alpha-Methylcinnamic acid supplier

Name
alpha-Methylcinnamic acid
EINECS 214-847-0
CAS No. 1199-77-5
Article Data51
CAS DataBase
Density 1.147 g/cm³
Solubility
Melting Point 79-81 °C
Formula C₁₀H₁₀O₂
Boiling Point 288.3 °C at 760 mmHg
Molecular Weight 162.188
Flash Point 194.3 °C
Transport Information
Appearance white crystal
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cinnamicacid, a-methyl- (7CI,8CI);2-Methyl-3-phenyl-2-propenoic acid;NSC 401113;
PSA 37.30000
LogP 2.17450

Synthetic route

: 87995-30-0
C17H16O2

: 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: 1199-77-5
α-methylcinnamic 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 98%

...Expand

: 21370-57-0, 22946-43-6, 25692-59-5
methyl 2-methyl-3-phenylacrylate

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With methanol; potassium hydroxide at 20℃; for 0.5h;	95%
With potassium hydroxide In methanol at 20℃; for 0.5h;

: 101-39-3
2-methyl-3-phenyl-2-propenal

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In water; acetonitrile at 45℃; for 12h; chemoselective reaction;	87%
With ethanol; silver(l) oxide

: 100-52-7
benzaldehyde

: 123-62-6
propionic acid anhydride

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With potassium carbonate at 140℃;	83%
With sodium acetate Perkin reaction; Heating;	61.24%
Stage #1: propionic acid anhydride With potassium carbonate at 0℃; for 0.0833333h; Perkin Carboxylic Acid Synthesis; Stage #2: benzaldehyde at 160 - 180℃; for 12h; Perkin Carboxylic Acid Synthesis;	40%
With sodium proprionate at 180℃;
With sodium acetate at 130 - 135℃;

: 15174-47-7
α-methyl-trans-cinnamaldehyde

A: 1199-77-5
α-methylcinnamic acid

B: 1009-67-2, 5628-72-8, 14367-54-5, 14367-67-0
2-methyl-3-phenylpropionic acid

Conditions

Conditions	Yield
With aldehyde dehydrogenase from E.coli; ene-reductase from Saccharomyces cerevisiae; NADH In aq. phosphate buffer at 30℃; for 1h; pH=7; Time; Enzymatic reaction; chemoselective reaction;	A 5% B 83%

: 201230-82-2
carbon monoxide

: 71001-35-9
(2-bromoprop-1-en-1-yl)benzene

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With [bmim]PF6; triethylamine; bis-triphenylphosphine-palladium(II) chloride In water at 100℃; under 15001.2 Torr; for 10h;	64%

: 108-86-1
bromobenzene

: 79-41-4
poly(methacrylic acid)

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With potassium carbonate at 80℃; Heck Reaction; Micellar solution;	64%

: 591-50-4
iodobenzene

: 79-41-4
poly(methacrylic acid)

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With potassium carbonate at 80℃; Heck Reaction; Micellar solution;	62%

: 2327-99-3
1-phenylpropadiene

: 124-38-9
carbon dioxide

A: 30953-25-4
2-phenyl-3-butenoic acid

B: 2243-53-0
styrylacetic acid

C: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
Stage #1: 1-phenylpropadiene; carbon dioxide With [Pd(OSO2CF3)(CH3Si(C6H4P(C6H5)2)2)]; diethylzinc In hexane; N,N-dimethyl-formamide at 60℃; for 8h; Stage #2: With hydrogenchloride In hexane; water; N,N-dimethyl-formamide	A 54% B 2% C 7%

...Expand

: 91358-54-2
methyl 2-iodo-2-methyl-3-phenylpropanoate

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 3h; Heating;	48%
With Alkali Product distribution;

: 101-39-3
2-methyl-3-phenyl-2-propenal

A: 1197-33-7
2-methyl-3-phenyl-acrylonitrile

B: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With nickel(II) sulphate; ammonium hydroxide; sodium hydroxide; dipotassium peroxodisulfate In water for 6h; Ambient temperature;	A 21% B n/a

: 110-86-1
pyridine

: 100-52-7
benzaldehyde

: 802294-64-0
propionic acid

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 180℃;

...Expand

: 98-87-3
benzylidene dichloride

: 137-40-6
sodium proprionate

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 150℃;

: 23985-58-2
3-hydroxy-2-methyl-3-phenyl-propionic acid

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With acetic anhydride at 180℃;
With acetyl chloride at 100℃;

