1,8-Bis(dimethylamino)naphthalene

ChemicalBook > CAS DataBase List > 1,8-Bis(dimethylamino)naphthalene

1,8-Bis(dimethylamino)naphthalene

Product Name: 1,8-Bis(dimethylamino)naphthalene
CAS No.: 20734-58-1
Chemical Name: 1,8-Bis(dimethylamino)naphthalene
Synonyms: PROTON SPONGE;1,8-BIS(DIMETHYLAMINO)NAPHTHALENE;N1,N1,N8,N8-TETRAMETHYLNAPHTHALENE-1,8-DIAMINE;N,N,N',N'-TETRAMETHYL-1,8-DIAMINONAPHTHALENE;PROTON-SPONGE(R);proton-sponge tm;LABOTEST-BB LT00453982;1, 8-dimethylaminonaphthalene;1,8-bis(dimethylamino)naphtalene;4,5-Bis(dimethylamino)naphthalene
CBNumber: CB4163778
Molecular Formula: C14H18N2
Formula Weight: 214.31
MOL File: 20734-58-1.mol

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1,8-Bis(dimethylamino)naphthalene Property

Melting point:: 49-51 °C(lit.)
Boiling point:: 144-145°C (3.7505 mmHg)
Density: 1.12
Flash point:: >230 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
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
InChIKey: GJFNRSDCSTVPCJ-UHFFFAOYSA-N
CAS DataBase Reference: 20734-58-1(CAS DataBase Reference)
NIST Chemistry Reference: 1,8-Naphthalenediamine, N,N,N',N'-tetramethyl-(20734-58-1)

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Safety

Hazard Codes: Xn,C
Risk Statements: 22-36/37/38-34
Safety Statements: 26-45-36/37/39
RIDADR: 3259
WGK Germany: 3
F: 8-10-23
HazardClass: 8
HS Code: 29215900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 14795
Product name: N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine
Purity: purum, ≥99.0% (NT)
Packaging: 10g
Price: $58.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: 14795
Product name: N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine
Purity: purum, ≥99.0% (NT)
Packaging: 50g
Price: $199
Updated: 2024/03/01

TCI Chemical

Product number: B1018
Product name: 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation]
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $42
Updated: 2024/03/01

TCI Chemical

Product number: B1018
Product name: 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation]
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $78
Updated: 2024/03/01

Alfa Aesar

Product number: L00313
Product name: 1,8-Bis(dimethylamino)naphthalene, 98+%
Packaging: 10g
Price: $42.5
Updated: 2024/03/01

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1,8-Bis(dimethylamino)naphthalene Chemical Properties,Usage,Production

Chemical Properties

1,8-Bis(dimethylamino)naphtalene is 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.

Uses

Very strong base with weak nucleophilic character due to steric effects.

Definition

ChEBI: N1,N1,N8,N8-tetramethylnaphthalene-1,8-diamine is a member of naphthalenes.

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-C₂B₈H₁₄and selected acyl chlorides. It has been tested as an effective H⁺ scavenger.

Solubility in organics

Soluble in most organic solvents, such as methanol and chloroform.

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)naphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

Hexamethylene Diisocyanate

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View Lastest Price from 1,8-Bis(dimethylamino)naphthalene manufacturers

Henan Fengda Chemical Co., Ltd

Product: 1,8-Bis(dimethylamino)naphthalene 20734-58-1
Price: US $50.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-22

Nanjing Fred Technology Co., Ltd

Product: 1,8-Bis(dimethylamino)naphtalene 20734-58-1
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1 ton
Release date: 2023-11-16

Shaanxi Dideu Medichem Co. Ltd

Product: 1,8-Bis(dimethylamino)naphtalene 20734-58-1
Price: US $0.10/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2020-01-06

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1,8-Bis(dimethylamino)-naphthalene for synthesis

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1,8-bis(dimethylamino)naphtalene

1,8-BIS(DIMETHYLAMINO)NAPHTHALENE

tetramethyl-1,8-naphthalenediamine

LABOTEST-BB LT00453982

N,N,N',N'-tetramethylnaphthalene-1,8-diamine

PROTON-SPONGE (1,8-BIS-(DIMETHYLAMINO)NAPHTHALENE), 99%

proton-sponge tm

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1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation]

4,5-Bis(dimethylamino)naphthalene

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1,8-Bis(dimethylamino)naphthalene[forDehydrohalogenation]&gt

1-N,1-N,8-N,8-N-tetramethylnaphthalene-1,8-diamine

1,8-Bis(dimethylamino)naphtalene ISO 9001：2015 REACH

20734-58-1 1,8-Bis(dimethylamino)naphtalene

1,8-Bis(Dimethylamino)naphthaline

1, 8-dimethylaminonaphthalene

20734-58-1

C14H18N2

C10H6NCH322

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