1,2-Naphthoquinone

Description

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].

Identification

CAS Registry Number	524-42-5
PubChem CID	10667
Molecular formula	C10H6O2
IUPAC name	naphthalene-1,2-dione
UNII (FDA)	804K62F61Q

Computed Descriptors

Molecular Weight	158.15
XLogP3	1.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	158.036779430
Monoisotopic Mass	158.036779430
Topological Polar Surface Area	34.1
Heavy Atom Count	12
Formal Charge	0

Physical & Chemical Properties

Melting Point	145-7 °C (decomp)
Density	1.450 at 25 °C
Vapor Pressure	0.000099 [mmHg]

Physical description & handling notes

• 1,2-naphthoquinone appears as golden yellow needles or brown powder. Decomposes to a bluish-black color on standing. (NTP, 1992)
• Golden yellow solid; [Merck Index] May also be brown solid; Decomposes to a bluish-black color on standing; [CAMEO] Deep brown solid; [MSDSonline]
• Golden yellow needles
• Red needles from ether
• Odorless
• 293 to 297 °F (Decomposes) (NTP, 1992)

Regulatory Status

GHS notification summary	6.2% (3 / 48)

GHS Hazard Classification

GHS notification summary	6.2% (3 / 48)
Reported hazard statements	H302 (89.6%), H315 (93.8%), H319 (93.8%), H335 (91.7%)

Documented Uses

• Used as a chemical reagent and intermediate; [Hawley] Used as a reagent for resorcinol and thalline; [Merck Index]
• Chemical reagent and intermediate
• 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 metabolized to 1,2-dihydroxynaphthalene in pigs. /From Table/
• 1-Naphthol was metabolized by tyrosinase, polyphenol oxidase, primarily to 1,2-naphthoquinone and to small amounts of 1,4-naphthoquinone as well as to covalently bound products. The inhibition of covalent binding by ethylenediamine, which reacts specifically with 1,2-naphthoquinone but not 1,4-naphthoquinone, suggested that most of the covalent binding was due to 1,2-naphthoquinone or a metabolite of similar structure.
• In rat liver microsomal preparations, 1-naphthol is metabolized by the cytochrome p450 mixed function oxidase to 1,4-naphthoquinone and covalently bound species. The major binding species are derived from 1,4-naphthoquinone but not 1,2-naphthoquinone. 1-Naphthol is also metabolized by tyrosinase (monophenol monooxygenase; polyphenol oxidase) primarily to 1,2-naphthoquinone and covalently bound products; most of the covalent binding was derived from a 1,2-naphthoquinone derivative.

Synonyms

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

Frequently Asked Questions

What are the CAS number and molecular formula of 1,2-Naphthoquinone?

CAS 524-42-5; molecular formula C10H6O2; molecular weight — g/mol.

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

1,2-NAPHTHOQUINONE, 524-42-5, 1,2-Naphthalenedione, o-Naphthoquinone, beta-Naphthoquinone, 1,2-Naphthaquinone.

Is 1,2-Naphthoquinone classified as hazardous?

6.2% of GHS notifications report no hazard classification (3 of 48).

What are the key physical properties of 1,2-Naphthoquinone?

Melting Point: 145-7 °C (decomp); Density: 1.450 at 25 °C; Vapor Pressure: 0.000099 [mmHg].

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.