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1,5-Naphthalenediamine
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Name

1,5-Naphthalenediamine

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

1,5-DAN;1,5-Diamine naphthaline;1,5-Diaminonaphthalene;1,5-Naphthalindiamine;NSC 401110;

Article Data 61

1,5-Naphthalenediamine 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
View Scheme

1,5-Naphthalenediamine Chemical Properties

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

1,5-Naphthalenediamine Uses

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

1,5-Naphthalenediamine 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.

1,5-Naphthalenediamine 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.

1,5-Naphthalenediamine 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.

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