3-(4-Methylbenzoyl)propionic acid supplier

Name
3-(4-Methylbenzoyl)propionic acid
EINECS
CAS No. 4619-20-9
Article Data100
CAS DataBase
Density 1.165 g/cm₃
Solubility insoluble in water
Melting Point 127-130 °C(lit.)
Formula C11H12 O3
Boiling Point 378.8 °C at 760 mmHg
Molecular Weight 192.214
Flash Point 197 °C
Transport Information
Appearance white - off-white Crystalline powder
Safety 26-36
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Propionicacid, 3-p-toluoyl- (6CI,7CI,8CI); 3-(4-Methylbenzoyl)propanoic acid;3-(4-Methylbenzoyl)propionic acid; 3-(p-Methylbenzoyl)propionic acid;3-p-Toluoylpropionic acid; 4-(4-Methylphenyl)-4-oxobutanoic acid;4-(4-Methylphenyl)-4-oxobutyric acid; 4-Methyl-g-oxobenzenebutanoic acid;4-Oxo-4-(4-methylphenyl)butanoic acid; 4-Oxo-4-(p-tolyl)butanoic acid; NSC54788; b-(4-Methylbenzoyl)propionic acid;b-(4-Methylphenyl)propionic acid; b-p-Toluoylpropionic acid
PSA 54.37000
LogP 2.04250

Synthetic route

: 108-30-5
succinic acid anhydride

: 108-88-3
toluene

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Stage #1: succinic acid anhydride With aluminum (III) chloride In dichloromethane at 20℃; for 0.0833333h; Schlenk technique; Sealed tube; Stage #2: toluene In dichloromethane at 20℃; Schlenk technique; Sealed tube;	99%
With aluminum (III) chloride at 50 - 60℃; for 2h; Friedel-Crafts Acylation;	99.3%
With aluminum (III) chloride at 60℃; Friedel-Crafts Acylation; Ionic liquid; Irradiation;	95%

: 20972-36-5
(E)-4-oxo-4-(p-tolyl)but-2-enoic acid

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
With hydrogen; palladium In methanol at 20℃; for 10h;	99%
With trifluoroacetic acid; lithium chloride In methanol Inert atmosphere; Electrolysis;

: 6942-61-6
ethyl 4-oxo-4-(p-tolyl)butanoate

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Stage #1: ethyl 4-oxo-4-(p-tolyl)butanoate With sodium hydroxide In methanol at 20℃; for 3h; Stage #2: With hydrogenchloride In water	97%

: 78861-22-0
Methyl (E)-4-hydroxy-4-(4'-methylphenyl)but-2-enoate

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 1h; Heating;	78%
Multi-step reaction with 3 steps 1: 91 percent / active MnO2 / CH2Cl2 / 3 h / Ambient temperature 2: NaBH4 / methanol; H2O / 1.) 5-10 deg C, 30 min , 2.) RT , 1 h 3: 78 percent / NaOH / ethanol; H2O / 1 h / Heating View Scheme

: 21053-98-5
5-(4-methylphenyl)-3H-furan-2-one

: 62-55-5
thioacetamide

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
at 120 - 130℃; for 4h;	45%

: 78861-19-5
Methyl 3-bromo-4-keto-4-(4'-methylphenyl)butanoate

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 31 percent / NaBH4, NaHCO3 / methanol; H2O / 1.5 h / 28 °C 2: 78 percent / NaOH / ethanol; H2O / 1 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 31 percent / NaBH4, NaHCO3 / methanol; H2O / 1.5 h / 28 °C 2: 91 percent / active MnO2 / CH2Cl2 / 3 h / Ambient temperature 3: NaBH4 / methanol; H2O / 1.) 5-10 deg C, 30 min , 2.) RT , 1 h 4: 78 percent / NaOH / ethanol; H2O / 1 h / Heating View Scheme

: 874-60-2
4-methyl-benzoyl chloride

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(I) cyanide di(lithium chloride) / tetrahydrofuran / 3 h / -15 - 20 °C / Inert atmosphere 2: sodium hydroxide / methanol / 3 h / 20 °C View Scheme

: C11H13NO3

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 24 h / 20 °C 2: ω-transaminase from Burkholderia graminis C4D1M; piruvate; pyridoxal 5'-phosphate / dimethyl sulfoxide / 24 h / pH 7.0 / Resolution of racemate; Enzymatic reaction View Scheme

: 4-amino-4-(4-methoxyphenyl)butanoic acid

A: 4619-20-9
3-(4-methylbenzoyl)propionic acid

B: (R)-4-amino-4-(4-methoxyphenyl)butanoic acid

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; ω-transaminase from Burkholderia graminis C4D1M; piruvate In dimethyl sulfoxide for 24h; pH=7.0; Reagent/catalyst; Resolution of racemate; Enzymatic reaction;	A n/a B n/a

: 108-30-5
succinic acid anhydride

: 4294-57-9
para-methylphenylmagnesium bromide

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

Conditions

Conditions	Yield
Stage #1: succinic acid anhydride; para-methylphenylmagnesium bromide With iron(III)-acetylacetonate In tetrahydrofuran at -40 - 20℃; Inert atmosphere; Stage #2: With hydrogenchloride In water pH=Ca. 1; Inert atmosphere;

