Cinnamic acid supplier | CasNO.621-82-9

Name
Cinnamic acid
EINECS 210-708-3
CAS No. 621-82-9
Article Data643
CAS DataBase
Density 1.184 g/cm³
Solubility 0.4 g/L (20℃)
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 monoclinic crystal
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Cinnamicacid (7CI,8CI);3-Phenyl-2-propenoic acid;3-Phenylacrylic acid;NSC 623441;NSC 9189;Phenylacrylic acid;b-Phenylacrylicacid;Cinnamic acid;
PSA 37.30000
LogP 1.78440

Synthetic route

: 56289-55-5, 56289-56-6, 1866-31-5
allyl cinnamate

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride; phenylsilane In tetrahydrofuran; water at 20℃; for 2h; Inert atmosphere;	100%
Stage #1: allyl cinnamate With sodium tetrahydroborate In dimethyl sulfoxide at 20℃; Stage #2: With hydrogenchloride; water In dimethyl sulfoxide for 0.5h; chemoselective reaction;	87%

: 105887-23-8
C23H18O3

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 1h; Irradiation;	100%
With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 90℃; for 12h; chemoselective reaction;	71%

: 2-oxo-2-phenylethyl cinnamate

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Irradiation;	100%

: 591-50-4
iodobenzene

: 79-10-7
acrylic acid

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With PNODAM-5 catalyst; triethylamine In n-heptane; N,N-dimethyl acetamide at 100℃; for 22h; Heck reaction;	99%
With tetrabutyl ammonium fluoride; palladium diacetate; potassium carbonate at 70℃; for 18h; Heck reaction; air;	99%
With potassium carbonate In water at 90℃; for 2h; Heck Reaction; Green chemistry;	98%

: 79-10-7
acrylic acid

: 98-80-6
phenylboronic acid

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With palladium diacetate; acetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetic acid at 90℃; for 27h; Heck reaction;	99%
With dihydrogen hexachloroplatinate; trifluoroacetic acid for 6h; Heating;	6.5%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 79-10-7
acrylic acid

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In PEG-400 at 60℃; for 18h; Heck type coupling reaction; under air;	99%

: 103-26-4
methyl cinnamate

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With iodine; aluminium In acetonitrile at 80℃; for 18h;	98%
With potassium hydroxide In methanol at 35℃; for 0.416667h;	96%
With Dowex-50 In water for 12h; Heating;	88%

: 104-54-1
3-Phenylpropenol

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With NAD; alcohol dehydrogenase HeADH-II from Halomonas elongata; NADH-oxidase from Lactobacillu spentosus; flavin-adenin dinucleotide, disodium salt In dimethyl sulfoxide for 4h; pH=8; Enzymatic reaction;	98%
With C30H24AgBr4N8(1+)*AgBr2(1-); potassium hydroxide In 1,2-dimethoxyethane at 60℃; for 24h; Molecular sieve; Schlenk technique;	95%
With potassium pyrosulfate; potassium aquapentachlororuthenate(III); potassium hydroxide at 20℃; for 0.5h; Catalytic behavior; Sonication;	94%

: 108-86-1
bromobenzene

: 79-10-7
acrylic acid

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
Stage #1: acrylic acid With potassium tert-butylate In water at 20℃; for 0.166667h; Inert atmosphere; Stage #2: bromobenzene With C16H21Br2N3Pd In water at 120℃; for 24h; Mizoroki-Heck reaction; Inert atmosphere; Sealed tube;	98%
With potassium carbonate In water at 90℃; for 1.5h; Heck Reaction; Green chemistry;	98%
With potassium carbonate In water for 2.5h; Heck Reaction; Reflux; Green chemistry;	98%

: 2033-24-1
cycl-isopropylidene malonate

: 100-52-7
benzaldehyde

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With 2-carbamoylhydrazine-1-sulfonic acid In neat (no solvent) at 110℃; for 0.416667h; Reagent/catalyst; Temperature; Solvent; Green chemistry;	98%
With lemon juice In water at 20℃; for 0.25h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry;	98%

