947-04-6 Usage
Description
CYCLODODECANONE ISOOXIME is a dry powder solid that appears as very faintly beige crystalline lumps. It is virtually insoluble in water.
Uses
Used in Chemical Industry:
CYCLODODECANONE ISOOXIME is used as a chemical intermediate for the synthesis of various compounds and materials. Its unique structure and properties make it a valuable component in the development of new chemical products and processes.
Used in Pharmaceutical Industry:
CYCLODODECANONE ISOOXIME is used as a building block in the synthesis of pharmaceutical compounds. Its reactivity and versatility allow for the creation of new drugs with potential therapeutic applications.
Used in Research and Development:
CYCLODODECANONE ISOOXIME is used as a research compound in academic and industrial laboratories. Its unique properties and reactivity make it an interesting subject for scientific investigations and the development of new technologies.
Preparation
One route to dodecyllactam is from butadiene as follows:
Butadiene is trimerized with a Ziegler-Natta catalyst to give 1,5,9-cyclododecatriene
which is then hydrogenated to cyclododecane. Dodecyllactam
is then obtained by a series of reactions similar to those used to prepare
caprolactam from cyclohexane.
Health Hazard
The acute oral LD50 was 2,330 mg/kg bw (rat) with central nervous system stimulation (trembling, convulsive twitches, ataxia) as the main clinical sign appearing at about 1,580 mg/kg bw. The dermal LD50 was greater than 2,000 mg/kg bw (rat). Decreased food consumption and stagnation of body weight development were noted. Validacute inhalation studies are not available. Azacyclotridecan-2-one was not irritating to the rabbit skin or eye (OECD TG 404, 405). It was not sensitizing in aguinea pig maximization test (OECD TG 406; 1981).
Purification Methods
Azacyclotridecan-2-one crystallises from CHCl3 and is stored over P2O5 in a vacuum desiccator. [Beilstein 26/1 V 566.]
Check Digit Verification of cas no
The CAS Registry Mumber 947-04-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,4 and 7 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 947-04:
(5*9)+(4*4)+(3*7)+(2*0)+(1*4)=86
86 % 10 = 6
So 947-04-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H23NO/c14-12-10-8-6-4-2-1-3-5-7-9-11-13-12/h1-11H2,(H,13,14)
947-04-6Relevant articles and documents
Dehydrative Beckmann rearrangement and the following cascade reactions
Liu, Yinghui,Wei, Yongjiao,Xie, Lan-Gui
, (2021/11/16)
The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated.
Efficient nitriding reagent and application thereof
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Paragraph 0420-0423, (2021/03/31)
The invention discloses an efficient nitriding reagent and application thereof, wherein the nitriding reagent comprises nitrogen oxide, an active agent, a reducing agent and an organic solvent. By applying the nitriding reagent, nitrogen-containing compounds such as amide, nitrile and the like can be produced, and the method is simple in condition, low in waste discharge amount and simple in reaction equipment.
Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles
Jiao, Ning,Liu, Jianzhong,Qiu, Xu,Song, Song,Wei, Jialiang,Wen, Xiaojin,Zhang, Cheng,Zhang, Ziyao
supporting information, p. 281 - 285 (2020/01/28)
The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chemical nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles.
