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1,4-Naphthoquinone

CAS 130-15-4C10H6O2MW 158.15

1,4-Naphthoquinone (CAS 130-15-4) — formula C10H6O2, molecular weight 158.15; category organic chemicals.

Product Overview

CAS Number130-15-4
Molecular FormulaC10H6O2
Molecular Weight158.15
Melting Point277 °F (NTP, 1992)
LogP1.7
ApplicationsUses: Used as a polymerization regulator, fungicide, algicide, and to make dyes and pharmaceuticals, [Hawley] Used as a chemical intermediate, corrosion inhibitor, and stabilizer for transformer oils, [HSDB], Farming (Pesticides) [Category: Industry], Polymerization regulator for rubber and polyester resins, synthesis of dyes and pharmaceuticals, Chemical intermediate for dichlone, a fungicide (non-US use), Chemical intermediate for dithianon, 1, 4-Naphthoquinone is industrially significant as an intermediate in anthraquinone synthesis., As a polymerization regulator and as a hardener for photochemically cross-linked polyesters. It is used as a corrosion inhibitor and as a stabilizer for transformer oils. It reacts with cyclic aryl phosphinic acid esters to give 1, 4-naphthalenediol adducts, which can be used for the production of thermally stable, flame-resistant polyesters., This is a toxic chemical found in cigarettes or generated by tobacco combustion., Use Classification: Environmental transformation -> Pesticide transformation products (metabolite, successor), Industry Uses: Corrosion inhibitor, Methods of Manufacturing: Oxidation of 4-amino-1-naphthol hydrochloride with potassium dichromate & sulfuric acid (non-U.S. method), The most important process for the production of 1, 4-naphthoquinone is the oxidation of naphthalene with air or gases containing molecular oxygen at 250-450 °C and 0.1-1 mega pascal, over a catalyst containing vanadium pentoxide., 4-Naphthoquinone can be obtained in the liquid phase in greater than 90% yield by oxidation of naphthalene or its derivatives., Formulations, Preparations: 99.5% pure grade, U.S. Production: 2023: 88, 184 lb, 2022: 35, 274 lb, 2021: 108, 025 lb, 2020: 52, 910 lb, (1978) NOT PRODUCED COMMERCIALLY IN US, (1982) NOT PRODUCED COMMERCIALLY IN US, (1986) 10 thousand-500 thousand pounds, (1990) 10 thousand-500 thousand pounds, For more U.S. Production (Complete) data for 1, 4-NAPHTHOQUINONE (7 total), please visit the HSDB record page., U.S. Imports: (1977) AT LEAST 4.63X10+8 G, (1982) 1.40X10+7 G (PRINCPL CUSTMS DISTS), (1983) 2.78X10+7 g, General Manufacturing Information: Miscellaneous Manufacturing, 4-Naphthalenedione: ACTIVE, Fungicidal activity is found in a variety of quinones in general order 1, 4-naphthoquinone greater than phenanthraquinone greater than p-benzoquinone greater than anthraquinone.
CategoryOrganic Chemicals

Applications

Documented applications: Uses: Used as a polymerization regulator, fungicide, algicide, and to make dyes and pharmaceuticals, [Hawley] Used as a chemical intermediate, corrosion inhibitor, and stabilizer for transformer oils, [HSDB], Farming (Pesticides) [Category: Industry], Polymerization regulator for rubber and polyester resins, synthesis of dyes and pharmaceuticals, Chemical intermediate for dichlone, a fungicide (non-US use), Chemical intermediate for dithianon, 1, 4-Naphthoquinone is industrially significant as an intermediate in anthraquinone synthesis., As a polymerization regulator and as a hardener for photochemically cross-linked polyesters. It is used as a corrosion inhibitor and as a stabilizer for transformer oils. It reacts with cyclic aryl phosphinic acid esters to give 1, 4-naphthalenediol adducts, which can be used for the production of thermally stable, flame-resistant polyesters., This is a toxic chemical found in cigarettes or generated by tobacco combustion., Use Classification: Environmental transformation -> Pesticide transformation products (metabolite, successor), Industry Uses: Corrosion inhibitor, Methods of Manufacturing: Oxidation of 4-amino-1-naphthol hydrochloride with potassium dichromate & sulfuric acid (non-U.S. method), The most important process for the production of 1, 4-naphthoquinone is the oxidation of naphthalene with air or gases containing molecular oxygen at 250-450 °C and 0.1-1 mega pascal, over a catalyst containing vanadium pentoxide., 4-Naphthoquinone can be obtained in the liquid phase in greater than 90% yield by oxidation of naphthalene or its derivatives., Formulations, Preparations: 99.5% pure grade, U.S. Production: 2023: 88, 184 lb, 2022: 35, 274 lb, 2021: 108, 025 lb, 2020: 52, 910 lb, (1978) NOT PRODUCED COMMERCIALLY IN US, (1982) NOT PRODUCED COMMERCIALLY IN US, (1986) 10 thousand-500 thousand pounds, (1990) 10 thousand-500 thousand pounds, For more U.S. Production (Complete) data for 1, 4-NAPHTHOQUINONE (7 total), please visit the HSDB record page., U.S. Imports: (1977) AT LEAST 4.63X10+8 G, (1982) 1.40X10+7 G (PRINCPL CUSTMS DISTS), (1983) 2.78X10+7 g, General Manufacturing Information: Miscellaneous Manufacturing, 4-Naphthalenedione: ACTIVE, Fungicidal activity is found in a variety of quinones in general order 1, 4-naphthoquinone greater than phenanthraquinone greater than p-benzoquinone greater than anthraquinone..

