N,N-Dimethylmethyleneiminium chloride
ALDRICH/40766 - ≥95.0% (AT)
Synonym: Böhme′s salt; Böhme′s salt; Dimethylformiminium chloride; Methylenedimethylammonium chloride
CAS Number: 30354-18-8
Empirical Formula (Hill Notation): C3H8ClN
Molecular Weight: 93.56
EC Number: 250-142-4
MDL Number: MFCD00011809
Linear Formula: CH2=N+(CH3)2Cl-
Product Type: Chemical
| assay | ≥95.0% (AT) |
| form | powder |
| InChI | 1S/C3H8N.ClH/c1-4(2)3;/h1 |
| InChI key | ZJTROANVDZIEGB-UHFFFAOYSA |
| mp | 146-148 °C (lit.) |
| Quality Level | 100  |
| reaction suitability | reaction type: C-C Bond Formation |
| SMILES string | [Cl-].C[N+](C)=C |
| Application: | N,N-Dimethylmethyleneiminium chloride (Böhme′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-carb • 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. |
| Application: | Reacant for: Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors Mannich reactions Preparation of cyanotetrahydrooxo-ß-carb 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 |
| Other Notes: | "Mannich-reagent" for direct use; higher yields of purer products were achieved in shorter times compared with the classical "Mannich reaction"; in-situ preparation of the reactive triflate with TMS-triflate |
| Packaging: | 5, 25 g in glass bottle |
| Symbol |   GHS02,GHS07 |
| Signal word | Warning |
| Hazard statements | H228 - H315 - H319 - H335 |
| Precautionary statements | P210 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., H |
| WGK Germany | WGK 3 |
| Flash Point(F) | 179.6 °F - closed cup |
| Flash Point(C) | 82 °C - closed cup |
| Purity | ≥95.0% (AT) |
| mp | 146-148 °C (lit.) |
| UNSPSC | 12352100 |