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542-05-2 - Acetone-1,3-dicarboxylic acid, 97% - 3-Ketoglutaric acid - 3-Oxoglutaric acid - A13742 - Alfa Aesar

A13742 Acetone-1,3-dicarboxylic acid, 97%

Codice CAS
542-05-2
Sinonimi
3-Ketoglutaric acid
3-Oxoglutaric acid

Dimensioni Prezzo ($) Quantità Disponibilità
50g 31,93
250g 125,66
1000g 302,40
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Acetone-1,3-dicarboxylic acid, 97%

MDL
MFCD00002711
EINECS
208-797-9

Proprietà chimiche

Formula
C5H6O5
Peso formula
146.10
Punto di fusione
ca 132° dec.
Sensibilità
Hygroscopic
Solubilità
Soluble in water and alcohol. Slightly soluble in ethyl acetate and ether. Insoluble in chloroform.

Applicazioni

Acetone-1,3-dicarboxylic acid is used as a building block in organic chemistry. It is also used in the synthesis of hetrocyclic rings and in the Weiss-Cook reaction, which involves the preparation of cis-bicyclo[3.3.0]octane-3,7-dione by reacting with diacyl (1,2 ketone). Its presence in human urine is used as a diagnostic test for the overgrowth of harmful gut flora such as Candida albicans.

Note

Hygroscopic. Incompatible with strong bases and strong oxidizing agents.

Letteratura

For use in Robinson's classical one-step synthesis of pseudopelletierine, see: Org. Synth. Coll., 4, 816 (1963):

For a more recent analogous example of the synthesis of azabicyclo[3.3.1]nonan-3-one derivatives, see: J. Med. Chem., 36, 3707 (1993).

Li, C.; Breit, B. Rhodium-Catalyzed Chemo- and Regioselective Decarboxylative Addition of beta-Ketoacids to Allenes: Efficient Construction of Tertiary and Quaternary Carbon Centers. J. Am. Chem. Soc. 2014, 136 (3), 862-865.

Sousa, A.; Araújo, P.; Mateus, N.; de Freitas, V. Deoxyvitisins: a new set of pyrano-3-deoxyanthocyanidins. Tetrahedron Lett. 2013, 54 (35), 4785-4788.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,68
Beilstein
1447081
Codice tariffe armonizzato
2918.30
TSCA
Yes

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