: 67-56-1
methanol

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 57498-54-1
methyl 4-(4-methylphenyl)-4-oxobutanoate

Conditions

Conditions	Yield
With sulfuric acid at 70℃; for 5h;	100%
With sulfuric acid at 68℃;	99%
With sulfuric acid at 20℃; for 12h;	99.4%

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 220367-39-5
sodium 3-(4'-methylbenzoyl)propanoate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water	99%

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: potassium 3-(4'-methylbenzoyl)propanoate

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water	99%

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 7480-35-5, 13286-59-4, 74165-73-4, 126456-43-7, 136030-00-7, 140632-19-5, 140632-20-8
(1S,2R)-1-amino-2-indanol

: (3aS,4aR,9bS)-3a-(p-tolyl)-3,3a,4a,9b-tetrahydro-5H-indeno[1,2-d]pyrrolo[2,1-b]oxazol-1(2H)-one

Conditions

Conditions	Yield
In toluene for 15h; Reflux; Dean-Stark;	98%

: 64-17-5
ethanol

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 6942-61-6
ethyl 4-oxo-4-(p-tolyl)butanoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid Reflux;	96%
With hydrogenchloride at 25℃; for 15h;	95%
With hydrogenchloride
With sulfuric acid
With hydrogenchloride In water at 20℃; for 4h;

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 60-34-4
methylhydrazine

: 483989-48-6
2-methyl-6-(4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone

Conditions

Conditions	Yield
In acetic acid Heating;	96%

: 4619-20-9
3-(4-methylbenzoyl)propionic acid

: 80-97-7
Cholestanol

: 4-Oxo-4-p-tolyl-butyric acid (3S,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
With polystyryl diphenyl phosphine-iodine In dichloromethane at 40 - 50℃; for 0.833333h;	96%

3-(4-Methylbenzoyl)propionic acid Chemical Properties

Molecule structure of 3-(4-Methylbenzoyl)propionic acid (CAS NO.4619-20-9):

IUPAC Name: 4-(4-Methylphenyl)-4-oxobutanoic acid
Molecular Weight: 192.21118 [g/mol]
Molecular Formula: C₁₁H₁₂O₃
Index of Refraction: 1.542
Molar Refractivity: 51.93 cm³
Molar Volume: 164.8 cm³
Surface Tension: 46.8 dyne/cm
Density: 1.165 g/cm³
Melting Point: 127-130 °C(lit.)
Flash Point: 197 °C
Enthalpy of Vaporization: 66.11 kJ/mol
Boiling Point: 378.8 °C at 760 mmHg
Vapour Pressure: 2.06E-06 mmHg at 25 °C
Water Solubility: insoluble
XLogP3: 1.9
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 4
Tautomer Count: 7
Exact Mass: 192.078644
MonoIsotopic Mass: 192.078644
Topological Polar Surface Area: 54.4
Heavy Atom Count: 14
Canonical SMILES: CC1=CC=C(C=C1)C(=O)CCC(=O)O
InChI: InChI=1S/C11H12O3/c1-8-2-4-9(5-3-8)10(12)6-7-11(13)14/h2-5H,6-7H2,1H3,(H,13,14)
InChIKey: OEEUWZITKKSXAZ-UHFFFAOYSA-N
Product Categories: Miscellaneous; C11 to C12; Carbonyl Compounds; Carboxylic Acids

3-(4-Methylbenzoyl)propionic acid Production

1. 1 gram of butanedioic anhydride and 8 ml of toluene are added to a 50ml three-necked flask.
2. Add 3 grams of anhydrous aluminum chloride while stirring.
3. The mixture is then heated to 90 °C for 30 minutes to reflux while stirring.
4. After that the mixture is first cooled to room temperature and then further cooled by the mixture of water and ice.
5. Then the mixture of 6 ml of condensed hydrochloric acid and 6 grams of ice is added to make the aluminum carboxylate undergo a complete hydrolysis.
6. Toluene is separated from the mixture by steam distillation.
7. Then cool the mixture to room temperature and the acid solidifies.
8. The acid is separated by suction filtration and then recrystallized with 15% ethanol.

3-(4-Methylbenzoyl)propionic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3

3-(4-Methylbenzoyl)propionic acid Specification

3-(4-Methylbenzoyl)propionic acid (CAS NO.4619-20-9) is also called 3-(p-Toluoyl)propionic acid ; 4-(4-Methylphenyl)-4-oxobutyric acid ; 4-(4-Methylphenyl)-4-oxobutanoic acid. 3-(4-Methylbenzoyl)propionic acid (CAS NO.4619-20-9) is an organic carboxylic acid. It is white to light beige crystalline powder.

Product Name

3-(4-Methylbenzoyl)propionic acid

Synthetic route

3-(4-Methylbenzoyl)propionic acid Chemical Properties

3-(4-Methylbenzoyl)propionic acid Production

3-(4-Methylbenzoyl)propionic acid Safety Profile

3-(4-Methylbenzoyl)propionic acid Specification

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