40766

N,N-Dimethylmethyleneiminium chloride

≥95.0% (AT)

• 동의어(들): Böhme′s salt, Böhme′s salt, Dimethylformiminium chloride, Methylenedimethylammonium chloride
• Linear Formula: CH₂=N⁺(CH₃)₂Cl^-
• CAS Number: 30354-18-8
• Molecular Weight: 93.56
• Beilstein: 505955
• EC Number: 250-142-4
• MDL number: MFCD00011809
• UNSPSC 코드: 12352100
• PubChem Substance ID: 57650016
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: ≥95.0% (AT)
• 양식: powder
• 반응 적합성: reaction type: C-C Bond Formation
• mp: 146-148 °C (lit.)
• 작용기: amine
• SMILES string: [Cl-].C[N+](C)=C
• InChI: 1S/C3H8N.ClH/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1
• InChI key: ZJTROANVDZIEGB-UHFFFAOYSA-M

설명

애플리케이션

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-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.

Reacant for:
Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors
Mannich reactions
Preparation of cyanotetrahydrooxo-ß-carbolines via cyclocondensation reactions
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

기타 정보

"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

안전성 정보

• 픽토그램: GHS02,GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H228,H315,H319,H335
• 예방조치 성명서: P210 - P240 - P241 - P261 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3
• 표적 기관: Respiratory system
• Storage Class Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point (°F): 179.6 °F - closed cup
• Flash Point (°C): 82 °C - closed cup
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Gloves