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1,8-Bis(dimethylamino)naphtalene

1,8-Bis(dimethylamino)naphtalene
1,8-Bis(dimethylamino)naphtalene
CAS No.
20734-58-1
Chemical Name:
1,8-Bis(dimethylamino)naphtalene
Synonyms
于化卤反应氢氨甲脱)萘
CBNumber:
CB4163778
Molecular Formula:
C14H18N2
Formula Weight:
214.31
MOL File:
20734-58-1.mol

1,8-Bis(dimethylamino)naphtalene Properties

Melting point:
49-51 °C(lit.)
Boiling point:
144-145°C (3.7505 mmHg)
Density 
1.12
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Soluble in organic solvents.
form 
Crystalline Powder
pka
12.1(at 25℃)
color 
Pale brownish-pink
Water Solubility 
insoluble
Sensitive 
Light Sensitive
Merck 
14,3388
BRN 
396782
CAS DataBase Reference
20734-58-1(CAS DataBase Reference)
NIST Chemistry Reference
1,8-Naphthalenediamine, N,N,N',N'-tetramethyl-(20734-58-1)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H314 Causes severe skin burns and eye damage Skin corrosion/irritation Category 1A, B, C Danger P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H318 Causes serious eye damage Serious eye damage/eye irritation Category 1 Danger P280, P305+P351+P338, P310
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331 IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.
P501 Dispose of contents/container to..…

1,8-Bis(dimethylamino)naphtalene price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 14795 N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine purum, ≥99.0% (NT) 20734-58-1 10g $46.8 2018-11-13 Buy
Sigma-Aldrich 14795 N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine purum, ≥99.0% (NT) 20734-58-1 50g $158 2018-11-13 Buy
TCI Chemical B1018 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] >98.0%(GC)(T) 20734-58-1 1g $31 2018-11-22 Buy
TCI Chemical B1018 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] >98.0%(GC)(T) 20734-58-1 5g $60 2018-11-22 Buy
Alfa Aesar L00313 1,8-Bis(dimethylamino)naphthalene, 98+% 20734-58-1 50g $117 2018-11-13 Buy

1,8-Bis(dimethylamino)naphtalene Chemical Properties,Uses,Production

Chemical Properties

Pale brownish-pink crystalline powder

Uses

1,8-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.

Uses

Very strong base in organic synthesis and catalysis.

Purification Methods

It 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

Raw materials

Preparation Products


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1,8-Bis(dimethylamino)naphtalene Spectrum


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