Synonym: 1,8-Bis(dimethylamino)naphthalene; N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine
CAS Number: 20734-58-1
Empirical Formula (Hill Notation): C14H18N2
Molecular Weight: 214.31
EC Number: 244-001-6
MDL Number: MFCD00003920
Linear Formula: C10H6[N(CH3)2]2
Product Type: Chemical
assay |
99% |
form |
solid |
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 |
mp |
49-51 °C (lit.) |
Quality Level |
200 |
SMILES string |
CN(C)c1cccc2cccc(N(C)C)c12 |
solubility |
chloroform: soluble 50 mg/mL, clear (faint yellow to dark yellow to dark red) |
Application: |
Proton-sponge can be used in the synthesis of C-substituted t-BuNH-8,9-R,R′-nido-7,8,9-C3B8H9 (R,R′ = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds. It was also used in the preparation of saturated fluoroalkyl(hydrido) complexes of Iridium. |
Application: |
Very strong base with weak nucleophilic character due to steric effects. |
General description: |
Proton-sponge is also referred as 1,8-dimethylamino naphthalene. It is very strong base with weak nucleophilic character due to steric effects. It also participates in the reactions between arachno-6,9-C2B8H14 and selected acyl chlorides. It has been tested as an effective H+ scavenger. |
Legal Information: |
Proton-sponge is a registered trademark of Sigma-Aldrich Co. LLC |
Packaging: |
10, 50 g in glass bottle |
Purity |
99% |
mp |
49-51 °C (lit.) |
UNSPSC |
12352100 |