: 23985-58-2
3-hydroxy-2-methyl-3-phenyl-propionic acid

: 108-24-7
acetic anhydride

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 180℃;

: 137-40-6
sodium proprionate

: 108-24-7
acetic anhydride

: 100-52-7
benzaldehyde

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 100℃; im geschlossenen Rohr;

...Expand

: 137-40-6
sodium proprionate

: 100-52-7
benzaldehyde

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With acetic anhydride at 100℃;
With acetic acid at 200℃;

: 100-52-7
benzaldehyde

: 802294-64-0
propionic acid

: 121-44-8
triethylamine

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 180℃;

...Expand

: 137-40-6
sodium proprionate

: 100-52-7
benzaldehyde

: 123-62-6
propionic acid anhydride

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 180℃;

...Expand

: 127-09-3
sodium acetate

: 100-52-7
benzaldehyde

: 123-62-6
propionic acid anhydride

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 180℃;
at 150℃;
at 125 - 130℃;

...Expand

: 23985-58-2
3-hydroxy-2-methyl-3-phenyl-propionic acid

: 75-36-5
acetyl chloride

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
at 100℃;

: 67-56-1
methanol

: 56-23-5
tetrachloromethane

: 134-81-6
benzil

: 107-12-0
propiononitrile

A: 1199-77-5
α-methylcinnamic acid

B: 65-85-0
benzoic acid

...Expand

: 100-44-7
benzyl chloride

: 609-08-5
Diethyl methylmalonate

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With sodium Multistep reaction;

: 1895-97-2
2-methyl-3-phenylacrylic acid

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
In benzene Irradiation;

: 1901-26-4
3-methyl-4-phenyl-3-buten-2-one

NaOCl: NaOCl

: 1199-77-5
α-methylcinnamic acid

: 673-32-5
1-Phenylprop-1-yne

: 64-19-7
acetic acid

: 67-64-1
acetone

Ni(CO)4: Ni(CO)4

A: 1199-77-5
α-methylcinnamic acid

B 2-phenyl-buten-(2)-oic acid (1): 2-phenyl-buten-(2)-oic acid (1)

...Expand

α-methyl-α-benzyliden-acetone: α-methyl-α-benzyliden-acetone

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With sodium hypochlorite

: 100-52-7
benzaldehyde

isosuccinate sodium: isosuccinate sodium

: 1199-77-5
α-methylcinnamic acid

Conditions

Conditions	Yield
With acetic anhydride

: 122-63-4
benzyl proprionate

A: 1199-77-5
α-methylcinnamic acid

B α-benzyl-propionic acid benzyl ester: α-benzyl-propionic acid benzyl ester

Conditions

Conditions	Yield
With sodium at 130℃;

: 67-56-1
methanol

: 1199-77-5
α-methylcinnamic acid

: 21370-57-0, 22946-43-6, 25692-59-5
methyl 2-methyl-3-phenylacrylate

Conditions

Conditions	Yield
With thionyl chloride at 20℃; for 3h;	100%
With hydrogenchloride

: 1199-77-5
α-methylcinnamic acid

: 1009-67-2
2-methyl-3-phenylpropanoic acid

Conditions

Conditions	Yield
Stage #1: α-methylcinnamic acid With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In water	99%
With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction;	99%
With hydrogen; potassium hydroxide In water at 20℃; under 760.051 Torr; for 0.5h; Sealed tube;	98%

: 1199-77-5
α-methylcinnamic acid

: 1009-67-2, 5628-72-8, 14367-54-5, 14367-67-0
2-methyl-3-phenylpropionic acid

Conditions

Conditions	Yield
With hydrogen; triethylamine In methanol at 20℃; under 4560.31 Torr; for 0.5h; optical yield given as %ee; enantioselective reaction;	99%
With C38H36IrO2P; hydrogen; caesium carbonate In butan-1-ol at 65℃; under 2280.15 Torr; for 6h; enantioselective reaction;	99%
With C38H36IrO2P; hydrogen; caesium carbonate In butan-1-ol at 65℃; under 2250.23 Torr; for 6h; Glovebox; enantioselective reaction;	99%
With C32H12BF24(1-)*C54H71IrNP(1+); hydrogen; caesium carbonate In methanol at 45℃; under 4560.31 Torr; for 1h; Autoclave; optical yield given as %ee; enantioselective reaction;	97%
Multi-step reaction with 2 steps 1: (i) H2SO4, (ii) H2, Pd-C, EtOH 2: α-chymotrypsin, aq. NaOH View Scheme

