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700-58-3 - 2-Adamantanone, 98% - A14275 - Alfa Aesar

A14275 2-Adamantanone, 98%

CAS-Nummer
700-58-3
Synonyme

Größe Preis ($) Menge Verfügbarkeit
5g 41,00
25g 132,00
100g 404,00
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

2-Adamantanone, 98%

MDL
MFCD00074737
EINECS
211-847-2

Chemische Eigenschaften

Formel
C10H14O
Molmasse
150.22
Schmelzpunkt
ca 257° subl.
Löslichkeit
Solubility in methanol is almost transparent.

Anwendungen

It is used in the synthesis of dispiro N-Boc-protected 1,2,4-trioxane1 and (+/-)-1-(adamantan-2-yl)-2-propanamine. It is employed in reductive coupling (TiCl3/Li) which gives (adamantylidene)adamantane, an example of a general method for the synthesis of highly-substituted alkenes and in the preparation of highly-substituted alkenes by the Wittig reaction which gives poor yields with adamantanone.

Bemerkungen

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literaturverweise

Sunil Sabbani, et al. Piperidine dispiro-1,2,4-trioxane analogues.Bioorg Med Chem Lett.,2008,18(21), 5804-5808.

E Mariani, et al. (+/-)-1-(Adamantan-2-yl)-2-propanamine and other amines derived from 2-adamantanone.Farmaco Sci.,1980,35(5), 430-40.

Matthew M Meyer and Steven R Kass.Enolates in 3-D: an experimental and computational study of deprotonated 2-adamantanone.J Org Chem.,2010,75(12), 4274-4279.

Reductive coupling (TiCl3/Li) gives (adamantylidene)adamantane, an example of a general method for the synthesis of highly-substituted alkenes: Org. Synth. Coll., 7, 1 (1990).

Preparation of highly-substituted alkenes by the Wittig reaction gives poor yields with adamantanone. The route involving addition of a Grignard or alkyllithium reagent is to be preferred: J. Org. Chem., 54, 1375 (1989).

GHS Gefahren- und Sicherheitshinweise

Sicherheitshinweise: P260u-P201-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. 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 SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1210235
Harmonized Tariff Code
2914.29
TSCA
No
RTECS
AU5018000

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