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14795 Sigma-Aldrich

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

purum, ≥99.0% (NT)

Synonym: 1,8-Bis(dimethylamino)naphthalene, DMAN, Proton-sponge®

  • CAS Number 20734-58-1

  • Empirical Formula (Hill Notation) C14H18N2

  • Molecular Weight 214.31

  •  Beilstein Registry Number 396782

  •  EC Number 244-001-6

  •  MDL number MFCD00003920

  •  PubChem Substance ID 329750622

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Properties

Related Categories Building Blocks, Chemical Synthesis, Nitrogen Compounds, Organic Building Blocks, Polyamines More...
InChI Key   GJFNRSDCSTVPCJ-UHFFFAOYSA-N
grade   purum
assay   ≥99.0% (NT)
mp   45-49 °C
solubility   chloroform: soluble50 mg/mL, clear, colorless to faintly brownish-yellow

Description

Other Notes

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

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.

Legal Information

Proton-sponge is a registered trademark of Sigma-Aldrich Co. LLC

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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