Technical Profile

What this product is

1,4-Naphthoquinone is a carbon-based organic compound with CAS registry number 130-15-4 and molecular formula C10H6O2 (molecular weight 158.15), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 130-15-4

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

Also known as: 1,4-Naphthoquinone · 1,4-萘醌

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of 1,4-Naphthoquinone?

The CAS registry number of 1,4-Naphthoquinone is 130-15-4.

What is the molecular formula and molecular weight of 1,4-Naphthoquinone?

Molecular formula C10H6O2, molecular weight 158.15.

What other names is 1,4-Naphthoquinone known by?

It is also registered under: 1,4-Naphthoquinone, 1,4-萘醌.

What are the documented applications of 1,4-Naphthoquinone?

Recorded applications: Uses: Used as a polymerization regulator, fungicide, algicide, and to make dyes and pharmaceuticals, [Hawley] Used as a chemical intermediate, corrosion inhibitor, and stabilizer for transformer oils, [HSDB], Farming (Pesticides) [Category: Industry], Polymerization regulator for rubber and polyester resins, synthesis of dyes and pharmaceuticals, Chemical intermediate for dichlone, a fungicide (non-US use), Chemical intermediate for dithianon, 1, 4-Naphthoquinone is industrially significant as an intermediate in anthraquinone synthesis., As a polymerization regulator and as a hardener for photochemically cross-linked polyesters. It is used as a corrosion inhibitor and as a stabilizer for transformer oils. It reacts with cyclic aryl phosphinic acid esters to give 1, 4-naphthalenediol adducts, which can be used for the production of thermally stable, flame-resistant polyesters., This is a toxic chemical found in cigarettes or generated by tobacco combustion., Use Classification: Environmental transformation -> Pesticide transformation products (metabolite, successor), Industry Uses: Corrosion inhibitor, Methods of Manufacturing: Oxidation of 4-amino-1-naphthol hydrochloride with potassium dichromate & sulfuric acid (non-U.S. method), The most important process for the production of 1, 4-naphthoquinone is the oxidation of naphthalene with air or gases containing molecular oxygen at 250-450 °C and 0.1-1 mega pascal, over a catalyst containing vanadium pentoxide., 4-Naphthoquinone can be obtained in the liquid phase in greater than 90% yield by oxidation of naphthalene or its derivatives., Formulations, Preparations: 99.5% pure grade, U.S. Production: 2023: 88, 184 lb, 2022: 35, 274 lb, 2021: 108, 025 lb, 2020: 52, 910 lb, (1978) NOT PRODUCED COMMERCIALLY IN US, (1982) NOT PRODUCED COMMERCIALLY IN US, (1986) 10 thousand-500 thousand pounds, (1990) 10 thousand-500 thousand pounds, For more U.S. Production (Complete) data for 1, 4-NAPHTHOQUINONE (7 total), please visit the HSDB record page., U.S. Imports: (1977) AT LEAST 4.63X10+8 G, (1982) 1.40X10+7 G (PRINCPL CUSTMS DISTS), (1983) 2.78X10+7 g, General Manufacturing Information: Miscellaneous Manufacturing, 4-Naphthalenedione: ACTIVE, Fungicidal activity is found in a variety of quinones in general order 1, 4-naphthoquinone greater than phenanthraquinone greater than p-benzoquinone greater than anthraquinone..

Which category does 1,4-Naphthoquinone belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for 1,4-Naphthoquinone (CAS 130-15-4), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number130-15-4
PubChem CID8530
Molecular formulaC10H6O2
IUPAC namenaphthalene-1,4-dione
UNII (FDA)RBF5ZU7R7K

Computed descriptors

Molecular Weight158.15
XLogP31.7
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 Point277 °F (NTP, 1992)
Melting Point128.5 °C
Melting Point126 °C
SolubilityIn water, 0.35 g/100 ml at 25 °C
Density1.422
Density1.4 g/cm³
Density1.422 no temp
Vapor Pressure0.00018 [mmHg]
Vapor Pressure2.6 Pa at 50 °C (= 0.0195 mm Hg at 50 °C)
Vapor Pressure0.0195 [mm Hg] @50 °C

Documented uses on record

    Used as a polymerization regulator, fungicide, algicide, and to make dyes and pharmaceuticals; [Hawley] Used as a chemical intermediate, corrosion inhibitor, and stabilizer for transformer oils; [HSDB]Polymerization regulator for rubber and polyester resins; synthesis of dyes and pharmaceuticals

    Synonyms and trade names

    1,4-NAPHTHOQUINONE; 130-15-4; naphthalene-1,4-dione; 1,4-Naphthalenedione; NAPHTHOQUINONE; p-Naphthoquinone; alpha-Naphthoquinone; 1,4-Naphthylquinone; 1,4-Dihydro-1,4-diketonaphthalene; USAF CY-10; 1,4-dihydronaphthalene-1,4-dione; DTXSID5040704; RBF5ZU7R7K; CHEBI:27418; NSC-9583; DTXCID3020704

    Regulatory listings held on file

    GHS notification summary0.8% (5 / 620)

    GHS hazard classification

    GHS notification summary0.8% (5 / 620)
    Reported hazard statementsH301 (99.2%), H314 (32.3%), H315 (66.9%), H317 (88.4%), H318 (30.3%), H319 (66.9%), H330 (95%), H334 (17.1%)

    This chemical does not meet GHS hazard criteria for 0.8% (5 of 620) of reports.

    H301 (99.2%): Toxic if swallowed [Danger Acute toxicity, oral]

    What the public record says

    1,4-Naphthoquinone · CAS 130-15-4 · C10H6O2. UNII RBF5ZU7R7K. Melting Point: 277 °F (NTP, 1992); Melting Point: 128.5 °C; Melting Point: 126 °C.

    Physical description and handling notes

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

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