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| | 1,8-Diaminonaphthalene Basic information |
| Product Name: | 1,8-Diaminonaphthalene | | Synonyms: | 1,8-Diaminonaphthalene (1,8-Naphthalene diamine);1,8-DIAMINONAPHTHALONE;1.8-DIAMINA-NAPTHALENE 99.6+%;1,8-Diaminonaphthalene,99%;1,8-Diaminonaphthalene,90%,tech.;1,8-Diaminonaphthale;8-Diaminonaphthalene;Naphthalene-1,8-diamine 99% | | CAS: | 479-27-6 | | MF: | C10H10N2 | | MW: | 158.2 | | EINECS: | 207-529-8 | | Product Categories: | Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines;Organics;Benzene derivatives;Intermediates of Dyes and Pigments | | Mol File: | 479-27-6.mol |  |
| | 1,8-Diaminonaphthalene Chemical Properties |
| Melting point | 60-65 °C (lit.) | | Boiling point | 205 °C/12 mmHg (lit.) | | density | 1.1265 | | vapor pressure | 0.011Pa at 25℃ | | refractive index | 1.6829 | | Fp | 205°C/12mm | | storage temp. | Store below +30°C. | | solubility | methanol: soluble | | form | Chunks or Crystalline Mass | | pka | 4.46±0.10(Predicted) | | color | Grayish-red to gray or dark brown | | Water Solubility | slightly soluble | | Merck | 14,6372 | | BRN | 742841 | | Stability: | Air Sensitive | | InChI | 1S/C10H10N2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H,11-12H2 | | InChIKey | YFOOEYJGMMJJLS-UHFFFAOYSA-N | | SMILES | Nc1cccc2cccc(N)c12 | | LogP | 1.335 | | CAS DataBase Reference | 479-27-6(CAS DataBase Reference) | | NIST Chemistry Reference | 1,8-Naphthalenediamine(479-27-6) | | EPA Substance Registry System | 1,8-Naphthalenediamine (479-27-6) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-40-43-36/37/38 | | Safety Statements | 36/37-36/37/39-26-24-36 | | RIDADR | 2811 | | WGK Germany | 3 | | F | 8 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HS Code | 29215940 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Skin Sens. 1 | | Toxicity | LD50 orally in Rabbit: 800 mg/kg |
| | 1,8-Diaminonaphthalene Usage And Synthesis |
| Chemical Properties | Off white powder. 1,8-Naphthalenediamine [479-27-6]. 1,8-diaminonaphthalene, Deltamin, C10H10N2, Mr 158.2, turns brown in air even in the absence of light. Its solutions give a brown precipitate on addition of iron(III) chloride. Treatment with boiling aqueous sodium bisulfite followed by addition of alkali gives 8-amino-1-hydroxynaphthalene. Sulfonation takes place in the 4- position. Coupling with azo compounds also occurs in the 4-position, but in almost neutral solution 4,5-bis coupling can occur. The resulting bisazo compound is reduced with SnCl2– HCl to give 1,4,5,8-tetraaminonaphthalene. | | Uses | Lubricating-oil antioxidant, analytical reagent | | Uses | 1,8-Diaminonaphthalene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. 1,8-Naphthalenediamine has minor use as an antioxidant for lubricating oils and as an analytical reagent for the detection of selenium and nitrites. | | Production Methods | Reduction of 1,8-dinitronaphthalene is carried out with iron and acetic acid in xylene or by catalytic hydrogenation. | | Flammability and Explosibility | Non flammable | | Purification Methods | Crystallise 1,8-diaminonaphthalene from water or aqueous EtOH, and sublime it in a vacuum. The N,N'-dimethyl derivative [20734-56-9] has m 103-104o and pK2 5 5.61, the N,N,N'-trimethyl-derivative [20734-57-0] has m 29-30o and pK2 5 6.43. [Hodgson et al. J Chem Soc 202 1945, Beilstein 13 IV 344.] |
| | 1,8-Diaminonaphthalene Preparation Products And Raw materials |
| Raw materials | 1,5-Naphthalenediamine | | Preparation Products | C.I. 564100-->Solvent Red 135-->Transparent Red E2G-->1,8-Dichloronaphthalene-->1-Bromo-8-methylnaphthalene-->1-pinacolato-2-(1,8)diamo-naphthalenylborane-->Transparent Red E2G-->Solvent Red 135-->C.I. 564100-->4-(1H-Perimidine-2-yl) benzoic acid-->1-(2,3-dihydro-1H-perimidin-2-yl)-2-naphthol-->2-(3-3,5-Dichlorophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine-->1H,3H-Perimidine-2-thione |
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