carbonate
View Scheme
3-amino-2-phenyl-propionic acid
4370-95-0

3-amino-2-phenyl-propionic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With water
2-ethoxy-2-phenylpropanoic acid
1062207-46-8

2-ethoxy-2-phenylpropanoic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With hydrogenchloride
2-bromo-2-phenyl-propionic acid
87786-35-4

2-bromo-2-phenyl-propionic acid

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Conditions
ConditionsYield
With sodium ethanolate
Multi-step reaction with 3 steps
1: natrium carbonate
2: fuming hydrobromic acid
3: natrium carbonate
View Scheme
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-phenylacrylate
151206-37-0

benzyl 2-phenylacrylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

hydratropic acid
492-37-5, 2328-24-7

hydratropic acid

Conditions
ConditionsYield
With water for 1h; Catalytic behavior; UV-irradiation;99%
With formic acid; triethylamine; N-tosylethylenediamine; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In dichloromethane at 30℃; for 2h;97%
With phenylsilane; C12H23N2O2P In tetrahydrofuran at 23℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent;97%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

(S)-2-Phenylpropionic acid
7782-24-3

(S)-2-Phenylpropionic acid

Conditions
ConditionsYield
With C48H50Cl4N2O2P2Ru3; hydrogen; sodium hydrogencarbonate In methanol at 20℃; under 3750.38 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Pressure; Autoclave; enantioselective reaction;99%
With C42H48CoP2; hydrogen; triethylamine; zinc In methanol at 50℃; under 25858.1 Torr; for 16h; enantioselective reaction;93%
With BF4(1-)*C36H46O4P2Rh(1+); hydrogen In methanol at 20℃; under 7500.75 Torr; for 2h; optical yield given as %ee;
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

(R)-2-Phenylpropionic acid
7782-26-5

(R)-2-Phenylpropionic acid

Conditions
ConditionsYield
With benzene ruthenium dichloride; C50H40N3OP2(1+)*Cl(1-); hydrogen; triethylamine In methanol at 20℃; under 45603.1 Torr; for 12h; Inert atmosphere; Glovebox;99%
With C54H68IrNP(1+)*C32H12BF24(1-); hydrogen; caesium carbonate In methanol at 45℃; under 4500.45 Torr; for 0.25h; Pressure; Temperature; Time; Glovebox; Sealed tube;97%
With C54H72IrNP(1+)*C32H12BF24(1-); hydrogen; caesium carbonate In methanol at 45℃; under 4500.45 Torr; for 0.25h; Pressure; Glovebox;97%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(2-(tert-butylamino)-2-oxo-1-(pyridin-2-yl)ethyl)-N-(4-methoxybenzyl)-2-phenylacrylamide

N-(2-(tert-butylamino)-2-oxo-1-(pyridin-2-yl)ethyl)-N-(4-methoxybenzyl)-2-phenylacrylamide

Conditions
ConditionsYield
In methanol at 20℃; for 48h; Ugi Condensation;99%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl 2-phenylacrylate
24812-09-7

isopropyl 2-phenylacrylate

Conditions
ConditionsYield
Stage #1: 2-phenylacrylic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: isopropyl alcohol With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;
99%
4-tert-Butylbenzyl alcohol
877-65-6

4-tert-Butylbenzyl alcohol

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

4-(tert-butyl)benzyl 2-phenylacrylate

4-(tert-butyl)benzyl 2-phenylacrylate

Conditions
ConditionsYield
Stage #1: 2-phenylacrylic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: p-tert-butylbenzyl alcohol With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;
98%
1-phenyl-1-butyne
622-76-4

1-phenyl-1-butyne

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

5-ethyl-3,6-diphenyl-2H-pyran-2-one

5-ethyl-3,6-diphenyl-2H-pyran-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Electrochemical reaction; regioselective reaction;98%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

2-(tetrahydro-4H-pyran-4-ylidene)ethan-1-ol
66505-81-5

2-(tetrahydro-4H-pyran-4-ylidene)ethan-1-ol

2-(tetrahydro-4H-pyran-4-ylidene)ethyl 2-phenylacrylate

2-(tetrahydro-4H-pyran-4-ylidene)ethyl 2-phenylacrylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;97%
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

5-methyl-3,6-diphenyl-2H-pyran-2-one

5-methyl-3,6-diphenyl-2H-pyran-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Electrochemical reaction; regioselective reaction;97%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl 2-phenylacrylate
151206-37-0

benzyl 2-phenylacrylate

Conditions
ConditionsYield
Stage #1: 2-phenylacrylic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: benzyl alcohol With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;
96%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

allyl alcohol
107-18-6

allyl alcohol

allyl 2-phenylacrylate

allyl 2-phenylacrylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;96%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

pent-1-yne-1,5-diyldibenzene
173410-08-7

pent-1-yne-1,5-diyldibenzene

3,6-diphenyl-5-(3-phenylpropyl)-2H-pyran-2-one

3,6-diphenyl-5-(3-phenylpropyl)-2H-pyran-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Electrochemical reaction; regioselective reaction;96%
ethanol
64-17-5

ethanol

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

2-phenyl-acrylic acid ethyl ester
22286-82-4

2-phenyl-acrylic acid ethyl ester

Conditions
ConditionsYield
With benzenesulfonic acid In benzene Heating;95%
Stage #1: 2-phenylacrylic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: ethanol With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;
89%
With sulfuric acid for 12h; Reflux;
Acidic conditions;
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

diphenyl acetylene
501-65-5

diphenyl acetylene

3,5,6-triphenyl-(2H)-pyran-2-one
70982-94-4

3,5,6-triphenyl-(2H)-pyran-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Solvent; Temperature; Reagent/catalyst; Electrochemical reaction;95%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In N,N-dimethyl-formamide at 120℃; Inert atmosphere;77%
With dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer; copper(II) acetate monohydrate; silver(I) triflimide In dichloromethane at 20℃; for 24h; Sealed tube;67%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 2-phenylacrylate
133025-60-2

tert-butyl 2-phenylacrylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;95%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl 2-phenylacrylate
133025-60-2

tert-butyl 2-phenylacrylate

Conditions
ConditionsYield
With dmap; di-tert-butyl dicarbonate at 20℃; for 12h;94%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

