2306-22-1

Basic information

• Product Name: (+/-)-CITRAMALIC ACID DIPOTASSIUM SALT
• Synonyms: (?-Potassium citramalate;citramalate;(±)-2-Hydroxy-2-methylsuccinic acid dipotassium salt, (±)-2-Methylmalic acid dipotassium salt, (±)-Citramalic acid dipotassium salt;2-Deoxy-3-C-methyltetraric acid
• CAS NO: 2306-22-1
• Molecular Formula: C5H6K2O5
• Molecular Weight: 242.31
• EINECS: 209-901-5
• Mol File: 2306-22-1.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 295.2°Cat760mmHg
• Flash Point: 146.6°C
• Appearance: /
• Density: 1.513g/cm³
• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.521
• Merck: 13,2347
• CAS DataBase Reference: (+/-)-CITRAMALIC ACID DIPOTASSIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-CITRAMALIC ACID DIPOTASSIUM SALT(2306-22-1)
• EPA Substance Registry System: (+/-)-CITRAMALIC ACID DIPOTASSIUM SALT(2306-22-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2306-22-1(Hazardous Substances Data)

Usage

General Description

(+/-)-CITRAMALIC ACID DIPOTASSIUM SALT is a chemical compound that is a dipotassium salt of citramalic acid. It is a white crystalline solid and is commonly used in the food industry as a flavor enhancer and acidity regulator. It has a sour taste and is often added to processed foods and beverages to improve their flavor profile. The dipotassium salt form of citramalic acid also has potential applications in the pharmaceutical and cosmetic industries. Furthermore, it is generally recognized as safe (GRAS) by the US Food and Drug Administration (FDA) and can be safely consumed in appropriate quantities.

InChI:InChI=1/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 31659-59-3 3-methylhexa-2,4 dienedioic acid 
• 110-83-8 cyclohexene 
• 123-76-2 levulinic acid 
• 597-44-4 2-hydroxy-2-methylbutane-1,4-dioic acid 
• 119696-04-7 trans-2-phenylcyclohexyl citramalate 
• 498-24-8 Mesaconic acid 
• 32814-35-0 R-(+)-Methyl-γ-(p-toluolsulfonyloxy)-β-carbomethoxy-β-hydroxybutyrat 
• 197069-14-0 1-benzyl hydrogen 2-hydroxy-2-methylbutanedioate 
• 32150-78-0 (4S)-(+)-4-methylmuconolactone 
• 92572-49-1 <(2S,4S)-2-tert-butyl-4-methyl-5-oxo-1,3-dioxolan-4-yl>acetic acid 
• 32814-40-7 S-(+)-Methyl-γ-iodo-β-carbomethoxy-β-hydroxy-butyrat 
• 205579-42-6 (S)-1-((E)-3-Ethoxycarbonyl-2-methyl-acryloyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 205579-46-0 (S)-Iodo-((3S,8aS)-3-methyl-1,4-dioxo-hexahydro-pyrrolo[2,1-c][1,4]oxazin-3-yl)-acetic acid ethyl ester 

Downstream Products

• 300-85-6 3-Hydroxybutyric acid 
• 93489-92-0 C₄₅H₇₆O₅SSi₂ 
• 93489-89-5 2-{(3S,9S,10R,13R,14R)-17-[(R)-3-Benzenesulfonyl-1-methyl-4-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-butyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy}-tetrahydro-pyran 
• 681236-64-6 (2R,3R)-3-hydroxy-3-methylproline 
• 681236-64-6 (2S,3R)-3-hydroxy-3-methylpyrrolidine-2-carboxylic acid 
• 80320-89-4 (R)-4-(2-Benzenesulfonyl-ethyl)-2,2,4-trimethyl-[1,3]dioxolane 

Relevant articles and documents

Asymmetric synthesis of (R)(-)-dimethyl citramalate

An asymmetric synthesis of (R)(-)-dimethyl citramalate (1), involving halolactonization by using (S)(-)-proline as a chiral auxiliary, is reported.

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Cyanide as a primordial reductant enables a protometabolic reductive glyoxylate pathway

Investigation of prebiotic metabolic pathways is predominantly based on abiotically replicating the reductive citric acid cycle. While attractive from a parsimony point of view, attempts using metal/mineral-mediated reductions have produced complex mixtures with inefficient and uncontrolled reactions. Here we show that cyanide acts as a mild and efficient reducing agent mediating abiotic transformations of tricarboxylic acid intermediates and derivatives. The hydrolysis of the cyanide adducts followed by their decarboxylation enables the reduction of oxaloacetate to malate and of fumarate to succinate, whereas pyruvate and α-ketoglutarate themselves are not reduced. In the presence of glyoxylate, malonate and malononitrile, alternative pathways emerge that bypass the challenging reductive carboxylation steps to produce metabolic intermediates and compounds found in meteorites. These results suggest a simpler prebiotic forerunner of today’s metabolism, involving a reductive glyoxylate pathway without oxaloacetate and α-ketoglutarate—implying that the extant metabolic reductive carboxylation chemistries are an evolutionary invention mediated by complex metalloproteins. [Figure not available: see fulltext.].

Method for preparing hydroxy dibasic acid by catalyzing oxidation of acetyl acid raw material

The invention provides a method for preparing hydroxy dibasic acid by catalyzing oxidation of an acetyl acid raw material. A two-component catalytic system is adopted. One or more than two of metal or metal oxides in transition metal ruthenium, palladium, platinum, gold, silver, nickel, cobalt, copper, molybdenum, iron, rhodium and iridium form a first catalytic component. One or more than two of an alkaline compound of calcium and an alkaline compound of strontium form a second catalytic component. According to the method, an acetyl acid compound is used as a reaction raw material and is subjected to a one-step catalytic oxidation process under the hydrothermal conditions that the temperature is 50-170 DEG C and the oxygen pressure is greater than 0.1 MPa, so that the hydroxyl dibasic acid is prepared from the acetyl acid compound with high efficiency, high selectivity and high yield. Compared with the existing hydroxyl dibasic acid synthesis route, the method provided by the invention has the remarkable advantages of mild reaction conditions, environmental friendliness, high oxidation efficiency, easiness in recovery of the heterogeneous catalyst, good practicability, good application prospect and the like.

Chemical compositions of secondary organic aerosol from the ozonolysis of cyclohexene in the absence of seed particles

The composition of the aerosol from the ozonolysis of cyclohexene in the absence of seed particles has been investigated by laboratory chamber experiments. The aerosol collected on filters was analyzed by a liquid chromatography/atmospheric pressure chemical ionization-mass spectrometry. Low-molecular weight products, i.e., dicarboxylic acids, oxocarboxylic acids, and hydroxydicarboxylic acids, as well as oligomers with molecular weights more than 200 were found in the aerosol. Copyright