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1,5-Naphthalenediamine

CAS No.
2243-62-1
Chemical Name:
1,5-Naphthalenediamine
Synonyms
1,5-DIAMINONAPHTHALENE;NAPHTHALENE-1,5-DIAMINE;1,5-DAN;Diaminonaphthalene;1,5-Diaminonapthalene;1,5-NAPHTHYLENEDIAMINE;1,5-diaminenaphthalene;C.I.76595;NSC 401110;NCI-C03021
CBNumber:
CB9185122
Molecular Formula:
C10H10N2
Molecular Weight:
158.2
MDL Number:
MFCD00004029
MOL File:
2243-62-1.mol
MSDS File:
SDS
Last updated:2023-11-07 17:33:14

1,5-Naphthalenediamine Properties

Melting point 185-187 °C(lit.)
Boiling point 200-210°C 5mm
Density 1.4
vapor pressure 0Pa at 20℃
refractive index 1.6441 (estimate)
Flash point 200-210°C/5mm
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 0.04g/l
pka 4.59±0.10(Predicted)
form Powder
color Gray to dark brown
Water Solubility <0.1 g/100 mL at 20.5 ºC
BRN 907947
LogP 0.91
Dissociation constant 4.21 at 25℃
CAS DataBase Reference 2243-62-1(CAS DataBase Reference)
EWG's Food Scores 2
FDA UNII 13PD3J52LK
IARC 3 (Vol. 27, Sup 7) 1987
NIST Chemistry Reference 1,5-Naphthalenediamine(2243-62-1)
EPA Substance Registry System 1,5-Naphthalenediamine (2243-62-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS09
Signal word  Warning
Hazard statements  H351-H410
Precautionary statements  P202-P273-P280-P308+P313-P391-P405
Hazard Codes  Xn,N
Risk Statements  40-50/53
Safety Statements  36/37-60-61
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS  QJ3400000
HazardClass  9
PackingGroup  III
HS Code  29215990
NFPA 704
1
1 0

1,5-Naphthalenediamine price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D21200 1,5-Diaminonaphthalene 97% 2243-62-1 25g $76 2024-03-01 Buy
Sigma-Aldrich 56451 1,5-Diaminonaphthalene matrix substance for MALDI-MS, ≥99.0% (HPLC) 2243-62-1 250mg $179 2024-03-01 Buy
TCI Chemical D0101 1,5-Diaminonaphthalene >98.0%(GC)(T) 2243-62-1 25g $65 2024-03-01 Buy
TCI Chemical D0101 1,5-Diaminonaphthalene >98.0%(GC)(T) 2243-62-1 100g $182 2024-03-01 Buy
Alfa Aesar B24262 1,5-Diaminonaphthalene, 97% 2243-62-1 25g $48.65 2024-03-01 Buy
Product number Packaging Price Buy
D21200 25g $76 Buy
56451 250mg $179 Buy
D0101 25g $65 Buy
D0101 100g $182 Buy
B24262 25g $48.65 Buy

1,5-Naphthalenediamine Chemical Properties,Uses,Production

Chemical Properties

GREY TO DARK BROWN POWDER. 1,5-Naphthalenediamine [2243-62-1]. 1,5-diaminonaphthalene, Alphamin, C10H10N2, Mr 158.2: oxidation of 97 with iron (III) chloride in water produces a blue-violet color. Treatment with boiling aqueous sodium bisulfite followed by addition of alkali gives a mixture of 1-amino-5-hydroxynaphthalene and 1,5-dihydroxynaphthalene. Sulfonation (5 % oleum, 100℃) gives 1,5-diaminonaphthalene2-sulfonic acid, and nitration in acetic acid produces 2,4,6,8-tetranitro-1,5-diaminonaphthalene. Coupling with diazo compounds takes place in the 2-position; reduction of the resulting azo compound with SnCl2– HCl produces 1,2,5- triaminonaphthalene.

Uses

Aromatic amines likely to have high carcinogenic potency. QSARs of aromatic amines.

Uses

1,5-Naphthalenediamineis an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. The reducing properties of 1,5-diaminonaphthalene (1,5-DAN) as a MALDI matrix ( matrix-assisted laser desorption ionization) to amino acid sequencing and disulfide bond mapping of human urotensin II possessing one disulfide bond, and human guanylin possessing two disulfide bonds.

Uses

1,5-naphthalenediamine be used as intermediates for the synthesis of materials.

