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2-NITROSO-1-NAPHTHOL

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Name

2-NITROSO-1-NAPHTHOL

EINECS 205-064-5
CAS No. 132-53-6 Density 1.27 g/cm3
PSA 49.66000 LogP 2.94330
Solubility SLIGHTLY SOLUBLE Melting Point 150-155 °C (dec.)(lit.)
Formula C10H7 N O2 Boiling Point 357.6 °C at 760 mmHg
Molecular Weight 173.171 Flash Point 170.1 °C
Transport Information N/A Appearance purple-yellow solid.
Safety Moderately toxic by ingestion. Many nitroso compounds are carcinogens. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx. See also NITROSO COMPOUNDS. Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 132-53-6 (2-Nitroso-1-naphthol) Hazard Symbols
Synonyms

1-Naphthol,2-nitroso- (7CI,8CI); 2-Nitroso-1-hydroxynaphthalene; 2-Nitroso-1-naphthalenol;2-Nitroso-1-naphthol; 2-Nitrosonaphthol; C.I. 76610; NSC 5034; b-Nitroso-a-naphthol; b-Nitrosonaphthol

Article Data 20

2-NITROSO-1-NAPHTHOL Synthetic route

90-15-3

α-naphthol

A

132-53-6

2-Nitroso-1-naphthol

B

605-60-7

4-nitroso-1-naphthol

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium nitrite; boric acid for 0.0416667h; Microwave irradiation; Neat (no solvent); regioselective reaction;A 72%
B n/a
86-48-6

1-hydroxy-2-naphthoic acid

132-53-6

2-Nitroso-1-naphthol

Conditions
ConditionsYield
With sulfuric acid; sodium hydroxide; sodium nitrite In water for 5h;70%
With sodium hydroxide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; sodium nitrite anschl. Ansaeuern mit verd. Schwefelsaeure;
90-15-3

α-naphthol

A

132-53-6

2-Nitroso-1-naphthol

B

4965-30-4

1,4-naphthoquinone 1-oxime

Conditions
ConditionsYield
With sodium nitrite In water; propionic acid at -5℃;A 63%
B 22%
With i-AmNO2; potassium carbonate In N,N-dimethyl-formamide Ambient temperature;A 26%
B 59%
90-15-3

α-naphthol

A

132-53-6

2-Nitroso-1-naphthol

B

4-nitroso-2-naphthol

Conditions
ConditionsYield
With hydrogenchloride In water at 0 - 5℃; for 0.916667h;A 56%
B 35%
90-15-3

α-naphthol

A

132-53-6

2-Nitroso-1-naphthol

B

605-60-7

4-nitroso-1-naphthol

C

607-24-9

2-nitro-1-naphthol

Conditions
ConditionsYield
With acetic acid; sodium nitrite In ethanol for 0.0833333h; Nitrosation; nitration;A 17%
B 42%
C 8%
90-15-3

α-naphthol

132-53-6

2-Nitroso-1-naphthol

Conditions
ConditionsYield
With zinc(II) chloride; sodium nitrite In ethanol for 3h; Nitrosation; Heating;36%
With zinc(II) chloride; sodium nitrite
With potassium hydroxide; potassium nitrite; water anschliessend Hinzugeben von konz. Schwefelsaeure;
With sodium nitrite Reaktion ueber mehrere Stufen;
With acetic acid; sodium hydroxide; sodium nitrite In water for 1h;
90-15-3

α-naphthol

765-30-0

Cyclopropylamine

A

132-53-6

2-Nitroso-1-naphthol

B

605-60-7

4-nitroso-1-naphthol

C

4-(cyclopropylazo)-1-naphthol

D

2-(cyclopropylazo)-1-naphthol

Conditions
ConditionsYield
With isopentyl nitrite In chloroform at 5℃; for 16h; Further byproducts given;A 3%
B 7%
C 30%
D n/a
90-15-3

α-naphthol

A

132-53-6

2-Nitroso-1-naphthol

B

4965-30-4

[1,4]naphthoquinone monooxime

Conditions
ConditionsYield
With potassium nitrite; sulfuric acid
With nitrosylsulfuric acid
581-89-5

2-nitronaphthalene

132-53-6

2-Nitroso-1-naphthol

Conditions
ConditionsYield
With potassium carbonate at 55℃;
524-42-5

1,2-naphthoquinone

132-53-6

2-Nitroso-1-naphthol

Conditions
ConditionsYield
With ethanol; hydroxylamine hydrochloride

2-NITROSO-1-NAPHTHOL Chemical Properties

IUPAC Name: 2-Nitroso-1-naphthol
The MF of 2-Nitroso-1-naphthol (132-53-6) is C10H7NO2.

                         
The MW of 2-Nitroso-1-naphthol (132-53-6) is 173.17.
Synonyms of 2-Nitroso-1-naphthol (132-53-6): 2-Nitroso-1-naphthol ; 1-Hydroxy-2-nitrosonaphthalene ; 1-Naphthalenol, 2-nitroso- ; 1-Naphthol, 2-nitroso- 
Product Categories: Intermediates of Dyes and Pigments;Piperazine derivates;Nitroso Compounds;Nitrogen Compounds;Organic Building Blocks
Form: yellow-greenish to yellow-brownish powder
Index of Refraction: 1.629 
EINECS: 205-064-5
Density: 1.27 g/ml 
Flash Point: 170.1 °C 
Boiling Point: 357.6 °C
Melting Point: 156-158 °C
Water Solubility: slightly soluble
BRN: 1867919

2-NITROSO-1-NAPHTHOL Uses

   2-Nitroso-1-naphthol (132-53-6) is used for the determination of cobalt, zirconium, copper, iron and palladium. Can also be used in organic synthesis.

2-NITROSO-1-NAPHTHOL Production

 From 1 - naphthol derived by nitrosation. 1. Nitrosation will be sodium hydroxide dissolve in water after the stirring stopped by adding 1 - naphthol. Filtration, the filtrate kept at 0-5 ℃, the Canadian drought sodium nitrite solution, and then slowly adding acetic acid plus end. And then 1:4 diluted hydrochloric acid to adjust pH, so that until the Congo red test paper blue. Control points with the starch iodide test paper and continue to stir for half an hour, filter out the nitration objects to a non-acidic washing up, dry. 2. Remove isomers nitrosation also generates 4 - nitroso--1 - naphthol, can be used to remove non-viable given that the potassium hydroxide dissolved in alcohol after stirring slowly adding the dry Nitrate, this time the reaction temperature maintained at 60 ℃, plus complete, continue stirring 10min. Cooling, filter out the crude, soaked in ethanol, filtering. Finally refined derived products.

2-NITROSO-1-NAPHTHOL Toxicity Data With Reference

1.    

orl-rat LD:>500 mg/kg

    NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),35.

2-NITROSO-1-NAPHTHOL Consensus Reports

Reported in EPA TSCA Inventory.

2-NITROSO-1-NAPHTHOL Safety Profile

Moderately toxic by ingestion. Many nitroso compounds are carcinogens. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx. See also NITROSO COMPOUNDS.
Safety information of 2-Nitroso-1-naphthol (132-53-6):
Hazard Codes  Xi
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany  3
RTECS  QL4550000
F  8

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