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2243-62-1

Basic Information
CAS No.: 2243-62-1
Name: 1,5-Naphthalenediamine
Article Data: 61
Molecular Structure:
Molecular Structure of 2243-62-1 (1,5-Naphthalenediamine)
Formula: C10H10N2
Molecular Weight: 158.203
Synonyms: 1,5-DAN;1,5-Diamine naphthaline;1,5-Diaminonaphthalene;1,5-Naphthalindiamine;NSC 401110;
EINECS: 218-817-8
Density: 1.234 g/cm3
Melting Point: 185-187 °C(lit.)
Boiling Point: 381.4 °C at 760 mmHg
Flash Point: 220.2 °C
Solubility: <0.1 g/100 mL at 20.5 °C in water
Appearance: Grey to dark brown powder
Hazard Symbols: HarmfulXn, DangerousN
Risk Codes: 40-50/53
Safety: 36/37-60-61
Transport Information: UN 3077 9/PG 3
PSA: 52.04000
LogP: 3.16660
Synthetic route
2243-95-0

1,4,5-trinitronaphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 10h;100%
3272-91-1

5-nitro-[1]naphthylamine

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With hydrogen In palladium; toluene97.5%
With hydrogenchloride; titanium(III) chloride
(electrochemical reduction);
With hydrogen; palladium-containing anion exchanger AB-17-8-Pd In ethanol at 45℃; under 750.06 Torr; Kinetics; Further Variations:; Solvents; Catalysts;
83-55-6

5-amino-1-naphthol

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With ammonium hydrogen sulfite; ammonia In water at 150℃; for 6h;93%
With ammonium hydrogen sulfite; ammonia In diethylene glycol dimethyl ether; water at 150℃; for 6h;93.6%
605-71-0

1,5-dinitronaphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With sodium tetrahydroborate; diphenyl ditelluride In ethanol; benzene at 55℃; for 15h;92%
With iodophosphorus; water
With sulfuric acid; acetic acid elektrolytische Reduktion an Bleikathoden;
4793-98-0

1,4,5,8-tetranitronaphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 25℃; for 15h;90%

ammonium bisulfite

90-15-3

α-naphthol

117-59-9

1-hydroxynaphthalene-5-sulphonic acid

83-56-7

1,5-dihydroxynaphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With sodium hydroxide; sulfur dioxide; ammonia In titanium; water86%
605-71-0

1,5-dinitronaphthalene

A

3272-91-1

5-nitro-[1]naphthylamine

B

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With sodium sulfide; ammonium hydroxide at 80℃;A 54%
B 34%
With sodium sulfide; ammonium chloride In water at 80 - 85℃; for 4h;A 54%
B 34%
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 8h;A 20.33%
B 47.26%
91-20-3

naphthalene

A

134-32-7

1-amino-naphthalene

B

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With hydroxylamine hydrochloride; acetic acid In water at 80℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature;A 11.6%
B 52.3%
With sodium amide; phenol at 220℃;
134-32-7

1-amino-naphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With sodium metavanadate; hydroxylamine hydrochloride; acetic acid In water at 30 - 80℃; for 4.33333h; Reagent/catalyst; Solvent; Temperature;9.8%
With naphthalene; sodium amide at 230℃;
With hydroxylamine hydrochloride; acetic acid In water at 80℃; for 4h;
91-20-3

naphthalene

2243-62-1

1,5-diaminonaphthalene

Conditions
ConditionsYield
With sodium amide; phenol at 220℃;
Multi-step reaction with 2 steps
1: phenol; sodium amide / 220 °C
2: naphthalene; sodium amide / 230 °C
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Chemistry

Chemical Name: 1,5-Naphthalenediamine
IUPAC NAME: Naphthalene-1,5-diamine
CAS No.: 2243-62-1
EINECS: 218-817-8
RTECS: QJ3400000
Molecular Formula: C10H10N2
Molecular Weight: 158.2 g/mol
Melting Point: 185-187 °C(lit.)
Density: 1.234 g/cm3 
Flash Point: 220.2 °C
Boiling Point: 381.4 °C at 760 mmHg
Following is the structure of 1,5-Naphthalenediamine (2243-62-1):


Product Categories about 1,5-Naphthalenediamine (2243-62-1) are Intermediates of Dyes and Pigments ; Benzoquinones, etc. (Charge Transfer Complexes) ; Charge Transfer Complexes for Organic Metals ; Functional Materials
The chemical synonymous of 1,5-Naphthalenediamine (2243-62-1) are NCI-C03021 ; LABOTEST-BB LT00053486 ; 1,5-Diaminonaphthalene ; 1,5-Naphthalenediamine ; 1,5-Naphthylenediamine ; Naphthalene-1,5-diamine ; 1,5-Diaminonaphthalene, For Fluorescence ; Diaminonaphthalene

Uses

 1,5-Naphthalenediamine (2243-62-1) is mainly used in organic synthesis.

Toxicity Data With Reference

1.    

mma-sat 33,300 ng/plate

    ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
2.    

mma-sat 33,300 ng/plate

    ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
3.    

orl-rat TDLo:721 g/kg/1Y-C:CAR

    IARC**    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (World Health Organization, Internation Agency for Research on Cancer, Lyon, France) 27 (1982),127.
4.    

orl-rat TD:18 g/kg/88W-C:ETA,REP

    NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-143 ,1978.
5.    

orl-rat TDLo:54 g/kg/2Y-C:NEO

    NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-143 ,1978.

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 127.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-143 ,1978. . EPA Genetic Toxicology Program.

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. See also AMINES.
Hazard Codes:
Xn: Harmful
N: Dangerous for the environment
Risk Statements about 1,5-Naphthalenediamine (2243-62-1):
R40 Limited evidence of a carcinogenic effect. 
R50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety Statements about 1,5-Naphthalenediamine (2243-62-1):
S36/37 Wear suitable protective clothing and gloves. 
S60 This material and its container must be disposed of as hazardous waste. 
S61 Avoid release to the environment. Refer to special instructions/safety data sheets.
Attentions:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.