: 141-82-2
malonic acid

: 100-52-7
benzaldehyde

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With triton-B adsorbed on flyash In neat (no solvent) at 40℃; for 0.00833333h; Microwave irradiation; Green chemistry;	97%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 100 - 110℃; for 1.33333h; Catalytic behavior; Solvent; Knoevenagel-Doebner-Stobbe Reaction;	95%
With piperidine; pyridine for 2h; Knoevenagel Condensation; Reflux;	91%

: 104-55-2
3-phenyl-propenal

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;	97%
With carbon dioxide; potassium carbonate; 1,3-bis(mesityl)imidazolium chloride In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 96h;	95%
With tert.-butylhydroperoxide; ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 13h; chemoselective reaction;	94%

: 108-86-1
bromobenzene

: 141-32-2
acrylic acid n-butyl ester

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With C16H21Br2N3Pd; potassium tert-butylate; water at 100℃; for 24h; Inert atmosphere; Sealed tube;	97%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 104-55-2
3-phenyl-propenal

A: 38447-06-2, 38448-85-0, 39806-16-1, 136265-12-8, 1552-95-0, 106925-11-5
(2E)-ethyl 5-phenylpenta-2,4-dienoate

B: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; 3-phenyl-propenal With potassium carbonate for 6h; Horner-Wadsworth-Emmons olefination; Neat (no solvent); high-speed ball milling; Stage #2: With Oxone for 12h; Neat (no solvent); high-speed ball milling; optical yield given as %de; diastereoselective reaction;	A 96% B n/a

...Expand

: 141-82-2
malonic acid

: 104-55-2
3-phenyl-propenal

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With alum supported cesium carbonate In water at 100℃; for 0.0833333h; Knoevenagel Condensation; Sealed tube; Microwave irradiation; Green chemistry;	96%

: 905774-57-4
3-phenyl-N-(quinolin-8-yl)acrylamide

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With trifluoroacetic acid In water; toluene at 100℃; for 12h; Reagent/catalyst; Temperature;	95%

: 103-36-6
ethyl 3-phenyl-2-propenoate

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With NaSiO(CH3)3 In tetrahydrofuran at 20℃; for 20h;	94%
In water at 250℃; for 1h;	51 % Chromat.
With sodium hydroxide In methanol; dichloromethane at 20℃; for 0.916667h;

: 108-86-1
bromobenzene

: 140-88-5
ethyl acrylate

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With C16H21Br2N3Pd; potassium tert-butylate; water at 100℃; for 24h; Inert atmosphere; Sealed tube;	94%

: 3108-32-5
1,1,1-trifluoro-4-phenylbut-3-en-2-one

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With water; potassium hydroxide In ethanol at 0 - 20℃; for 2h;	94%

: C17H16O4

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Green chemistry;	94%

: 6286-30-2
2,3-dibromo-3-phenylpropanoic acid

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate; 1,2-di(thiophen-2-yl)ditelluride In ethanol; water Ambient temperature;	93%
With iron(II) oxalate In N,N-dimethyl-formamide at 100℃; for 1.25h;	93%
With sodium tetrahydroborate; nickel dichloride In N,N-dimethyl-formamide for 0.25h; Yield given;

: 112471-53-1
2-tosylethyl 3-phenyl-2-propenoate

A: 5535-52-4
tolyl vinyl sulfone

B: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 1h;	A 92% B 93%

: 103-41-3
benzy cinnamate

: 108-88-3
toluene

A: 620-47-3
1-methyl-3-(phenylmethyl)-benzene

B: 620-83-7
1-methyl-4-(phenylmethyl)benzene

C: 713-36-0
2-benzyltoluene

D: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;	A n/a B n/a C n/a D 93%

...Expand

: 591-50-4
iodobenzene

: 292638-85-8
acrylic acid methyl ester

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 6h; Catalytic behavior;	93%

