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N,N-DiMethylMethyleneaMMoniuM Iodide

CAS No.
33797-51-2
Chemical Name:
N,N-DiMethylMethyleneaMMoniuM Iodide
Synonyms
ESCHENMOSER'S SALT;N,N-DIMETHYLMETHYLENEIMINIUM IODIDE;N-Methyl-N-MethyleneMethanaMiniuM iodide;eneammonium Iodide;Eschenmoser's salt ,97%;eschenmoser's iodide salt;dimethyl(methylidene)azanium;dimethylmethylammonium iodide;Methylenedimethyliminium·iodide;Dimethyl(methylene)iminium·iodide
CBNumber:
CB4779333
Molecular Formula:
C3H8IN
Molecular Weight:
185.01
MDL Number:
MFCD00011810
MOL File:
33797-51-2.mol
MSDS File:
SDS
Last updated:2024-03-04 10:12:20

N,N-DiMethylMethyleneaMMoniuM Iodide Properties

Melting point 219 °C (dec.)(lit.)
Density 1.7217 (estimate)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Soluble in dimethylformamide. Partially soluble in acetonitrile, tetrahydrofuran and dichloromethane.
form Crystalline Powder
color Cream to yellow
Sensitive Moisture & Light Sensitive
Merck 14,3251
BRN 3594966
InChI InChI=1S/C3H8N.HI/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1
InChIKey VVDUZZGYBOWDSQ-UHFFFAOYSA-M
SMILES [N+](=C)(C)C.[I-]
CAS DataBase Reference 33797-51-2(CAS DataBase Reference)
FDA UNII 5C42I004S1

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
8-10-21
HS Code  29239000
NFPA 704
0
0 0

N,N-DiMethylMethyleneaMMoniuM Iodide price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 214914 N,N-Dimethylmethyleneiminium iodide 98% 33797-51-2 10g $105 2024-03-01 Buy
Sigma-Aldrich 214914 N,N-Dimethylmethyleneiminium iodide 98% 33797-51-2 50g $204 2024-03-01 Buy
TCI Chemical D1646 N,N-Dimethylmethyleneammonium Iodide >97.0%(T) 33797-51-2 5g $65 2024-03-01 Buy
TCI Chemical D1646 N,N-Dimethylmethyleneammonium Iodide >97.0%(T) 33797-51-2 25g $191 2024-03-01 Buy
Alfa Aesar A15146 (N,N-Dimethyl)methyleneammonium iodide, 97% 33797-51-2 10g $96.9 2024-03-01 Buy
Product number Packaging Price Buy
214914 10g $105 Buy
214914 50g $204 Buy
D1646 5g $65 Buy
D1646 25g $191 Buy
A15146 10g $96.9 Buy

N,N-DiMethylMethyleneaMMoniuM Iodide Chemical Properties,Uses,Production

Description

N, N-Dimethylmethyleneammonium iodide (DMMIA) is a versatile quaternary ammonium compound characterized by its unique chemical structure and widely utilized in scientific research. This colorless salt readily dissolves in water and has a melting point of 197°C. DMMIA is a crucial reagent in various laboratory experiments, contributing significantly to synthesis processes. Moreover, it finds application in biochemical studies, showcasing diverse biochemical and physiological effects. Its importance in scientific research is evident, as it serves as a reagent for organic synthesis, a catalyst for alcohol oxidation, and a key component in producing heterocyclic compounds. Additionally, it is utilized in synthesizing surfactants and other amphiphilic molecules. Furthermore, DMMIA aids in studying enzyme kinetics by effectively inhibiting certain enzyme activities.

Chemical Properties

CREAM TO YELLOW CRYSTALLINE POWDER

Uses

(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.

Uses

In organic synthesis.

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.

593-71-5
51-80-9
33797-51-2
Synthesis of N,N-DiMethylMethyleneaMMoniuM Iodide from Chloroiodomethane and N,N,N',N'-TETRAMETHYLDIAMINOMETHANE
Global( 106)Suppliers
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Shanxi Tihondan Pharmaceutical Technology Co., Ltd
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View Lastest Price from N,N-DiMethylMethyleneaMMoniuM Iodide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ESCHENMOSER'S SALT pictures 2020-01-09 ESCHENMOSER'S SALT
33797-51-2
US $1.00 / KG 1KG 99% 200kg Career Henan Chemical Co
DIMETHYL METHYLENE AMMONIUM IODIDE DIMETHYL METHYLENEIMMONIUM IODIDE N,N-DIMETHYLMETHYLENEAMMONIUM IODIDE Dimethyl methyleneammonium iodide~Eschenmosers iodide salt (N,N-Dimethyl)methyleneammoniumiodide,97% dimethylmethylammonium iodide N,N-Dimethylmethyleneammonium iodide, argenometric titr. 98% ESCHENMOSER''S SALT (DIMETHYL METHYLENEAMMONIUM IODIDE) eschenmoser's iodide salt N,N-Dimethylmethyleneammonium iodide, Eschenmosers salt Dimethyl(methylene)iminium·iodide Methylenedimethyliminium·iodide N,N-Dimethylmethyleneiminium iodide,97% (N,N-Dimethyl)Methyleneammoniumiodi Eschenmoser's salt ,97% N,N-DiMethylMethyleneiMiniuM iodide, 97% 10GR Eschenmoser's Salt N,N-Dimethylmethyleneiminium Iodide N,N-DiMethylMethyleneaMMoniuM iodide, argentoMetric titr. 98% N,N-DiMethylMethyleneiMiniuM iodide 98% N,N-Dimethylmethyleneammonium Iodide N,N-DiMethylMethyleneaMMoniuM Iodide, 97.0%(T) dimethyl(methylidene)azanium eneammonium Iodide N,N-DimethylmethyleneammoniumIodide> ESCHENMOSER'S SALT N,N-DIMETHYLMETHYLENEIMINIUM IODIDE N-Methyl-N-MethyleneMethanaMiniuM iodide 33797-51-2 C3H8NI C3H8IN CH2NCH32I Quaternary Ammonium Compounds Ammonium Iodides (Quaternary) C-C Bond Formation Building Blocks Synthetic Reagents Others Imines/Amidines Nitrogen Compounds Organic Building Blocks Ammonium Iodides (Quaternary) Quaternary Ammonium Compounds