N,N-Dimethylmethyleneiminium chloride
N,N-Dimethylmethyleneiminium chloride (CAS: 30354-18-8) is a versatile organic compound with the linear formula CH₂=N⁺(CH₃)₂Cl⁻ and a molecular weight of 93.56 g/mol. This iminium salt serves as a valuable reagent in organic synthesis, particularly for Mannich reactions and the preparation of complex heterocyclic systems. Its reactivity makes it a key building block for various advanced chemical structures.
- IUPAC
- Dimethylformiminium chloride,Eschenmoser’s salt,Methylenedimethylammonium chloride
- Synonyms
- Eschenmoser’s saltDimethylformiminium chlorideMethylenedimethylammonium chloride
Preparation of HIV-1 Integrase Inhibitors
N,N-Dimethylmethyleneiminium chloride is utilised in the synthesis of dihydronaphthyridinones, which are investigated for their potential as HIV-1 integrase inhibitors.
Mannich Reactions
This compound is a well-established reagent for performing Mannich reactions, enabling the introduction of aminomethyl groups into various organic molecules.
Synthesis of Heterocyclic Compounds
It participates in cyclocondensation reactions for the preparation of structures such as cyanotetrahydrooxo-ß-carbolines and functionalised diarylpyrrolizines.
Asymmetric Synthesis
The reagent has been employed in stereospecific reactions, including the Pictet-Spengler cyclocondensation, for the asymmetric synthesis of natural products like phalarine.
| Molecular weight | 93.56 |
|---|---|
| Linear formula | CH2=N+(CH3)2Cl- |
| Assay | 90% |
| Application | Reacant for:Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors1Mannich reactions2Preparation of cyanotetrahydrooxo-ß-carbolines via cyclocondensation reactions3Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan4Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX)5Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps6 |
| Melting point | 146-148 °C(lit.) |
Hazard statements
- H228Flammable solid
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 82 °C / 179.6 °F |
| Transport (UN / ADR) | UN 1325 4.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is N,N-Dimethylmethyleneiminium chloride used for?
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N,N-Dimethylmethyleneiminium chloride is primarily used as a reagent in organic synthesis, including Mannich reactions and the preparation of various heterocyclic compounds like dihydronaphthyridinones and diarylpyrrolizines, some of which have potential pharmaceutical applications.
What are the CAS number and chemical formula?
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The CAS number for N,N-Dimethylmethyleneiminium chloride is 30354-18-8, and its linear formula is CH₂=N⁺(CH₃)₂Cl⁻.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies N,N-Dimethylmethyleneiminium chloride with an assay of 90%. This product is suitable for research and chemical synthesis purposes; TSS does not represent it as USP, BP, or EP grade.
How should N,N-Dimethylmethyleneiminium chloride be handled?
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Handle N,N-Dimethylmethyleneiminium chloride with appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, and gloves. It is a flammable solid (H228) and an irritant to skin, eyes, and the respiratory tract (H315, H319, H335).
Is this product flammable?
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Yes, N,N-Dimethylmethyleneiminium chloride is classified as a flammable solid (Hazard Statement H228) and requires appropriate storage and handling away from ignition sources.
How is this chemical shipped and exported?
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As a global supplier, Tech Serve Solutions exports N,N-Dimethylmethyleneiminium chloride, adhering to all relevant shipping regulations for hazardous materials, including UN 1325 classification.
How can I request a sample or quote?
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To request a sample or a quote for N,N-Dimethylmethyleneiminium chloride, please contact our sales department through the website or by phone.
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