: 2757-10-0
N-methylcinnamamide

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide; Glyoxal; copper dichloride Heating;	92%

: 108-24-7
acetic anhydride

: 100-52-7
benzaldehyde

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With (2-hydroxyethyl)trimethylazanium urea chloride at 30℃; for 4h; Perkin reaction;	92%
With potassium acetate at 180℃; for 60h; Product distribution; var.alkali acetate;	75%
With potassium acetate at 180℃; for 1h;	75%
With potassium carbonate at 140℃;	60%

: 64-18-6
formic acid

: 101349-79-5
2-phenylvinyl iodide

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 20h; Reagent/catalyst; Inert atmosphere; Sealed tube;	92%

: 124-38-9
carbon dioxide

: 103-64-0
bromostyrene

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
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: bromostyrene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique;	91%
In N,N-dimethyl-formamide at 5℃; electrochemical oxidation;	80%

: 70030-52-3, 21122-38-3
S-phenyl thiocinnamate

A: 491-39-4
thiochromen-4-one

B: 108-98-5
thiophenol

C: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane for 72h; Heating;	A 90% B 3% C 4%

...Expand

: 591-50-4
iodobenzene

: 79-06-1
2-propenamide

: 621-82-9
Cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 6h;	90%

: 621-82-9
Cinnamic acid

: 16619-19-5
4-cinnamoylmorpholine

Conditions

Conditions	Yield
With di(benzothiazol-2-yl)disulfide; triethylamine; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide for 4h; Ambient temperature;	100%
Stage #1: Cinnamic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3.5h; Stage #2: morpholine With triethylamine In dichloromethane at 20℃;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 3h;

: 621-82-9
Cinnamic acid

: 62-53-3
aniline

: C14H13NO

Conditions

Conditions	Yield
With diphosphorus tetraiodide In tetrachloromethane; dichloromethane Heating;	100%

: 1191-99-7
2,3-dihydro-2H-furan

: 621-82-9
Cinnamic acid

: 2-tetrahydrofuranyl cinnamate

Conditions

Conditions	Yield
With methanesulfonic acid In dichloromethane at -40 - 0℃; for 4.5h; Esterification;	100%

: 134469-06-0
thiazolidine-2-thione

: 621-82-9
Cinnamic acid

: 65439-63-6
3-cinnamoylthiazolidine-2-thione

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;	100%

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 621-82-9
Cinnamic acid

: 133812-18-7
(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h;	100%

: 621-82-9
Cinnamic acid

: 171877-39-7
(S)-4-benzylthiazolidin-2-thione

: (E)-1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-phenyl-propenone

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;	100%

: 1517-05-1
2-azidoethanol

: 621-82-9
Cinnamic acid

: C11H11N3O2

Conditions

Conditions	Yield
With pyridine	100%
Stage #1: Cinnamic acid With sulfuryl dichloride In N,N-dimethyl-formamide for 4h; Reflux; Stage #2: 2-azidoethanol With pyridine In benzene at 20℃; for 12h;	78%

: 107-19-7
propargyl alcohol

: 621-82-9
Cinnamic acid

: 91368-35-3
prop-2-yn-1-yl cinnamate

Conditions

Conditions	Yield
With pyridine	100%
Stage #1: Cinnamic acid With sulfuryl dichloride In N,N-dimethyl-formamide for 4h; Reflux; Stage #2: propargyl alcohol With pyridine In benzene at 20℃; for 12h;	83%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.416667h; Steglich Esterification;	68%

: 621-82-9
Cinnamic acid

be: be

: 501-52-0
3-Phenylpropionic acid

Conditions

Conditions	Yield
With hydrogen; potassium hydroxide In water at 20℃; under 760.051 Torr; for 1h; Sealed tube;	100%

: 621-82-9
Cinnamic acid

: 75-08-1
ethanethiol

: 42893-53-8
S-ethyl thiocinnamate

Conditions

Conditions	Yield
With polyphosphate ester at 20℃;	100%
Stage #1: Cinnamic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: ethanethiol In dichloromethane at 0 - 20℃; Inert atmosphere;	88%