Production Methods

1-Nitronaphthalene can be nitrated further to give a 40 : 60 mixture of 1,5- and 1,8-dinitronaphthalenes. Similar results are obtained by direct nitration of naphthalene with H2SO4– HNO3 under careful control of temperature over the range 40 – 80℃. Although separation of the isomers by fractional crystallization or solvent extraction is usually carried out at this stage, the mixed isomers can also be reduced and the resulting diamines separated. Reduction of the dinitronaphthalenes is achieved by treatment of a nonaqueous solution with iron or hydrogen in the presence of a catalyst. An alternative process for 1,5-naphthalenediamine involves amination of 1,5-dihydroxynaphthalene with ammonia and ammonium bisulfite. Although less efficient on a stage basis it offers an economical alternative to nitration and reduction if the 1,8-naphthalenediamine is not also required.

Definition

ChEBI: A naphthalenediamine compound having amino substituents in the 1- and 5-positions.

General Description

Colorless to pale purple crystals or lavender powder.

Air & Water Reactions

1,5-Naphthalenediamine is sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

1,5-Naphthalenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Hazard

Questionable carcinogen.

Fire Hazard

Flash point data for 1,5-Naphthalenediamine are not available. 1,5-Naphthalenediamine is probably combustible.

Safety Profile

Suspected carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic data. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Recrystallise the amino-naphthalene from boiling H2O, but this is wasteful due to poor solubility. Boil it in chlorobenzene (charcoal), filter hot and cool the filtrate (preferably under N2). This gives colourless crystals. Dry it in a vacuum till free from chlorobenzene (odour), and store it in sealed ampoules under N2 away from light. [Beilstein 13 IV 340.]

83-55-6
2243-62-1
Synthesis of 1,5-Naphthalenediamine from 5-Amino-1-naphthol

1,5-Naphthalenediamine Preparation Products And Raw materials

Global( 292)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Yuanda Chemical Co., Ltd
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Hebei Mojin Biotechnology Co., Ltd
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Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5988 58
Capot Chemical Co.,Ltd.
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Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
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008657128800458; +8615858145714 fandachem@gmail.com China 9354 55
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18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Jinan Finer Chemical Co., Ltd
+86-531-88989536 +86-15508631887 sales@finerchem.com China 2967 58

View Lastest Price from 1,5-Naphthalenediamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,5-Naphthalenediamine pictures 2023-11-07 1,5-Naphthalenediamine
2243-62-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
1,5-Naphthalenediamine pictures 2023-09-06 1,5-Naphthalenediamine
2243-62-1
US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
1,5-Naphthalenediamine pictures 2023-08-11 1,5-Naphthalenediamine
2243-62-1
US $0.00-0.00 / kg 1kg 99% 300kg Hebei Yanxi Chemical Co., Ltd.
NCI-C03021 1,5-NAPHTHALENEDIAMINE 1,5-DIAMINONAPHTHALENE, FOR FLUORESCENCE LABOTEST-BB LT00053486 1,5-Naphthylendiamin 1,5-DIAMINONAPHTHALENE 99% C.I.76595 1,5-Diaminonaphthalene,97% 1,5-Diaminonaphthalene,1,5-Naphthalenediamine 1,5-DiaMinonaphthalene, 97% 100GR NSC 401110 1,5-Naphthalenediamine for synthesis 1,5-DiaminonaphthaL Trans-n, N-dimethylamino ethyl acrylate 1,5-Diaminonaphthalene > 1,5-Diaminonaphthalene (purified by sublimation) 1,5-Naphthalenediamine ISO 9001:2015 REACH 1,5-NAPHTHYLENEDIAMINE Diaminonaphthalene 1,5-DAN 1,5-DIAMINONAPHTHALENE NAPHTHALENE-1,5-DIAMINE 1,5-Diaminonapthalene 1,5-diaminenaphthalene Permethrin Impurity 21 2243-62-1 Building Blocks Biochemicals and Reagents BioChemical Benzoquinones, etc. (Charge Transfer Complexes) Charge Transfer Complexes for Organic Metals Fluorescent Probes, Labels, Particles and Stains Detection Organic Building Blocks Nitrogen Compounds Polyamines AMINE Amines Aromatics Mutagenesis Research Chemicals Benzoquinones, etc. (Charge Transfer Complexes) Charge Transfer Complexes for Organic Metals Functional Materials Intermediates of Dyes and Pigments