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
• Beilstein/REAXYS Number: 396782
• EC Number: 244-001-6
• MDL number: MFCD00003920
• UNSPSC Code: 12352100
• PubChem Substance ID: 329750622
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• assay: ≥99.0% (NT)
• form: solid
• mp: 45-49 °C
• 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
• signalword: Warning
• hcodes: H302,H315,H319,H335
• pcodes: 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_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves