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1,2-Naphthoquinone

CAS 524-42-5C10H6O2MW 158.15

1,2-Naphthoquinone (CAS 524-42-5) — formula C10H6O2, molecular weight 158.15; category organic chemicals.

Product Overview

CAS Number524-42-5
Molecular FormulaC10H6O2
Molecular Weight158.15
Melting Point145-7 °C (decomp)
LogP1.5
ApplicationsUses: Used as a chemical reagent and intermediate, [Hawley] Used as a reagent for resorcinol and thalline, [Merck Index], Chemical reagent and intermediate, Methods of Manufacturing: Prepared by oxidation of 1-amino-2-naphthol with ferric chloride:..., by oxidation of naphthalene: Milas, US 2395638 (1946 to Research Corp.), by bacterial dissimilation of naphthalene:..., from tetrachloro-o-benzoquinone..., 1, 2-Naphthoquinone is obtained in 80% yield when 2-naphthol is oxidized by air in the liquid phase with copper(I) chloride as catalyst. Slightly lower yields are obtained when periodic acid and dimethyl formamide, iodosobenzene, or benzene seleninic anhydride is used as oxidant. A 95% yield can, however, be obtained with tetramethyloxopiperidinium chloride at low temperature. The quinone can also be obtained by the oxidation of 1-amino-2-hydroxynaphthalene hydrochloride with iron(III) chloride in hydrochloric acid., General Manufacturing Information: 1, 2-Naphthalenedione: INACTIVE
CategoryOrganic Chemicals

Applications

Documented applications: Uses: Used as a chemical reagent and intermediate, [Hawley] Used as a reagent for resorcinol and thalline, [Merck Index], Chemical reagent and intermediate, Methods of Manufacturing: Prepared by oxidation of 1-amino-2-naphthol with ferric chloride:..., by oxidation of naphthalene: Milas, US 2395638 (1946 to Research Corp.), by bacterial dissimilation of naphthalene:..., from tetrachloro-o-benzoquinone..., 1, 2-Naphthoquinone is obtained in 80% yield when 2-naphthol is oxidized by air in the liquid phase with copper(I) chloride as catalyst. Slightly lower yields are obtained when periodic acid and dimethyl formamide, iodosobenzene, or benzene seleninic anhydride is used as oxidant. A 95% yield can, however, be obtained with tetramethyloxopiperidinium chloride at low temperature. The quinone can also be obtained by the oxidation of 1-amino-2-hydroxynaphthalene hydrochloride with iron(III) chloride in hydrochloric acid., General Manufacturing Information: 1, 2-Naphthalenedione: INACTIVE.

Technical Profile

What this product is

1,2-Naphthoquinone is a carbon-based organic compound with CAS registry number 524-42-5 and molecular formula C10H6O2 (molecular weight 158.15), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 524-42-5

Its molecular formula C10H6O2 comprises 10 C, 6 H, 2 O atoms.

Also known as: 1,2-Naphthoquinone · 1,2-萘醌

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of 1,2-Naphthoquinone?

The CAS registry number of 1,2-Naphthoquinone is 524-42-5.

What is the molecular formula and molecular weight of 1,2-Naphthoquinone?

Molecular formula C10H6O2, molecular weight 158.15.

What other names is 1,2-Naphthoquinone known by?

It is also registered under: 1,2-Naphthoquinone, 1,2-萘醌.

What are the documented applications of 1,2-Naphthoquinone?

Recorded applications: Uses: Used as a chemical reagent and intermediate, [Hawley] Used as a reagent for resorcinol and thalline, [Merck Index], Chemical reagent and intermediate, Methods of Manufacturing: Prepared by oxidation of 1-amino-2-naphthol with ferric chloride:..., by oxidation of naphthalene: Milas, US 2395638 (1946 to Research Corp.), by bacterial dissimilation of naphthalene:..., from tetrachloro-o-benzoquinone..., 1, 2-Naphthoquinone is obtained in 80% yield when 2-naphthol is oxidized by air in the liquid phase with copper(I) chloride as catalyst. Slightly lower yields are obtained when periodic acid and dimethyl formamide, iodosobenzene, or benzene seleninic anhydride is used as oxidant. A 95% yield can, however, be obtained with tetramethyloxopiperidinium chloride at low temperature. The quinone can also be obtained by the oxidation of 1-amino-2-hydroxynaphthalene hydrochloride with iron(III) chloride in hydrochloric acid., General Manufacturing Information: 1, 2-Naphthalenedione: INACTIVE.

Which category does 1,2-Naphthoquinone belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for 1,2-Naphthoquinone (CAS 524-42-5), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number524-42-5
PubChem CID10667
Molecular formulaC10H6O2
IUPAC namenaphthalene-1,2-dione
UNII (FDA)804K62F61Q

Computed descriptors

Molecular Weight158.15
XLogP31.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass158.036779430
Monoisotopic Mass158.036779430
Topological Polar Surface Area34.1
Heavy Atom Count12

Physicochemical values on record

Melting Point145-7 °C (decomp)
Density1.450 at 25 °C
Vapor Pressure0.000099 [mmHg]

Documented uses on record

    Used as a chemical reagent and intermediate; [Hawley] Used as a reagent for resorcinol and thalline; [Merck Index]Chemical reagent and intermediate

    Synonyms and trade names

    1,2-NAPHTHOQUINONE; 524-42-5; 1,2-Naphthalenedione; o-Naphthoquinone; beta-Naphthoquinone; 1,2-Naphthaquinone; 1,2-dihydronaphthalene-1,2-dione; ortho-naphthoquinone; 1,2-Dihydro-1,2-diketo-naphthalene; DTXSID2060171; NSC-9831; 804K62F61Q; CHEBI:34055; RefChem:412087; DTXCID6041189; 208-360-2

    Regulatory listings held on file

    GHS notification summary6.2% (3 / 48)

    GHS hazard classification

    GHS notification summary6.2% (3 / 48)
    Reported hazard statementsH302 (89.6%), H315 (93.8%), H319 (93.8%), H335 (91.7%)

    This chemical does not meet GHS hazard criteria for 6.2% (3 of 48) of reports.

    H302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]

    What the public record says

    1,2-Naphthoquinone · CAS 524-42-5 · C10H6O2. UNII 804K62F61Q. Melting Point: 145-7 °C (decomp); Density: 1.450 at 25 °C; Vapor Pressure: 0.000099 [mmHg].

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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