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1,8-Bis(dimethylamino)naphthalene

1,8-Bis(dimethylamino)naphthalene Structure
1,8-Bis(dimethylamino)naphthalene structure
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
Molecular Weight:
214.31
MDL Number:
MFCD00003920
MOL File:
20734-58-1.mol
MSDS File:
SDS
Last updated:2023-12-22 17:53:22
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1,8-Bis(dimethylamino)naphthalene Properties

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)
FDA UNII 6S79D2P9H8
NIST Chemistry Reference 1,8-Naphthalenediamine, N,N,N',N'-tetramethyl-(20734-58-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
NFPA 704
1
3 1

1,8-Bis(dimethylamino)naphthalene price More Price(41)

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 $58.4 2024-03-01 Buy
Sigma-Aldrich 14795 N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine purum, ≥99.0% (NT) 20734-58-1 50g $199 2024-03-01 Buy
TCI Chemical B1018 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] >98.0%(GC)(T) 20734-58-1 1g $42 2024-03-01 Buy
TCI Chemical B1018 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] >98.0%(GC)(T) 20734-58-1 5g $78 2024-03-01 Buy
Alfa Aesar L00313 1,8-Bis(dimethylamino)naphthalene, 98+% 20734-58-1 10g $42.5 2024-03-01 Buy
Product number Packaging Price Buy
14795 10g $58.4 Buy
14795 50g $199 Buy
B1018 1g $42 Buy
B1018 5g $78 Buy
L00313 10g $42.5 Buy

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

Chemical Properties

1,8-Bis(dimethylamino)naphtalene is pale brownish-pink crystalline powder

Uses

Very strong base in organic synthesis and catalysis.

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 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-C2B8H14 and 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

1,8-Bis(dimethylamino)naphthalene Suppliers

Global( 311)Suppliers
Supplier Tel Email Country ProdList Advantage
Nanjing Fred Technology Co., Ltd 		+86-25-84696168 +86-15380713688 Austin@fredbio.com China 2449 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7332 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Changzhou Ansciep Chemical Co., Ltd. 		+86 519 86305871 sales@ansciepchem.com CHINA 4242 58
Shenzhen Nexconn Pharmatechs Ltd 		+86-755-89396905 +86-15013857715 admin@nexconn.com China 7836 58
Accela ChemBio Inc. 		(+1)-858-699-3322 info@accelachem.com United States 19965 58
Supplier Advantage
Nanjing Fred Technology Co., Ltd 		58
Chongqing Chemdad Co., Ltd
58
Henan Fengda Chemical Co., Ltd
58
Capot Chemical Co.,Ltd. 		60
Henan Tianfu Chemical Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
Changzhou Ansciep Chemical Co., Ltd. 		58
Shenzhen Nexconn Pharmatechs Ltd 		58
Accela ChemBio Inc. 		58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,8-Bis(dimethylamino)naphthalene pictures 2023-12-23 1,8-Bis(dimethylamino)naphthalene
20734-58-1
 US $50.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1,8-Bis(dimethylamino)naphtalene pictures 2023-11-27 1,8-Bis(dimethylamino)naphtalene
20734-58-1
 US $1.00 / kg 1kg 99% 1 ton Nanjing Fred Technology Co., Ltd
1,8-Bis(dimethylamino)naphtalene pictures 2022-09-03 1,8-Bis(dimethylamino)naphtalene
20734-58-1
 US $0.00 / KG 25KG 97% 1tons Henan Aochuang Chemical Co.,Ltd.

1,8-Bis(dimethylamino)naphthalene Spectrum

1,8-Bis(dimethylamino)naphtalene(20734-58-1)MS1,8-Bis(dimethylamino)naphtalene(20734-58-1)13CNMR1,8-Bis(dimethylamino)naphtalene(20734-58-1)IR11,8-Bis(dimethylamino)naphtalene(20734-58-1)IR21,8-Bis(dimethylamino)naphtalene(20734-58-1)IR31,8-Bis(dimethylamino)naphtalene(20734-58-1)Raman

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N,N,N',N'-TETRAMETHYL-1,8-NAPHTHALENEDIAMINE N,N,N',N'-BIS(DIMETHYLAMINO) NAPHTHALENE PROTON-SPONGE(R) N,N,N',N'-TetraMethyl-1,8-naphthalenediaMine puruM, >=99.0% (NT) N-N-N-Tetramethyl-1-8-naphthalenediamine 1,8-Naphthalenediamine,N1,N1,N8,N8-tetramethyl- 1,8-Naphthalenediamine,N,N,N’,N’-tetramethyl- 8-Naphthalenediamine,N,N,N’,N’-tetramethyl-1 [8-(diMethylaMino)naphthalen-1-yl]diMethylazaniuMyl 1,8-BIS(DIMETHYLAMINO)-NAPHTHALENE FOR S 1,8-Bis(dimethylamino)-naphthalene for synthesis 1,8-bis(dimethylamino)naphtalene 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 1,8-BIS(DIMETHYLAMINO)NAPHTHALENE, 98+% 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] 4,5-Bis(dimethylamino)naphthalene 1,8-Bis(dimethylamino)naphthalene,99% Proton-sponge, N1,N1,N8,N8-Tetramethylnaphthalene-1,8-diamine 1,8-Bis(diMethylaMino)naphthalene, 99% 10GR 1,8-Bis(diMethylaMino)naphthalene, 99% 50GR N1,N1,N8,N8-TetraMethyl-1,8-naphthalenediaMine 1,8-Bis(dimethylamino)naphthalene, Proton-sponge(R) 1,8-Bis(dimethylamino)naphthalene, N,N,Nμ,Nμ-Tetramethyl-1,8-naphthalenediamine 1,8-Bis(dimethylamino)naphthalene 98% 1,8-Bis(dimethylamino)naphthalene[forDehydrohalogenation]> 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 N,N,N',N'-TETRAMETHYL-1,8-DIAMINONAPHTHALENE PROTON SPONGE 1,8-BIS(DIMETHYLAMINO)NAPHTHALENE N1,N1,N8,N8-TETRAMETHYLNAPHTHALENE-1,8-DIAMINE 1,8-Bis(Dimethylamino)naphthaline 1, 8-dimethylaminonaphthalene 20734-58-1 C14H18N2 C10H6NCH322 Building Blocks Polyamines Organic Bases Organic Building Blocks Nitrogen Compounds Synthetic Reagents Amines and Anilines