Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

78-39-7 - Triethyl orthoacetate, 98% - Ethyl orthoacetate - Orthoacetic acid triethyl ester - L06004 - Alfa Aesar

L06004 Triethyl orthoacetate, 98%

CAS-Nummer
78-39-7
Synonyme
Ethyl orthoacetate
Orthoacetic acid triethyl ester

Größe Preis ($) Menge Verfügbarkeit
100ml 30,95
500ml 86,67
2500ml 283,25
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

Triethyl orthoacetate, 98%

MDL
MFCD00009223
EINECS
201-112-4

Chemische Eigenschaften

Formel
CH3C(OCH2CH3)3
Molmasse
162.23
Siedepunkt
142-143°
Flammpunkt
32°(89°F)
Dichte
0.887
Brechungsindex
1.3970
Sensitivität
Moisture Sensitive
Löslichkeit
Slightly miscible with water.

Anwendungen

Triethyl orthoacetate is used as pharmaceutical and water scavenger. It is also used in organic synthesis to introduce the acetate group into an alcohol. It is involved in the Johnson-Claisen rearrangement.

Bemerkungen

Moisture sensitive. Incompatible with strong oxidizing agents.

Literaturverweise

Reagent for facile esterification of sulfonic and carboxylic acids: Tetrahedron Lett., 34, 7355 (1993).

The products with allylic alcohols undergo Claisen allyl ether rearrangement, with addition of a 2-carbon unit and repositioning of the double bond: J. Am. Chem. Soc., 92, 741 (1970); Tetrahedron Lett., 21, 1285 (1980):

For further examples, see: Org. Synth. Coll., 6, 584 (1988); 7, 164 (1990).

Reaction with BF3 etherate gives the moderately stable selective alkylating agent, methyl diethoxycarbenium tetrafluoroborate: Synth. Commun., 19, 2307 (1989). Compare Triethyl­ orthoformate, A13587.

Under mild acid catalysis, reacts with ethynyl alcohols to give allenic esters, which can be conjugated over alumina. For examples, see: Org. Synth. Coll., 8, 251 (1993):

Yang, J.; Su, G.; Ren, Y.; Chen, Y. Design, synthesis and evaluation of isoxazolo [5, 4-d] pyrimidin-4 (5H)-one derivatives as antithrombotic agents. Bioorg. Med. Chem. Lett. 2015, 25 (3), 492-495.

Shawali, A. S.; Sami, A. Annulated 3-Amino-4-Imino-Pyrimidines: Their Utility as Useful Precursors for the Synthesis of Fused Heterocycles. Curr. Org. Synth. 2015, 12 (4), 391-430.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H226-H315-H319-H335

Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Sicherheitshinweise: P210-P261-P280-P240-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
506201
Gefahrenklasse
3
Verpackungsgruppe
III
Harmonized Tariff Code
2915.39
TSCA
Yes
RTECS
KJ4075000

Empfohlen

Kürzlich angesehen

Chemikalien

Life science

Metalle und Stoffe

Katalysatoren

Forschungs- und Laborbedarf