14795

N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine

purum, ≥99.0% (NT)

• Synonym(s): 1,8-Bis(dimethylamino)naphthalene, DMAN, Proton-sponge^®
• Empirical Formula (Hill Notation): C₁₄H₁₈N₂
• CAS Number: 20734-58-1
• Molecular Weight: 214.31
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 329750622
• EC Number: 244-001-6
• Beilstein/REAXYS Number: 396782
• MDL number: MFCD00003920
• Assay: ≥99.0% (NT)
• Form: solid

Properties

• grade: purum
• Quality Segment: 200
• assay: ≥99.0% (NT)
• form: solid
• mp: 45-49 °C
• functional group: amine
• SMILES string: CN(C)c1cccc2cccc(N(C)C)c12
• InChI: 1S/C14H18N2/c1-15(2)12-9-5-7-11-8-6-10-13(14(11)12)16(3)4/h5-10H,1-4H3
• InChI key: GJFNRSDCSTVPCJ-UHFFFAOYSA-N

Description

Application

N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine was used in protonation of multiple-charged oligonucleotide anions. It was used as reagent during reaction of benzaldehyde with acetic anhydride catalyzed by bismuth nitrate. It was used as extractant during separation of organic acids from fermentation broths by liquid-liquid extraction.

Other Notes

Strong amine base ("proton sponge") with unusual properties

Legal Information

Proton-sponge is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): 235.4 °F - closed cup
• Flash Point (°C): 113 °C - closed cup
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Faceshields, Gloves