: 67-56-1
methanol

: 621-82-9
Cinnamic acid

: 103-25-3
3-phenylpropanoic acid methyl ester

Conditions

Conditions	Yield
With C28H28Cl2N4Pd; hydrogen at 30 - 35℃; under 760.051 Torr; for 8h; chemoselective reaction;	100%

: 621-82-9
Cinnamic acid

: 70-11-1
α-bromoacetophenone

: 2-oxo-2-phenylethyl cinnamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetone	100%
Stage #1: Cinnamic acid With potassium carbonate In butanone at 20℃; for 0.25h; Stage #2: α-bromoacetophenone In butanone at 80℃;	86%
With potassium carbonate In butanone for 12h; Reflux;

: 2052-49-5
tetra(n-butyl)ammonium hydroxide

: 621-82-9
Cinnamic acid

: C9H7O2(1-)*C16H36N(1+)

Conditions

Conditions	Yield
In methanol Inert atmosphere;	100%

: 621-82-9
Cinnamic acid

: 102-92-1
cinnamoyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 40℃; for 24h;	99%
With thionyl chloride In dichloromethane; benzene	96.5%
With thionyl chloride for 1h; Reflux;	96.7%

: 621-82-9
Cinnamic acid

: 501-52-0
3-Phenylpropionic acid

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran for 1.33333h; Ambient temperature;	99%
With Pd(SIPr)(PCy3); hydrogen In methanol at 20℃; under 750.075 Torr; for 24h;	99%
With isopropyl alcohol; potassium hydroxide In water at 70℃; for 20h;	99%

: 108-91-8
cyclohexylamine

: 621-82-9
Cinnamic acid

: 6750-98-7
N-cyclohexylcinnamamide

Conditions

Conditions	Yield
With TEA; diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate In various solvent(s) for 2h; Ambient temperature;	99%
With 1-methyl-pyrrolidin-2-one; 3,3'-(phenylphosphinylidene)bis<2(3H)-benzothiazolone; triethylamine Ambient temperature;	97%
Stage #1: Cinnamic acid With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate; triphenylphosphine at 20℃; for 0.166667h; Stage #2: cyclohexylamine at 20℃; for 0.333333h;	95%

: 67-56-1
methanol

: 621-82-9
Cinnamic acid

: 103-26-4
methyl cinnamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride at 20℃; for 2h; Esterification;	99%
With thionyl chloride at 0 - 20℃; for 13.5h;	99%
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride for 2h;	98%

: 67-56-1
methanol

: 621-82-9
Cinnamic acid

: 103-26-4
Methyl cinnamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride at 20℃; for 2h; Esterification;	99%

: 3-(chloromethyl)-1-nosyl-5-nitrolindole

: 621-82-9
Cinnamic acid

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

Conditions

Conditions	Yield
With caesium carbonate; sodium iodide In acetonitrile at 20 - 40℃; Inert atmosphere;	99%

: (3RS,6RS,11aSR)-6-hydroxymethyl-9-methyl-3-(3-methyl-2,4,5-trimethoxy-benzyl)-2,3,11,11a-tetrahydro-7,8,10-trimethoxy-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

: 621-82-9
Cinnamic acid

: (3RS,6RS,11aSR)-6-cinnamoyloxymethyl-9-methyl-3-(3-methyl-2,4,5-trimethoxybenzyl)-2,3,11,11a-tetrahydro-7,8,10-trimethoxy-6H-pyrazino[1,2-b]isoquinoline-1,4-dione

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 21h; Inert atmosphere;	99%

: 100-44-7
benzyl chloride

: 621-82-9
Cinnamic acid

: 103-41-3
benzy cinnamate

Conditions

Conditions	Yield
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid;	99%
With 1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine In ethanol; water at 70℃; for 2.2h; Green chemistry;	84%
With triethylamine at 90℃; for 2h;	62%
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In diethoxymethane at 80 - 85℃; for 6h;	57%

