ChemicalBook > CAS DataBase List > 1,5-Naphthalenediamine

1,5-Naphthalenediamine

Product Name
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;NCI-C03021;NSC 401110
CBNumber
CB9185122
Molecular Formula
C10H10N2
Formula Weight
158.2
MOL File
2243-62-1.mol
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1,5-Naphthalenediamine Property

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)
NIST Chemistry Reference
1,5-Naphthalenediamine(2243-62-1)
IARC
3 (Vol. 27, Sup 7) 1987
EPA Substance Registry System
1,5-Naphthalenediamine (2243-62-1)
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Safety

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
Hazardous Substances Data
2243-62-1(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H351Suspected of causing cancer

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

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N-Bromosuccinimide Price

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

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

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

Uses

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

Definition

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

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.

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.]

1,5-Naphthalenediamine Preparation Products And Raw materials

Raw materials

Preparation Products

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1,5-Naphthalenediamine Suppliers

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View Lastest Price from 1,5-Naphthalenediamine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1, 5-Naphthalenediamine 2243-62-1
Price
US $70.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-05
Hebei Weibang Biotechnology Co., Ltd
Product
1,5-Naphthalenediamine 2243-62-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-28
Hebei Yanxi Chemical Co., Ltd.
Product
1,5-Naphthalenediamine 2243-62-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
300kg
Release date
2023-08-10

2243-62-1, 1,5-NaphthalenediamineRelated Search:

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  • 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