A

(S)-2-Phenylpropionic acid
7782-24-3

(S)-2-Phenylpropionic acid

B

(R)-2-Phenylpropionic acid
7782-26-5

(R)-2-Phenylpropionic acid

Conditions
ConditionsYield
With hydrogen; (S)-Ru(OAc)2-BINAP In methanol at 15 - 30℃; under 85120.1 Torr; for 24h; Title compound not separated from byproducts;A 92%
B 8%
With hydrogen; 2; triethylamine In tetrahydrofuran under 760 Torr; for 1h; Product distribution; Ambient temperature; different chiral catalysts;
With (bicyclo<2.2.1>heptadiene) <(R)-trans-4,5-bis<(diphenylphosphino)methyl>-2,2-dimethyldioxolan>rhodium(I) tetrafluoroborate; hydrogen; triethylamine at 20℃; under 760 Torr; Product distribution; Mechanism; var. solvents and α,β-unsaturated acids and amides;
N-(2-pyrimidyl)indole
221044-05-9

N-(2-pyrimidyl)indole

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

2-(1-phenyl-vinyl)-1-pyrimidin-2-yl-1H-indole

2-(1-phenyl-vinyl)-1-pyrimidin-2-yl-1H-indole

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; 2,2-dimethylpropanoic anhydride In toluene at 140℃; for 2h; Inert atmosphere; regioselective reaction;92%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

1-(pyrimidin-2-yl)quinolin-4(1H)-one

1-(pyrimidin-2-yl)quinolin-4(1H)-one

2-(1-phenylvinyl)-1-(pyrimidin-2-yl)quinolin-4(1H)-one

2-(1-phenylvinyl)-1-(pyrimidin-2-yl)quinolin-4(1H)-one

Conditions
ConditionsYield
With di(rhodium)tetracarbonyl dichloride; 2,2-dimethylpropanoic anhydride In toluene at 140℃; Sealed tube;92%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

2-(pyrimidin-2-yl)isoquinolin-1(2H)-one

2-(pyrimidin-2-yl)isoquinolin-1(2H)-one

3-(1-phenylvinyl)-2-(pyrimidin-2-yl)isoquinolin-1(2H)-one

3-(1-phenylvinyl)-2-(pyrimidin-2-yl)isoquinolin-1(2H)-one

Conditions
ConditionsYield
With di(rhodium)tetracarbonyl dichloride; 2,2-dimethylpropanoic anhydride In toluene at 140℃; Sealed tube;92%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

2-(phenylsulfonyl)acetophenone
3406-03-9

2-(phenylsulfonyl)acetophenone

Conditions
ConditionsYield
With oxygen; copper(ll) bromide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;92%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

N-hydroxy-N-phenyl-carbamic acid methyl ester
28091-62-5

N-hydroxy-N-phenyl-carbamic acid methyl ester

C16H15NO4

C16H15NO4

Conditions
ConditionsYield
With copper(II) choride dihydrate; oxygen In N,N-dimethyl-formamide at 60℃; under 760.051 Torr; for 4h; Reagent/catalyst; Solvent; Temperature; Schlenk technique;92%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

N-hydroxy-N-phenyl-carbamic acid methyl ester
28091-62-5

N-hydroxy-N-phenyl-carbamic acid methyl ester

C16H15NO3(18)O

C16H15NO3(18)O

Conditions
ConditionsYield
With copper dichloride; oxygen-18 In N,N-dimethyl-formamide at 60℃; under 760.051 Torr; for 4h; Schlenk technique; Inert atmosphere;92%
5-decyne
1942-46-7

5-decyne

2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

5,6-dibutyl-3-phenyl-2H-pyran-2-one

5,6-dibutyl-3-phenyl-2H-pyran-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Electrochemical reaction;92%

Atropic acid Chemical Properties

Product Name: Atropic acid (CAS NO.492-38-6)


Molecular Formula: C9H8O2
Molecular Weight: 148.16g/mol
Mol File: 492-38-6.mol
Einecs: 207-753-6
Boiling point: 267.8 °C at 760 mmHg
Flash Point: 174.5 °C
Density: 1.14 g/cm3
Surface Tension: 43.8 dyne/cm
Enthalpy of Vaporization: 53.44 kJ/mol
Vapour Pressure: 0.00395 mmHg at 25°C
Structure Descriptors of Atropic acid (CAS NO.492-38-6):
  InChI : InChI=1/C9H8O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6H,1H2,(H,10,11) 
  Smiles: c1ccccc1C(=C)C(=O)O
Product Categories: Pharmaceutical Intermediates

Atropic acid Safety Profile

Safety Information of Atropic acid (CAS NO.492-38-6):
Risk Statements: 36/37/38  
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36/37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing  
37:  Wear suitable gloves 
39:  Wear eye/face protection 

Atropic acid Specification

 Atropic acid ,its CAS NO. is 492-38-6,the synonyms is 2-Phenylacrylic acid ; 2-Propenoic acid, 2-phenyl- ; Acrylic acid, 2-phenyl- ; EINECS 207-753-6 ; NSC 20987 ; alpha-Phenyl acrylic acid ; alpha-Toluic acid, alpha-methylene- ; Benzeneacetic acid, alpha-methylene- .

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