: 109-65-9
1-bromo-butane

: 621-82-9
Cinnamic acid

: 52392-64-0, 52392-65-1, 538-65-8
n-butyl cinnamate

Conditions

Conditions	Yield
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid;	99%

: AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)

: 621-82-9
Cinnamic acid

: [(C6H4CHCH)Au(1,3-bis(2,6-diisopropyl)phenyl-imidazol-2-ylidene)]

Conditions

Conditions	Yield
In toluene byproducts: H2O, CO2; N2 or air, 1:1 mixt. refluxed at 120°C for 20 h; dried (vac.);	99%

: 621-82-9
Cinnamic acid

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

Conditions

Conditions	Yield
With [ReOCl2(1,2-bis(diphenylphosphino)ethane)]; hydrogen; potassium tetraphenylborate In toluene at 160℃; under 30003 Torr; for 24h; Autoclave; Inert atmosphere;	99%
With hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 24h;	88%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	85%

Cinnamic acid Consensus Reports

Reported in EPA TSCA Inventory.

Cinnamic acid Specification

The Cinnamic acid is an organic compound with the formula C₉H₈O₂. The IUPAC name of this chemical is (E)-3-phenylprop-2-enoic acid. With the CAS registry number 621-82-9, it is also named as 3c-phenyl-acrylic acid. The product's classification codes are Drug / Therapeutic Agent; Skin / Eye Irritant. Besides, it is a monoclinic crystal, which should be stored in a closed cool and dry place. It is mainly used for making esters of cinnamic acid.

Physical properties about Cinnamic acid are: (1)ACD/LogP: 2.41; (2)ACD/LogD (pH 5.5): 0.79; (3)ACD/LogD (pH 7.4): -0.91; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 11.54; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 26.3Å²; (12)Index of Refraction: 1.616; (13)Molar Refractivity: 43.7 cm³; (14)Molar Volume: 125 cm³; (15)Polarizability: 17.32×10^-24cm³; (16)Surface Tension: 49.7 dyne/cm; (17)Density: 1.184 g/cm³; (18)Flash Point: 189.5 °C; (19)Enthalpy of Vaporization: 53.13 kJ/mol; (20)Boiling Point: 265 °C at 760 mmHg; (21)Vapour Pressure: 0.00471 mmHg at 25°C.

Preparation: this chemical can be prepared by acrylic acid and iodobenzene. This reaction will need reagent Na₂CO₃, catalyst PdCl₂ and solvent H₂O. The reaction temperature is 100 °C.

Uses of Cinnamic acid: it can be used to produce 3-phenyl-acrylic acid methyl ester by heating. It will need reagent silica chloride with reaction time of 5 hours. The yield is about 94%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. 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: O=C(O)\C=C\c1ccccc1
(2)InChI: InChI=1/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
(3)InChIKey: WBYWAXJHAXSJNI-VOTSOKGWBT
(4)Std. InChI: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
(5)Std. InChIKey: WBYWAXJHAXSJNI-VOTSOKGWSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LDLo	oral	> 5gm/kg (5000mg/kg)	Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.
mouse	LD50	intraperitoneal	160mg/kg (160mg/kg)	Food and Cosmetics Toxicology. Vol. 16, Pg. 687, 1978.
mouse	LD50	intravenous	380mg/kg (380mg/kg)	Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 617, 1969.
mouse	LD50	oral	5gm/kg (5000mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(1), Pg. 94, 1981.
rat	LD50	intraperitoneal	1600mg/kg (1600mg/kg)	Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.
rat	LD50	oral	2500mg/kg (2500mg/kg)	Food and Cosmetics Toxicology. Vol. 16, Pg. 687, 1978.

Product Name

Cinnamic acid

Synthetic route

Cinnamic acid Consensus Reports

Cinnamic acid Specification

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