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33797-51-2

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33797-51-2 Usage

Uses

Different sources of media describe the Uses of 33797-51-2 differently. You can refer to the following data:
1. In organic synthesis.
2. (N,N-Dimethyl)methyleneammonium iodide is a useful reagent for many synthetic applications like aminomethylation. It is also essential for the conversion of ketones to α, β-unsaturated enones. It is utilized to prepare derivatives of the type RCH2N(CH3)2. It is extensively used in medicines like painkillers and sedatives- Tramadol hydrochloride intermediate viz. 2-dimethylamine methylcyclohexanone. It is also employed in reactive dyes, synthesized spices. It plays an essential role in Mannich reactions.

General Description

N,N-Dimethylmethyleneiminium iodide is useful reagent for many synthetic applications, especially aminomethylation and conversion of ketones to α,β?unsaturated enones.

Synthesis

The mixture of trimethylamine, diiodomethane, dioxane and absolute ethanol was placed in the dark to react at room temperature for 100 h, the resulting crystals were collected by filtration, washed with ethanol and ether in turn, and dried under vacuum at 70 °C to obtain iodomethyl trimethylMethylammonium iodide. It was heated with sulfolane and kept at 160 °C for 12 min. The precipitated crystals were collected by filtration, washed with carbon tetrachloride, and vacuum dried at 50 °C to obtain N,N-DiMethylMethyleneaMMoniuM Iodide.

Check Digit Verification of cas no

The CAS Registry Mumber 33797-51-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,7,9 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 33797-51:
(7*3)+(6*3)+(5*7)+(4*9)+(3*7)+(2*5)+(1*1)=142
142 % 10 = 2
So 33797-51-2 is a valid CAS Registry Number.

33797-51-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A15146)  (N,N-Dimethyl)methyleneammonium iodide, 97%   

  • 33797-51-2

  • 10g

  • 818.0CNY

  • Detail
  • Alfa Aesar

  • (A15146)  (N,N-Dimethyl)methyleneammonium iodide, 97%   

  • 33797-51-2

  • 50g

  • 2868.0CNY

  • Detail
  • Alfa Aesar

  • (A15146)  (N,N-Dimethyl)methyleneammonium iodide, 97%   

  • 33797-51-2

  • 250g

  • 13603.0CNY

  • Detail
  • Aldrich

  • (214914)  N,N-Dimethylmethyleneiminiumiodide  98%

  • 33797-51-2

  • 214914-10G

  • 876.33CNY

  • Detail
  • Aldrich

  • (214914)  N,N-Dimethylmethyleneiminiumiodide  98%

  • 33797-51-2

  • 214914-50G

  • 2,968.29CNY

  • Detail

33797-51-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name ESCHENMOSER'S SALT

1.2 Other means of identification

Product number -
Other names Eschenmoser's Salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33797-51-2 SDS

33797-51-2Relevant articles and documents

Preparation, Structure and Vibrational Spectrum of the Dimethylmethyleniminium Ion, including the Role of Cationic Polymers in its Formation

Clark, George R.,Shaw, Graeme L.,Surman, Peter W. J.,Taylor, Michael J.,Steele, Derek

, p. 3139 - 3144 (1994)

Crystalline X (1X, where X = Br or I) results from the reaction of N,N,N',N'-tetramethylmethylenediamine with CH2Br2 or CH2I2 at room temperature.The structure of 1Br has been determined by X-ray crystallography.The crystals are orthorhombic, a = 6.262(2) Angstroem, b = 7.428(3) Angstroem, c = 5.651(2) Angstroem, z = 2, space group Pmmn.The final R = 0.037 for 484 observed reflections.The dimethylmethyleniminium cation, 1, has crystallographically imposed mm2 symmetry, with the C=N bond distance 1.263(5) Angstroem, C-N bond distance 1.474(4) Angstroem and CH3-N-CH3 angle 114.4(4) deg.The Raman spectrum of 1, investigated as the bromide and iodide salts, and supplemented by IR data for (1)2SnBr6, has been fully assigned with the aid of ab initio calculations using the 3-21G** basis at the SCF and MP2 levels.Isotopic labelling experiments which generate (+) from CD2I2 have been used in conjuction with NMR and Raman measurements to investigate the reactions leading to the iminium salt.The intermediate (+) and a cationic polymer (n+) are implicated in the reactions which form the basis of the synthesis of I.

A Simple and Highly Diastereoselective One-Pot Synthesis of Mannich-Bases

Arend, Michael,Risch, Nikolaus

, p. 974 - 976 (2007/10/03)

A convenient one-pot procedure for the synthesis of β-amino ketones 5 from economical shelf reagents is described. Iminium salts 3 are generated in virtually quantitative yields from secondary amines 1 and aldehydes 2 mediated by NaI/Me3SiCl/NEt3. Subsequently, the salts 3 are used for the in situ aminoalkylation of enamines 4. The method provides the Mannich bases 5 in high yields and excellent diastereoselectivities (>96 % ds). It can also be applied for the aminoalkylation of other nucleophiles such as imines or electron-rich aromatic compounds.

N- AMINES AND AMIDES IN THE SYNTHESIS OF β-AMINO AND β-AMIDO KETONES

Kozyukov, V. P.,Kozyukov, Vik. P.,Mironov, V. F.

, p. 414 - 415 (2007/10/02)

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