14795
N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine
purum, ≥99.0% (NT)
Synonym(s):
1,8-Bis(dimethylamino)naphthalene, DMAN, Proton-sponge®
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About This Item
Empirical Formula (Hill Notation):
C14H18N2
CAS Number:
Molecular Weight:
214.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-001-6
Beilstein/REAXYS Number:
396782
MDL number:
Assay:
≥99.0% (NT)
Form:
solid
grade
purum
Quality Level
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
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
signalword
Warning
hcodes
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
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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)
R.W. Alder et al.
Journal of the Chemical Society. Chemical Communications, 723-723 (1968)
Extractant screening for liquid-liquid extraction in environmentally benign production routes.
Krzyzaniak A, et al.
Chemical Engineering Transactions, 24, 709-714 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 14795-10G | 04061838737755 |
| 14795-50G | 04061832098135 |