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
- Molecular Weight:
- 214.31
- MOL File:
- 20734-58-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/12/22 17:53:22
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 |
|
1,8-Bis(dimethylamino)naphthalene price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 158496 | Proton-sponge® 99% | 20734-58-1 | 10G | ₹2684.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 158496 | Proton-sponge® 99% | 20734-58-1 | 50G | ₹9093 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 14795 | N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine purum, ≥99.0% (NT) | 20734-58-1 | 10G | ₹4665.58 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 14795 | N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine purum, ≥99.0% (NT) | 20734-58-1 | 50G | ₹15891.1 | 2022-06-14 | Buy |
| TCI Chemicals (India) | B1018 | 1,8-Bis(dimethylamino)naphthalene [for Dehydrohalogenation] min. 98.0 % | 20734-58-1 | 1G | ₹2100 | 2022-05-26 | Buy |
1,8-Bis(dimethylamino)naphthalene Chemical Properties,Uses,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.
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
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| VGS SYNTHESIS PRIVATE LIMITED | +91-9866975588 +91-9866975588 | Hyderabad, India | 1818 | 58 | Inquiry |
| Reax Chemicals | 08048372701Ext 416 | Hyderabad, India | 4223 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
| Nanjing Fred Technology Co., Ltd | +86-25-84696168 +86-15380713688 | China | 2427 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| VGS SYNTHESIS PRIVATE LIMITED | 58 |
| Reax Chemicals | 58 |
| CHEMSWORTH | 30 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Clearsynth Labs | 58 |
| Nanjing Fred Technology Co., Ltd | 58 |
| Chongqing Chemdad Co., Ltd | 58 |
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