2613-89-0

Basic information

• Product Name: Phenylmalonic acid
• Synonyms: PHENYLPROPANEDIOC ACID;PHENYLMALONIC ACID;RARECHEM AL BE 1370;phenyl-propanedioicaci;1-Hydroxy-4-(P-Tolyamino)Anthraquinone;alpha-Carboxyphenylaceticacid;Phenylpropanedionicacid;PHENYLPROPANEDIOIC ACID
• CAS NO: 2613-89-0
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• EINECS: 220-044-6
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acid Monomers;Monomers;Polymer Science
• Mol File: 2613-89-0.mol

Chemical Properties

• Melting Point: 149-152 °C (dec.)(lit.)
• Boiling Point: 272.96°C (rough estimate)
• Flash Point: 187.5 °C
• Appearance: white to off-white crystalline powder
• Density: 1.2933 (rough estimate)
• Vapor Pressure: 6.63E-06mmHg at 25°C
• Refractive Index: 1.4500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: pK1:2.58;pK2:5.03 (25°C)
• Water Solubility: soluble
• BRN: 2048729
• CAS DataBase Reference: Phenylmalonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylmalonic acid(2613-89-0)
• EPA Substance Registry System: Phenylmalonic acid(2613-89-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2613-89-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Phenylmalonic acid is used as a starting material for the synthesis of Sodium Indanylcarbinicillin (S635000), a compound that has demonstrated the ability to reduce blood pressure in mammals. Additionally, Sodium Indanylcarbinicillin has been utilized as a β-lactam antibiotic, highlighting the importance of Phenylmalonic acid in the development of pharmaceuticals for treating hypertension and bacterial infections.

InChI:InChI=1/C9H8O4/c10-8(11)7(9(12)13)6-4-2-1-3-5-6/h1-5,7H,(H,10,11)(H,12,13)/p-2

Upstream product

• 103-82-2 phenylacetic acid 
• 37434-59-6 dimethyl 2-phenylmalonate 
• 83-13-6 diethyl 2-phenylmalonate 
• 108-88-3 toluene 
• 1623-99-0 phenyl sodium 
• 71-43-2 benzene 
• 1807-69-8 2-diazo-3-oxo-3-phenyl-propionic acid methyl ester 
• 98-87-3 benzylidene dichloride 
• 124-38-9 carbon dioxide 
• 20279-16-7 3-hydroxydibenzofuran 
• 60-29-7 diethyl ether 
• 111-65-9 octane 
• 1822-71-5 n-pentylsodium 
• 114-70-5 sodium phenylacetate 

Downstream Products

• 37434-59-6 dimethyl 2-phenylmalonate 
• 4370-95-0 3-amino-2-phenyl-propionic acid 
• 7391-66-4 1,3-dimethyl-5-phenyl-pyrimidine-2,4,6(1H,3H,5H)-trione 
• 103-82-2 phenylacetic acid 
• 15231-78-4 2.2-dimethyl-5-phenyl-1,3-dioxane-4,6-dione 
• 37818-48-7 2-Phenyl-propanedioyl dichloride 
• 112081-08-0 chloro-phenyl-malonyl chloride 
• 70882-17-6 bromophenylmalonic acid 
• 2835-06-5 phenylglycin 
• 112116-87-7 phenyl-malonic acid di-m-tolyl ester 
• 6286-14-2 3-dimethylamino-2-phenyl-propionic acid 
• 855183-94-7 N,N'-phenylmalonyl-bis-carbamic acid diethyl ester 
• 3426-01-5 1,4-diphenyl-pyrazolidine-3,5-dione 
• 7138-86-5 3-morpholin-4-yl-2-phenyl-propionic acid 

Relevant articles and documents

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Kinetics and Mechanism of Oxidation of Carbenicillin by Copper (III) Periodate Complex in Aqueous Alkaline Medium

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The incorporation of new-to-nature extender units into polyketide synthesis is an important source for diversity yet is restricted by limited availability of suitably activated building blocks in vivo. We here describe a straightforward workflow for the biogenic activation of commercially available new-to-nature extender units. Firstly, the substrate scope of a highly flexible malonyl co-enzyme A synthetase from Streptomyces cinnamonensis was characterized. The results were matched by in vivo experiments in which the said extender units were accepted by both the polyketide synthase and the accessory enzymes of the monensin biosynthetic pathway. The experiments gave rise to a series of predictable monensin derivatives by the exploitation of the innate substrate promiscuity of an acyltransferase and downstream enzyme functions.

Method for greenly synthesizing 5-hydroxy-5-alkyl disubstituted barbituric acid derivative by amine catalysis of air oxidation

The invention relates to the field of oxidative synthesis, and in particular, relates to a 5-hydroxy-5-alkyl disubstituted barbituric acid derivative greenly synthesized by amine catalysis of air oxidation and a method thereof. The amine-catalyzed oxidation reaction of a 5-substituted 1,3-dimethylbarbituric acid derivative is studied; reaction catalysts and solvents are screened, hydroxylation ofalpha-C-H of 5-aryl or benzyl substituted barbituric acid compounds is found out to be realized through catalytic reaction under different conditions. The method has the following characteristics: (1)air is used as the source of hydroxyl functional groups, so the requirements of green development are met; (2) easily available and cheap alkali R3N rather than expensive metal catalysts is used; and(3) stoichiometric harmful phosphine compounds are prevented from being used as additives and reductants.

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Cathode made of compacted silver nanoparticles for electrocatalytic carboxylation of 1-phenethyl bromide with CO2

Silver nanoparticles prepared by the direct reduction of AgNO3 in aqueous solution were compacted into coins and used as the cathode for the electrocatalytic carboxylation of 1-phenethyl bromide with CO2. The influences of the working electrode, charge, current density and temperature were investigated. Under optimized conditions, 98% yield of 2-phenylpropionic acid was obtained. The reaction was performed under very mild conditions and no added catalyst was required in the electrolyte. Yields that varied from moderate to excellent were also achieved with other benzyl bromides. This electrode has good stability and reusability, and the yield and selectivity of 2-phenylpropionic acid could be maintained during reuse for 10 times.