: 1199-77-5
α-methylcinnamic acid

: 2-methyl-3-phenylpropionic acid

Conditions

Conditions	Yield
With hydrogen; triethylamine; C32H12BF24(1-)*C63H74IrNOP(1+) In methanol under 4500.45 Torr; Product distribution / selectivity; Sealed tube;	99%
With C43H36O6P2Rh; hydrogen In methanol under 7600.51 Torr; for 12h; Inert atmosphere;	99%
With hydrogen; C43H36O6P2Ru In methanol at 20℃; under 7600.51 Torr; for 12h; enantioselective reaction;	99%
With hydrogen; (S)-1-di(3,5-dimethyl-4-methoxyphenyl)phosphino-2-[α-(S)-hydroxy(o-diphenylphosphinophenyl)methyl]ferrocene; [Rh(norbornadiene)2]BF4 In methanol at 25℃; under 3750.38 Torr; for 19h; Product distribution / selectivity;	n/a
With hydrogen; bis(norbornadiene)rhodium(l)tetrafluoroborate; [(R(C),R(C)),(S(Fc),S(Fc)),(S(P),S(P))]-1-[2-(1-N,N-dimethylamino-ethyl)-1-ferrocenyl]phenylphosphino-1'-[2-(1-N,N-dimethylaminoethyl)-1-ferrocenyl][4-(trifluoromethyl)phenyl]phosphinoferrocene In methanol at 25℃; under 2250.23 Torr; for 2h; Product distribution / selectivity;

: 1199-77-5
α-methylcinnamic acid

: 442516-54-3
3-(tert-butoxycarbonyloxy)-3,4-dihydrobenzotriazine-4-one

: 442516-55-4
3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate

Conditions

Conditions	Yield
With dmap In acetonitrile at 20℃; for 1.5h;	98%

: 1199-77-5
α-methylcinnamic acid

: 109-73-9
N-butylamine

: C14H19NO

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	95%

: 1199-77-5
α-methylcinnamic acid

: 1079-66-9
chloro-diphenylphosphine

: 111507-06-3
(C6H5)2PO2CC(CH3)CH(C6H5)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -20℃;	94%

: 594-36-5
2-methyl-2-butylchloride

: 1199-77-5
α-methylcinnamic acid

: C15H20O2

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 0 - 5℃; Reagent/catalyst; Friedel-Crafts Alkylation;	94%

: 1199-77-5
α-methylcinnamic acid

: 1-(buta-2,3-dien-1-yl)naphthalene

: (E)-3,5-dimethyl-5-(2-(naphthalen-1-yl)vinyl)-4-phenylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	93%

: 1199-77-5
α-methylcinnamic acid

: 13633-08-4
penta-2,3-dien-1-ylbenzene

: (E)-5-ethyl-3-methyl-4-phenyl-5-styrylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	93%

: 64-17-5
ethanol

: 1199-77-5
α-methylcinnamic acid

: 7042-33-3
ethyl (E)-2-methyl-3-phenyl-2-propenoate

Conditions

Conditions	Yield
With sulfuric acid for 6h; Reflux; Inert atmosphere;	92%

: 1199-77-5
α-methylcinnamic acid

: 40339-20-6
buta-2,3-dienyl-benzene

: (E)-3,5-dimethyl-4-phenyl-5-styrylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	92%

: 64-17-5
ethanol

: 1199-77-5
α-methylcinnamic acid

: 7042-33-3, 7042-34-4, 1734-78-7
ethyl 2-methylcinnamate

Conditions

Conditions	Yield
With acetyl chloride Reflux;	91%
With sulfuric acid
With sulfuric acid for 2h; Reflux;

: 1199-77-5
α-methylcinnamic acid

: 5-methyl-5-phenyl-1,2-hexadiene

: (E)-3,5-dimethyl-5-(3-methyl-3-phenylbut-1-en-1-yl)-4-phenylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	91%

: 753-90-2
trifluoroethylamine

: 1199-77-5
α-methylcinnamic acid

: C12H12F3NO

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	91%

: 1199-77-5
α-methylcinnamic acid

: 54624-37-2
(E)-(2-bromoprop-1-en-1-yl)benzene

Conditions

Conditions	Yield
With hydrogen bromide; sodium nitrite In water; acetonitrile at 20℃; for 5h;	90%

