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2-Nitroso-1-naphthol

2-Nitroso-1-naphthol structure

CAS No:
132-53-6
Formula:
C10H7NO2
Chemical Name:
2-Nitroso-1-naphthol
Synonyms:
1-Naphthalenol,2-nitroso-;1-Naphthol,2-nitroso-;2-Nitroso-1-naphthalenol;C.I. 76610;β-Nitroso-α-naphthol;2-Nitroso-1-naphthol;2-Nitrosonaphthol;β-Nitrosonaphthol;2-Nitroso-1-hydroxynaphthalene;NSC 5034
Categories:
Chemical Reagents > Organic Reagents

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Description

yellow-greenish to yellow-brownish powder

2-Nitroso-1-naphthol Basic Attributes

Molecular Weight：

173.17

Exact Mass：

173.17

BRN：

1867919

EC Number：

205-064-5

UNII：

CC0S5HO41V

NSC Number：

5034

DSSTox ID：

DTXSID4059625

HScode：

2908999090

Characteristics

PSA：

49.7

XLogP3：

2.42

Density：

1.2427 (rough estimate)

Melting Point：

158 °C (decomp)

Boiling Point：

303.81°C (rough estimate)

Flash Point：

170.1±23.2 °C

Refractive Index：

1.5200 (estimate)

Water Solubility：

SLIGHTLY SOLUBLE

Toxicity：

LD orl-rat: >500 mg/kg NCNSA6 5,35,53

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

RTECS Number：

QL4550000

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Cleanup Methods：

A NEW ENZYMIC METHOD WAS DEVELOPED FOR THE REMOVAL OF PHENOLS & ANILINES FROM INDUSTRIAL WASTEWATERS. THIS INVOLVES THE TREATMENT OF AQ SOLN CONTAINING THE POLLUTANTS WITH HORSERADISH PEROXIDASE & H2O2. SUCH TREATMENT RESULTS IN PPTN OF PHENOLS & AROMATIC AMINES FROM WATER AS A RESULT OF THEIR ENZYMIC CROSSLINKING.

Toxicity

Non-Human Toxicity Values：

LD50 MICE INTRAPERITONEAL 42.30 MG/KG

Drug Information

Metabolism/Metabolites：

PARTIALLY PURIFIED, UNTREATED RAT LIVER CYTOSOL CONTAINS AT LEAST 2 ENZYMES WHICH RAPIDLY REDUCE THE C-NITROSO CARCINOGEN, 2-NITROSO-1-NAPHTHOL IN THE PRESENCE OF NADPH OR NADH AT PH 6-7. 2-NITROSO-1-NAPHTHOL WAS NOT REDUCED BY RAT KIDNEY OR BRAIN CYTOSOL, PLASMA, OR HEMOGLOBIN.

MeSH Entry Terms：

2-nitroso-1-naphthol

2-Nitroso-1-naphthol Use and Manufacturing

Methods of Manufacturing

From 1-naphthol through nitrosation. 1. Nitrosation After dissolving sodium hydroxide in water, add 1-naphthol under stirring. Filter, keep the filtrate at 0-5°C, add the drought-stricken sodium nitrite aqueous solution, and then slowly add acetic acid after the addition. Then adjust the pH with 1:4 dilute hydrochloric acid until the Congo red test paper turns blue. Use starch potassium iodide test paper to control the point, continue to stir for half an hour, filter out the nitrate, wash with water until it is not acidic, and dry. 2. Remove isomers and nitrosation also produces 4-nitroso-1-naphthol, which can be removed by the following method, that is, after dissolving potassium hydroxide in alcohol, slowly add the dry nitrate under stirring. At this time, the reaction temperature Keep it at 60°C, continue stirring for 10 minutes after the addition. Cool, filter out the crude product, add ethanol to soak and filter. The final product is refined.

Uses

Used as reagents for the verification of cobalt, palladium, copper and zirconium

Production

(1979) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.|(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

Manufacturing Info：

1-Naphthalenol, 2-nitroso-: ACTIVE|A 0.5% 2-NITROSO-1-NAPHTHOL SOLN IN DIMETHYL CARBONATE WAS STUDIED FOR ITS POTENTIAL AS TRACE METAL DETECTION REAGENT. A METAL OBJECT MUST BE HELD FOR APPROX 1.5 MIN FOR SATISFACTORY COLOR & PATTERN FORMATION TO BE OBSERVED BY THIS PROCEDURE. BEST RESULTS WERE OBTAINED ON INDIVIDUALS WITH HIGH LEVELS OF PERSPIRATION.|HYDROGEN SULFIDE IS REMOVED FROM WASTE GAS BY CATALYTIC OXIDATION WITH A NONTOXIC ALKALINE SOLN CONTAINING AN AROMATIC NITROSO COMPD, A HYDROXY AMINO COMPD, AN FE SALT, & A CHELATING AGENT; & THE SPENT SOLN IS REGENERATED BY OXIDATION WITH A GAS CONTAINING OXYGEN. THUS, A WASTE GAS CONTAINING 3300 PPM H2S WAS SCRUBBED COUNTERCURRENTLY WITH A SOLN (PH 9) CONTAINING 0.01 MOL EACH OF 2-NITROSO-1-NAPHTHOL (IN 4-SULFONIC ACID), FESO4, EDTA, & CITRIC ACID IN A TOWER CONTAINING RASCHIG RINGS.|A TRACE METAL DETECTION TECHNIQUE FOR USE IN FORENSIC SCIENCE IS DESCRIBED WHICH UTILIZES 2-NITROSO-1-NAPHTHOL. A 0.5% SOLN OF 2-NITROSO-1-NAPHTHOL IN METHYL CARBONATE IS SPRAYED ON SKIN AFTER HOLDING VARIOUS METALLIC OBJECTS, WITH THE IMMEDIATE APPEARANCE OF COLOR THAT MAXIMIZES WITHIN MIN. 2-NITROSO-1-NAPHTHOL WAS AS SENSITIVE TO FE & CU AS THE NORMAL REAGENT 8-HYDROXYQUINOLINE, BUT LESS SENSITIVE BY A FACTOR OF APPROX 100 TO ZN.

Analytic Methods：

THE CLOSE RELATIONSHIP OBSERVED BETWEEN THE RM VALUES OF NAPHTHOLS AND ACETOPHENONES IN A THIN-LAYER CHROMATOGRAPHIC SYSTEM & THE LOG P VALUES OF THESE COMPD IN AN OCTANOL-WATER SYSTEM SUGGESTED THAT CALCULATION OF RM WOULD BE A GOOD MEASURE OF LIPOPHILICITY IN STRUCTURE-ACTIVITY STUDIES.

Computed Properties

Molecular Weight:173.17
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:173.047678466
Monoisotopic Mass:173.047678466
Topological Polar Surface Area:49.7
Heavy Atom Count:13
Complexity:195
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes