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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%

Numéro CAS
542-05-2
Synonymes
3-Ketoglutaric acid
3-Oxoglutaric acid

Dimensions Prix ($) Quantité Disponibilité
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

Propriétés chimiques

Formule
C5H6O5
Poids formulaire
146.10
Point de fusion
ca 132° dec.
Sensibilité
Hygroscopic
Solubilité
Soluble in water and alcohol. Slightly soluble in ethyl acetate and ether. Insoluble in chloroform.

Applications

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.

Notes

Hygroscopic. Incompatible with strong bases and strong oxidizing agents.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335

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

Mentions de prudence: 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.

Autres références

Merck
14,68
Beilstein
1447081
Code tarifaire harmonisé
2918.30
TSCA
Yes

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