22504-83-2

Basic information

• Product Name: 2-(4-METHYLPHENOXY)PROPIONIC ACID
• Synonyms: TIMTEC-BB SBB004550;ART-CHEM-BB B013840;AKOS B013840;AKOS BBB/235;2-P-TOLYLOXY-PROPIONIC ACID;2-(4-METHYLPHENOXY)PROPIONIC ACID;2-P-TOLYLOXY-PRPIONIC ACID
• CAS NO: 22504-83-2
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• Mol File: 22504-83-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 101-102 °C
• Boiling Point: 302.7±17.0 °C(Predicted)
• Appearance: /
• Density: 1.142±0.06 g/cm3(Predicted)
• PKA: 3.27±0.10(Predicted)
• CAS DataBase Reference: 2-(4-METHYLPHENOXY)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYLPHENOXY)PROPIONIC ACID(22504-83-2)
• EPA Substance Registry System: 2-(4-METHYLPHENOXY)PROPIONIC ACID(22504-83-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 22504-83-2(Hazardous Substances Data)

Usage

General Description

2-(4-methylphenoxy)propionic acid is a chemical compound also known as MCPP. It is a derivative of phenoxypropionic acid and is often used as an herbicide in agriculture. MCPP is typically used to control broadleaf weeds in crops such as wheat, barley, and oats. It works by disrupting the growth and reproduction of weeds, ultimately leading to their death. MCPP is considered to be a selective herbicide, meaning it targets specific types of plants without causing harm to desired crops. It is also commonly used in combination with other herbicides to create more effective weed control solutions. Despite its usefulness as an herbicide, MCPP can be toxic to aquatic life and should be used with caution to prevent environmental harm.

Upstream product

• 106-44-5 p-cresol 
• 598-72-1 2-Bromopropionic acid 
• 535-11-5 Ethyl 2-bromopropionate 
• 1192-96-7 potassium p-cresolate 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 1121-70-6 sodium 4-methylphenoxide 
• 143094-67-1 methyl 2-(4-methylphenoxy)propionate 
• 53552-43-5 2-p-tolyloxy-propionaldehyde 

Downstream Products

• 1374762-77-2 N-ethyl-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)propanamide 
• 1448338-38-2 di(1-naphthyl)methyl (S)-2-(p-tolyloxy)propanoate 
• 14013-55-9 (R)-2-(4-methylphenoxy)propanoic acid 
• 13832-02-5 (S)-2-(4-methylphenoxy)propanoic acid 
• 1107603-81-5 C₂₅H₃₇NO₅ 
• 1107603-82-6 C₂₅H₃₇NO₅ 
• 911823-36-4 di(p-methyl α-methylphenoxyacetato)phenylantimony(III) 
• 153545-97-2 (R)-(+)-2-(4-methylphenoxy)propanoate 
• 106-44-5 p-cresol 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification

Optically active α-aryloxycarboxylic acids and their derivatives are important functional molecules. Disclosed here is a carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of molecules with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that can quickly epimerize to each other and thus allows for effective dynamic kinetic resolution to be realized. The optically enriched ester products from our reaction can be quickly transformed to chiral herbicides and other bioactive molecules.

A great improvement of the enantioselectivity of lipase-catalyzed hydrolysis and esterification using co-solvents as an additive

Addition of co-solvents such as tetrahydrofuran resulted in a great improvement of the enantioselectivity of lipase-catalyzed hydrolysis of butyl 2-(4-substituted phenoxy)propanoates in an aqueous buffer solution. On the other hand, lipase lyophilized from an aqueous solution containing the co-solvents catalyzed highly enantioselective esterification of 2-(4-substituted phenoxy)propionic acids, 2-(4-isobutylphenyl)propionic acid (ibuprofen), and 2-(6-methoxy-2-naph-thyl)propionic acid (naproxen) in an organic solvent. An increase in the E value up to two orders of magnitude was observed for some substrates. The origin of the enantioselectivity enhancement caused by the co-solvent addition was mainly attributed to a significant deceleration in the initial reaction rate for the incorrectly binding enantiomer, as compared with that for the correctly binding enantiomer. From the results of FT-1R, CD, and ESR spectra, the co-solvent addition was also found to bring about a partial destruction of the tertiary structure of lipase.

How Does Lipase Flexibility Affect Its Enantioselectivity in Organic Solvents? A Possible Role of CH...π Association in Stabilization of Enzyme-Substrate Complex

For lipase-catalyzed reactions of 2-(4-substitued phenoxy)propionic acids with alcohols in organic solvents containing a small amount of water, the increase of the lipase flexibility brought about by addition of water is found to be favorable for the indu