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1,8-Bis(dimethylamino)naphtalene

1,8-Bis(dimethylamino)naphtalene Suppliers list
Company Name: Capot Chemical Co.,Ltd.
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Products Intro: Product Name:1,8-Bis(dimethylamino)naphthalene
CAS:20734-58-1
Purity:98%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
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Products Intro: Product Name:1,8-Bis(dimethylamino)naphtalene
CAS:20734-58-1
Company Name: Nanjing ChemLin Chemical Industry Co., Ltd.
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Products Intro: CAS:20734-58-1
Purity:98% Package:g-Kg Remarks:White powder
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Products Intro: Product Name:1,8-Bis(Dimethylamino)Naphthalene
CAS:20734-58-1
Purity:25kg/drum ;200kg/drum
Company Name: Taizhou FRIEND Chemical Co., Ltd.  Gold
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Products Intro: CAS:20734-58-1
Purity:98%HPLC
1,8-Bis(dimethylamino)naphtalene Basic information
Product Name:1,8-Bis(dimethylamino)naphtalene
Synonyms:N1,N1,N8,N8-TETRAMETHYLNAPHTHALENE-1,8-DIAMINE;N,N,N',N'-TETRAMETHYL-1,8-DIAMINONAPHTHALENE;N,N,N',N'-TETRAMETHYL-1,8-NAPHTHALENEDIAMINE;N,N,N',N'-BIS(DIMETHYLAMINO) NAPHTHALENE;PROTON SPONGE;PROTON-SPONGE(R);1,8-Naphthalenediamine,N,N,N’,N’-tetramethyl-;8-Naphthalenediamine,N,N,N’,N’-tetramethyl-1
CAS:20734-58-1
MF:C14H18N2
MW:214.31
EINECS:244-001-6
Product Categories:Amines and Anilines
Mol File:20734-58-1.mol
1,8-Bis(dimethylamino)naphtalene Structure
1,8-Bis(dimethylamino)naphtalene Chemical Properties
Melting point 49-51 °C(lit.)
Boiling point 144-145°C (3.7505 mmHg)
density 1.12
Fp >230 °F
storage temp. 2-8°C
solubility Soluble in organic solvents.
form Crystalline Powder
pka12.1(at 25℃)
color Pale brownish-pink
Water Solubility insoluble
Sensitive Light Sensitive
Merck 14,3388
BRN 396782
CAS DataBase Reference20734-58-1(CAS DataBase Reference)
NIST Chemistry Reference1,8-Naphthalenediamine, N,N,N',N'-tetramethyl-(20734-58-1)
Safety Information
Hazard Codes Xn,C
Risk Statements 22-36/37/38-34
Safety Statements 26-45-36/37/39
RIDADR 3259
WGK Germany 3
8-10-23
HazardClass 8
HS Code 29215900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
1,8-Bis(dimethylamino)naphtalene Usage And Synthesis
Chemical PropertiesPale brownish-pink crystalline powder
Uses1,8-Bis(dimethylamino)naphthalene, also referred to as protone sponge, is a lipophilic proton trapping agent. 1,8-Bis(dimethylamino)naphthalene is used in the matrix for mass spectroscopy analysis of lipids and fatty acids.
UsesVery strong base in organic synthesis and catalysis.
Purification MethodsIt is prepared by methylating 1,8-diaminonaphthalene, and likely impurities are methylated products. The tetramethyl compound is a stronger base than the unmethylated, di and trimethylated derivatives. The pKa values are: 1,8-(NH2)2 = 4.61, 1,8-(NHMe)2 = 5.61, 1-NHMe-8-NHMe2 = 6.43 and 1,8-(NMe2)2 = 12.34. The mixture is then treated with H2O at pH 8 (where all but the required base are protonated) and extracted with Et2O or CHCl3. The dried extract (K2CO3) yields the tetramethyldiamine on evaporation which can be distilled. It is a strong base with weak nucleophilic properties, e.g. it could not be alkylated by refluxing with EtI in MeCN for 4 days; and on treatment with methyl fluorosulfonate only the fluorosulfonate salt of the base is obtained. [NMR: Adler et al. J Chem Soc, Chem Commun 723 1968, Brown & Letang J Am Chem Soc 63 358 1941, Brzezinski et al. J Chem Soc Perkin Trans 2 857 1991.] Alternatively, crystallise proton sponge from EtOH and dry it in a vacuum oven. Store it in the dark in a CO2-free atmosphere. [Benoit et al. Can J Chem 65 996 1987, Beilstein 13 IV 344.]
1,8-Bis(dimethylamino)naphtalene Preparation Products And Raw materials
Preparation Products1,6-Diisocyanatohexane
Tag:1,8-Bis(dimethylamino)naphtalene(20734-58-1) Related Product Information
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