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2-Hydroxy-3-naphtoamide

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Name

2-Hydroxy-3-naphtoamide

EINECS 222-926-6
CAS No. 3665-51-8 Density 1.33g/cm3
PSA 63.32000 LogP 2.34460
Solubility N/A Melting Point 211-216 ºC
Formula C11H9 N O2 Boiling Point 426.4°Cat760mmHg
Molecular Weight 187.198 Flash Point 211.7°C
Transport Information N/A Appearance N/A
Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx. Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 3665-51-8 (2-Hydroxy-3-naphtoamide) Hazard Symbols
Synonyms

2-Naphthamide,3-hydroxy- (6CI,7CI,8CI); 2-Hydroxy-3-naphthalenecarboxamide;2-Hydroxy-3-naphthamide; 2-Hydroxy-3-naphthoamide; 2-Hydroxy-3-naphthoic acidamide; 3-Hydroxy-2-naphthalenecarboxamide; 3-Hydroxy-2-naphthamide; NSC 37060

Article Data 16

2-Hydroxy-3-naphtoamide Synthetic route

53855-64-4

3-acetoxy-2-naphthoyl chloride

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With ammonium hydroxide In dichloromethane for 24h; Ambient temperature;95%
92-70-6

3-Hydroxy-2-naphthoic acid

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With phosphoric acid; urea at 180℃; for 2h;90%
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 1h;72%
Multi-step reaction with 2 steps
1: HCl
2: alcoholic ammonia / 170 °C / im geschlossenen Rohr
View Scheme
Multi-step reaction with 5 steps
1: concentrated sulfuric acid
2: thionyl chloride; benzene / Einleiten von Ammoniak in das Reaktionsgemisch
3: thionyl chloride
4: methanolic KOH-solution
5: concentrated sulfuric acid / 0 °C
View Scheme
52449-77-1

3-hydroxy-2-naphthonitrile

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With sulfuric acid at 0℃;
7163-25-9

ethyl 3-hydroxy-2-naphthanoate

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With ammonia at 170℃; im geschlossenen Rohr;
With ammonium sulfite; ammonia at 125℃; im geschlossenen Rohr;
1734-00-5

3-hydroxy-2-naphthoyl chloride

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With ammonia; benzene
13042-06-3

3-methoxy-[2]naphthoic acid amide

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
92616-44-9

3-methoxy-2-naphthonitrile

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
92-70-6

3-Hydroxy-2-naphthoic acid

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
With phosphoric acid
5464-07-3

3-acetoxy-2-naphthoic acid

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / oxalyl chloride, DMF / toluene / 1 h / Ambient temperature
2: 95 percent / conc. NH4OH / CH2Cl2 / 24 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: thionyl chloride; benzene / Einleiten von Ammoniak in das Reaktionsgemisch
2: thionyl chloride
3: methanolic KOH-solution
4: concentrated sulfuric acid / 0 °C
View Scheme
92-70-6

3-Hydroxy-2-naphthoic acid

disulfite

disulfite

3665-51-8

3-hydroxy-2-naphthalenecarboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 82 percent / conc. H2SO4 / 0.08 h / Heating
2: 97 percent / oxalyl chloride, DMF / toluene / 1 h / Ambient temperature
3: 95 percent / conc. NH4OH / CH2Cl2 / 24 h / Ambient temperature
View Scheme

2-Hydroxy-3-naphtoamide Chemical Properties

Molecular Formula: C11H9NO2
Molecular Weight: 187.20
EINECS: 222-926-6
Density: 1.33 g/cm
Flash Point: 211.7 °C
Melting Point: 211-216 °C 
Index of Refraction: 1.708 
Appearance: ochre powder
CAS Registry Number: 3665-51-8  
Enthalpy of Vaporization: 70.75 kJ/mol 
Boiling Point: 426.4 °C at 760 mmHg 
Vapour Pressure: 7.16E-08 mmHg at 25°C 
IUPAC Name: 3-hydroxynaphthalene-2-carboxamide
Synonyms: 3-Hydroxy-2-Naphthalenecarboxamide ; 3-Hydroxy-2-naphthamid ; 3-Hydroxy-2-Naphtoamide ; 2-Hydroxy-3-naphthalenecarboxamide ; 3-Hydroxy-2-naphthoylamide ; 3-hydroxynaphthalene-2-carboxamide |
Following is the molecular structure of 3-Hydroxy-2-Naphtoamide (CAS NO.3665-51-8):

2-Hydroxy-3-naphtoamide Uses

 3-Hydroxy-2-Naphtoamide (CAS NO.3665-51-8) is used as a medicine, high-grade organic pigments, automotive paints, as well as dedicated an important intermediate of dye.

2-Hydroxy-3-naphtoamide Toxicity Data With Reference

1.    

ipr-rat LD50:2000 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 108 (1953),450.

2-Hydroxy-3-naphtoamide Consensus Reports

Reported in EPA TSCA Inventory.

2-Hydroxy-3-naphtoamide Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of 3-Hydroxy-2-Naphtoamide (CAS NO.3665-51-8):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26
S37/39: Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
 

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