| Identification | Back Directory | [Name]
ESCHENMOSER'S SALT | [CAS]
30354-18-8 | [Synonyms]
ESCHENMOSER SALT
ESCHENMOSER'S SALT
Dimethylformiminium chloride
dimethylmethylenammonium chloride
Methylenedimethylammonium chloride
Dimethyl(methylene)iminium chloride
DIMETHYL(METHYLIDENE)AZANIUM BROMIDE
N,N-dimethylmethyleneammonium bromide
dimethyl(methylidene)azanium:chloride
N,N-DIMETHYLMETHYLENEAMMONIUM CHLORIDE
N,N-DIMETHYL-METHYLENEIMINIUM CHLORIDE
N,N-DIMETHYL-METHYLENEIMINIUM CHLORIDE F
N-Methylene-N-methylmethanaminium·chloride
N-Methyl-N-MethyleneMethanaMiniuM chloride
Methanaminium, N-methyl-N-methylene-, chloride
N,N-DiMethylMethyleneiMiniuM chloride >=95.0% (AT)
N,N-DIMETHYLMETHYLENEAMMONIUM CHLORIDE, TECH., 90%
N,N-DiMethylMethyleneiMiniuM chloride technical grade, 90% | [EINECS(EC#)]
250-142-4 | [Molecular Formula]
C3H8ClN | [MDL Number]
MFCD00011809 | [MOL File]
30354-18-8.mol | [Molecular Weight]
93.56 |
| Chemical Properties | Back Directory | [Melting point ]
146-148 °C(lit.) | [Fp ]
180 °F | [storage temp. ]
Store below +30°C. | [solubility ]
Chloroform (Very Slightly, Heated), DMSO (Sparingly, Heated, Sonicated) | [form ]
Solid | [color ]
White to Off-White | [BRN ]
505955 | [Stability:]
Hygroscopic, Unstable in Protic Solvent |
| Hazard Information | Back Directory | [Uses]
N,N-Dimethylmethyleneiminium chloride (B?hme′s salt) is a dimethylaminomethylating agent that can be used as one of the key reagents in the following applications:
- Electrophilic aminomethylation of aldehydes and ketones to synthesize corresponding Mannich products, also known as Mannich reaction.
- Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors.
- Preparation of cyanotetrahydrooxo-β-carbolines via cyclocondensation of cyanomethyl indole-2-carboxylate with ammonia.
- Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan.
- Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX).
- Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps.
| [reaction suitability]
reaction type: C-C Bond Formation |
|
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Energy Chemical
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Sigma-Aldrich
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