5597-50-2

Basic information

• Product Name: Methyl 3-(4-hydroxyphenyl)propionate
• Synonyms: METHYL 3-(4-HYDROXYPHENYL)PROPIONATE;METHYL P-HYDROXYHYDROCINNAMATE;4-hydroxy-benzenepropanoic acid methyl ester;3-(4-HYDROXYPHENYL)PROPIONIC ACID METHYL ESTER;3-(4'-HYDROXYPHENYL)-PROPIONIC ACID-OME;3-(4-HYDROXY-PHENYL)-PROPIONIC ACID-OME;4-hydroxy-benzenepropanoicacimethylester;Hydrocinnamic acid, p-hydroxy-, methyl ester
• CAS NO: 5597-50-2
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• Product Categories: Acids and Derivatives;Alcohols and Derivatives;Aromatic Esters;(intermediate of esmolol);C10 to C11;Carbonyl Compounds;Esters
• Mol File: 5597-50-2.mol
• Article Data: 103

Chemical Properties

• Melting Point: 39-41 °C(lit.)
• Boiling Point: 108 °C11 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White transparent/Powder
• Density: 1.1272 (rough estimate)
• Vapor Pressure: 1.21E-14mmHg at 25°C
• Refractive Index: 1.5160 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Soluble in chloroform and methanol.
• PKA: 9.89±0.15(Predicted)
• CAS DataBase Reference: Methyl 3-(4-hydroxyphenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)
• EPA Substance Registry System: Methyl 3-(4-hydroxyphenyl)propionate(5597-50-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 5597-50-2(Hazardous Substances Data)

Usage

Chemical Properties

white transparent low melting mass

Uses

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

General Description

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

InChI:InChI=1/C22H27N3O2S/c1-14-2-4-18(5-3-14)27-12-20-23-21(25-24-20)28-13-19(26)22-9-15-6-16(10-22)8-17(7-15)11-22/h2-5,15-17H,6-13H2,1H3,(H,23,24,25)

Upstream product

• 501-97-3 4-hydroxyphenylpropionic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 3943-97-3 methyl 4-hydroxycinnamate 
• 67-56-1 methanol 
• 52727-95-4 4-acetoxybenzyl bromide 
• 140-39-6 1-acetoxy-4-methylbenzene 
• 106-44-5 p-cresol 
• 6386-38-5 methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate 
• 23795-02-0 3-(4-hydroxy-phenyl)-propionic acid ethyl ester 
• 2979-06-8 ethyl (E)-4-hydroxycinnamate 
• 2628-16-2 p-acetoxystyrene 
• 201230-82-2 carbon monoxide 
• 1588490-32-7 3-(4-hydroxyphenyl)-N-(quinolin-8-yl)propanamide 

Downstream Products

• 24807-40-7 methyl 3-(4-benzyloxyphenyl)propanoate 
• 136848-17-4 3-[4-((2R,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester 
• 219851-37-3 3-[4-Hydroxy-3-(3-methyl-but-2-enyl)-phenyl]-propionic acid methyl ester 
• 161249-56-5 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionic acid methyl ester 
• 224445-71-0 3-[4-(diethoxy-phosphoryloxy)-phenyl]-propionic acid methyl ester 
• 568584-26-9 4-[2-(1,4,5,6-tetrahydropyrimidin-2-yl)ethyl]phenol 
• 81147-94-6 methyl 3-<4-(2,3-epoxypropoxy)phenyl>propionate 
• 883196-21-2 methyl 3-(4-(dodecyl-1-oxy)phenyl)propanoate 
• 930091-15-9 C₄₅H₅₆O₉ 
• 264265-63-6 methyl 3-(4-hydroxy-3,5-diiodophenyl)propanoate 
• 100-02-7 4-nitro-phenol 
• 64088-81-9 3-[4-(2-Carboxybenzyloxy)-phenyl]-propionsaeure 
• 195454-04-7 3-(4-{[Dimethyl-(4-triisopropylsilanyloxymethyl-phenyl)-silanyl]-methoxy}-phenyl)-propionic acid methyl ester 
• 6522-01-6 methyl 3-(4-allyloxyphenyl)propanoate 

Relevant articles and documents

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

Preparation method of iprolol hydrochloride

The invention provides a preparation method of iprolol hydrochloride. The method comprises the following steps: reacting thionyl chloride and methanol to prepare methyl chloride. Methyl p-hydroxyphenylpropionic acid methyl ester is prepared by substitution reaction of p-hydroxyphenylpropionic acid and methyl chlorite. The etherification reaction of methyl hydroxy phenylpropionic acid methyl ester and epichlorohydrin is prepared to obtain 3 - [4 - (2, 3 - epoxypropoxy] phenylpropionic acid methyl ester. 3 - [4 - (2, 3 - Epoxypropoxy] phenylpropionic acid methyl ester and isopropylamine undergo amination reaction to prepare the ilomolol. Diaprolol hydrochloride and hydrochlorination of hydrogen chloride to obtain ilomolol hydrochlorideThe method has the advantages of easily available raw materials, low cost and simple preparation method. The target product has high yield, high purity and market competitiveness.

Diazaborines Are a Versatile Platform to Develop ROS-Responsive Antibody Drug Conjugates**

Antibody–drug conjugates (ADCs) are a new class of therapeutics that combine the lethality of potent cytotoxic drugs with the targeting ability of antibodies to selectively deliver drugs to cancer cells. In this study we show for the first time the synthesis of a reactive-oxygen-species (ROS)-responsive ADC (VL-DAB31-SN-38) that is highly selective and cytotoxic to B-cell lymphoma (CLBL-1 cell line, IC50 value of 54.1 nM). The synthesis of this ADC was possible due to the discovery that diazaborines (DABs) are a very effective ROS-responsive unit that are also very stable in buffer and in plasma. DFT calculations performed on this system revealed a favorable energetic profile (ΔGR=?74.3 kcal mol?1) similar to the oxidation mechanism of aromatic boronic acids. DABs’ very fast formation rate and modularity enabled the construction of different ROS-responsive linkers featuring self-immolative modules, bioorthogonal functions, and bioconjugation handles. These structures were used in the site-selective functionalization of a VL antibody domain and in the construction of the homogeneous ADC.