ChemicalBook--->CAS DataBase List--->5597-50-2

5597-50-2

5597-50-2 Structure

5597-50-2 Structure
IdentificationMore
[Name]

Methyl 3-(4-hydroxyphenyl)propionate
[CAS]

5597-50-2
[Synonyms]

3-(4-HYDROXYPHENYL)PROPIONIC ACID METHYL ESTER
3-(4'-HYDROXYPHENYL)-PROPIONIC ACID-OME
3-(4-HYDROXY-PHENYL)-PROPIONIC ACID-OME
4-hydroxy-benzenepropanoic acid methyl ester
METHYL 3-(4-HYDROXYPHENYL)PROPIONATE
METHYL P-HYDROXYHYDROCINNAMATE
4-hydroxy-benzenepropanoicacimethylester
Hydrocinnamic acid, p-hydroxy-, methyl ester
Methyl 3-(4-hydroxyphenyl)propanoate
Methyl 3-(p-hydroxyphenyl)propionate
Methyl 4-hydroxyhydrocinnamate
Propanoic acid, 3-(4-hydroxyphenyl), methyl ester
3-(4-hydroxybenzene)propionic methyl ester
Methyl 4-hydroxyphenylpropionate
METHYL 3-(4-HYDROXYPHENYL)PROPIONATE, 97 %
4-Hydroxyphenylpropionic Acid Methyl Ester
3-(4-HYDROCHLORIDE )PROPIONIC ACID METHYL ESTER
Methyl p-hydroxyphenylpropionate
3-(4-Hydroxyphenyl)propanoic acid methyl ester
4-Hydroxybenzenepropionic acid methyl ester
[Molecular Formula]

C10H12O3
[MDL Number]

MFCD00071577
[Molecular Weight]

180.2
[MOL File]

5597-50-2.mol
Chemical PropertiesBack Directory
[Appearance]

white transparent low melting mass
[Melting point ]

39-41 °C (lit.)
[Boiling point ]

108 °C/11 mmHg (lit.)
[density ]

1.1272 (rough estimate)
[refractive index ]

1.5160 (estimate)
[Fp ]

>230 °F
[storage temp. ]

2-8°C
[solubility ]

Soluble in chloroform and methanol.
[form ]

Powder
[pka]

9.89±0.15(Predicted)
[color ]

White transparent
[CAS DataBase Reference]

5597-50-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzenepropanoic acid, 4-hydroxy-, methyl ester(5597-50-2)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29181990
Hazard InformationBack Directory
[Chemical Properties]

white transparent low melting mass
[Uses]

Methyl 3-(4-hydroxyphenyl)propionate may be used in the enzymatic coupling of saccharides to protein.
[Definition]

ChEBI: Methyl 3-(4-hydroxyphenyl)propionate is a methyl ester resulting from the formal condensation of the carboxy group of phloretic acid with methanol. It is a nitrification inhibitor and a plant growth regulator. It has a role as a nitrification inhibitor and a plant growth regulator. It is a member of phenols and a methyl ester. It is functionally related to a phloretic acid.
[General Description]

Methyl 3-(4-hydroxyphenyl)propionate is reported to be responsible for biological nitrification inhibition in sorghum (Sorghum bicolor).
[Synthesis]

Methyl 4-hydroxycinnamate

3943-97-3

Methyl 3-(4-hydroxyphenyl)propionate

5597-50-2

General procedure for the synthesis of methyl 4-hydroxyphenylpropionate from methyl 4-hydroxycinnamate: Pd/C (0.1 g) was added to a solution of methyl (E)-3-(4-hydroxyphenyl)acrylate (1.0 g, 5.6 mmol) in ethanol (20 mL). The reaction mixture was stirred vigorously at room temperature under hydrogen atmosphere (1 bar) for 21 hours. Upon completion of the reaction, the suspension was filtered through a diatomaceous earth pad and evaporated to dryness under vacuum to afford the oily product methyl 3-(4-hydroxyphenyl)propionate (1.0 g, 5.6 mmol, 99% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.07 (ddd, J=8.8,2.8,2.0 Hz, 2H), 6.76 (ddd, J=8.8,2.8,2.0 Hz, 2H), 4.72 (br s, 1H), 3.67 (s, 3H), 2.88 (t, J=7.8 Hz, 2H). 2.60 (t, J=7.8Hz, 2H).

[References]

[1] Journal of Natural Products, 1999, vol. 62, # 1, p. 102 - 106
[2] Patent: EP2745876, 2014, A1. Location in patent: Page/Page column
[3] Patent: US2015/344408, 2015, A1. Location in patent: Paragraph 0413-0415
[4] Journal of Agricultural and Food Chemistry, 2007, vol. 55, # 26, p. 10635 - 10640
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 30, p. 7785 - 7788
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)1HNMR
Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)Raman
Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)FT-IR
Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl 3-(4-hydroxyphenyl)propionate, 98%(5597-50-2)
[Sigma Aldrich]

5597-50-2(sigmaaldrich)
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