dimethyl(methylidene)azanium chloride

• ChemBase ID: 139989
• Molecular Formular: C3H8ClN
• Molecular Mass: 93.55532
• Monoisotopic Mass: 93.03452694
• SMILES: C[N+](=C)C.[Cl-]
• Canonical SMILES: C[N+](=C)C.[Cl-]
• InChI: InChI=1S/C3H8N.ClH/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1
• InChIKey: ZJTROANVDZIEGB-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(methylidene)azanium chloride
• IUPAC Traditional name: dimethyl(methylidene)azanium chloride
• Synonyms: Dimethylformiminium chloride; Methylenedimethylammonium chloride; Eschenmoser’s salt; N,N-Dimethylmethyleneiminium chloride; Eschenmoser 盐; N,N-二甲基氯烯亚胺

Database IDs

• CAS Number: 30354-18-8
• EC Number: 250-142-4
• MDL Number: MFCD00011809
• Beilstein Number: 505955
• PubChem SID: 24871926; 162234234; 24865473
• PubChem CID: 11051579

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -3.7471042
• LogD (pH = 7.4): -3.7471042
• Log P: -3.7471042
• Molar Refractivity: 29.3724 cm^3
• Polarizability: 7.276546 Å^3
• Polar Surface Area: 3.01 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 146-148 °C(lit.)
• Flash Point: 179.6 °F; 82 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H228-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 1325 4.1/PG 3

Product Information

• Purity: ≥95.0% (AT); 90%
• Grade: technical grade
• Linear Formula: CH2=N+(CH3)2Cl-

DETAILS

Sigma Aldrich - 483893

Packaging
5, 25 g in glass bottle
Application
Reacant for:Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors1Mannich reactions2Preparation of cyanotetrahydrooxo-β-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

Sigma Aldrich - 40766

Other Notes
"Mannich-reagent" for direct use; higher yields of purer products were achieved in shorter times compared with the classical "Mannich reaction"7,8,9; in-situ preparation of the reactive triflate with TMS-triflate10
Packaging
5, 25 g in glass bottle
Application
Reacant for:Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors1Mannich reactions2Preparation of cyanotetrahydrooxo-β-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