: 30332-99-1
penta-3,4-dienoic acid ethyl ester

: 1199-77-5
α-methylcinnamic acid

: (E)-ethyl 3-(2,4-dimethyl-5-oxo-3-phenyl-2,5-dihydrofuran-2-yl)acrylate

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	90%

: 1199-77-5
α-methylcinnamic acid

: 151-10-0
1,3-Dimethoxybenzene

: C18H18O3

Conditions

Conditions	Yield
With 2C9H4NO6(3-)3Fe(2+)9H2O; trifluoroacetic anhydride In 1,2-dichloro-ethane at 90℃; for 5h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst;	90%

: 1199-77-5
α-methylcinnamic acid

: 74-89-5
methylamine

: 105906-93-2
C11H13NO

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	89%

: 1199-77-5
α-methylcinnamic acid

: 1-(buta-2,3-dien-1-yl)-3-methylbenzene

: (E)-3,5-dimethyl-5-(3-methylstyryl)-4-phenylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	88%

: 1193345-20-8
C17H16

: 1199-77-5
α-methylcinnamic acid

: (E)-3-methyl-5-phenethyl-4-phenyl-5-styrylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	88%

: 1199-77-5
α-methylcinnamic acid

: 75-64-9
tert-butylamine

: C14H19NO

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	88%

: 5557-87-9
3,4-pentadiene-1-ol

: 1199-77-5
α-methylcinnamic acid

: (E)-5-(3-hydroxyprop-1-en-1-yl)-3,5-dimethyl-4-phenylfuran-2(5H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique; stereoselective reaction;	87%

: 1199-77-5
α-methylcinnamic acid

: 501-65-5
diphenyl acetylene

: 1104516-50-8
4-methyl-3,5,6-triphenyl-2H-pyran-2-on

Conditions

Conditions	Yield
With [RhCl2(p-cymene)]2; copper(II) acetate monohydrate In tert-Amyl alcohol at 90℃; for 2h;	86%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; tetrabutylammonium acetate In methanol at 60℃; for 12h; Electrochemical reaction;	26%

: 1199-77-5
α-methylcinnamic acid

: 4083-64-1
Tosyl isocyanate

: C17H17NO3S

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere;	86%

: 31271-90-6
1-(p-toluenesulfonyl)-1H-indole

: 1199-77-5
α-methylcinnamic acid

: C25H21NO3S

Conditions

Conditions	Yield
With trifluoroacetic acid In 1,2-dichloro-ethane at 90℃; for 3h; Catalytic behavior; Reagent/catalyst; Time;	86%

: 1199-77-5
α-methylcinnamic acid

: 75-04-7
ethylamine

: C12H15NO

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	86%

alpha-Methylcinnamic acid Chemical Properties

Molecular structure of alpha-Methylcinnamic acid (CAS NO.1199-77-5) is:

Product Name: alpha-Methylcinnamic acid
CAS Registry Number: 1199-77-5
IUPAC Name: (E)-2-methyl-3-phenylprop-2-enoic acid
Molecular Weight: 162.1852 [g/mol]
Molecular Formula: C₁₀H₁₀O₂
XLogP3-AA: 2.2
H-Bond Donor: 1
H-Bond Acceptor: 2
EINECS: 214-847-0
Melting Point: 79-81 °C(lit.)
Surface Tension: 45.9 dyne/cm
Density: 1.147 g/cm³
Flash Point: 194.3 °C
Enthalpy of Vaporization: 55.71 kJ/mol
Boiling Point: 288.3 °C at 760 mmHg
Vapour Pressure: 0.00109 mmHg at 25°C
Product Categories: Cinnamic acid;C₁₀;Carbonyl Compounds;Carboxylic Acids

alpha-Methylcinnamic acid Safety Profile

Safty information about alpha-Methylcinnamic acid (CAS NO.1199-77-5) is:
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
HS Code: 29163900

alpha-Methylcinnamic acid Specification

alpha-Methylcinnamic acid , its cas register number is 1199-77-5. It also can be called 2-Propenoic acid,2-methyl-3-phenyl- ; 2-Methyl-3-phenylacrylic acid .It is a white to yellowish crystals or crystalline powder.

Product Name

alpha-Methylcinnamic acid

Synthetic route

alpha-Methylcinnamic acid Chemical Properties

alpha-Methylcinnamic acid Safety Profile

alpha-Methylcinnamic acid Specification

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