Skip to Content
Merck
CN
All Photos(1)

Documents

14795

Sigma-Aldrich

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

purum, ≥99.0% (NT)

Sign Into View Organizational & Contract Pricing
All Photos(1)
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:
396782
EC Number:
244-001-6
MDL number:
MFCD00003920
UNSPSC Code:
12352100
PubChem Substance ID:
329750622
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R.W. Alder et al.
Journal of the Chemical Society. Chemical Communications, 723-723 (1968)
Bismuth compounds in organic synthesis. Bismuth nitrate catalyzed chemoselective synthesis of acylals from aromatic aldehydes.
Aggen DH, et al.
Tetrahedron, 60(16), 3675-3679 (2004)
Yu Xia et al.
Analytical chemistry, 77(11), 3683-3689 (2005-06-01)
A single sonic spray source has been used to generate both positive and negative ions for subsequent ion/ion reaction experiments. Ion/ion reactions took place after ions of each polarity were sequentially injected into a linear ion trap, where axial trapping
R.L. Benoit et al.
Canadian Journal of Chemistry, 65, 996-996 (1987)
Extractant screening for liquid-liquid extraction in environmentally benign production routes.
Krzyzaniak A, et al.
Chemical Engineering Transactions, 24, 709-714 (2011)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service