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Merck
CN

H46805

2-Hydroxy-1,4-naphthoquinone

≥96.5% purity, powder

Synonym(s):

Lawsone, Natural Orange 6

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About This Item

Empirical Formula (Hill Notation):
C10H6O3
CAS Number:
83-72-7
Molecular Weight:
174.15
NACRES:
NA.47
PubChem Substance ID:
24895653
UNSPSC Code:
12171500
Colour Index Number:
75480
EC Number:
201-496-3
MDL number:
MFCD00001678
Beilstein/REAXYS Number:
1565260

Key Documents

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Product Name

2-Hydroxy-1,4-naphthoquinone, 97%

InChI key

CSFWPUWCSPOLJW-UHFFFAOYSA-N

InChI

1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H

SMILES string

OC1=CC(=O)c2ccccc2C1=O

assay

97%

form

powder

technique(s)

titration: suitable

color

faint yellow to dark yellow, and Faint Orange to Dark Orange

mp

192-195 °C (dec.) (lit.)

λmax

452 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

200

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Application

2-Hydroxy-1,4-naphthoquinone has been used as a compound for the culture of schistosome worms.

General description

2-Hydroxy-1,4-naphthoquinone is one among the forensic reagents used for fingerprint detection.
2-Hydroxy-1,4-naphthoquinone, produced from Lawsonia inermis, is an orange dye. It belongs to the class of naphthoquinone dyes. 2-Hydroxy-1,4-naphthoquinone is used to dye hair and to color textiles. It has antibacterial, antifungal, anti-inflammatory, antiviral and antineoplastic properties. 2-Hydroxy-1,4-naphthoquinone inhibits tumor cell growth. It stimulates the production of reactive oxygen species (ROS).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ7322
STBG0780V
STBD7466V
STBD5846V
STBD2253V

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Alessia Coletti et al.
The Journal of organic chemistry, 77(16), 6873-6879 (2012-07-28)
A new class of pentacyclic diquinoid compounds has been synthesized with a facile one-pot reaction of two molecules of 2-hydroxynaphthoquinone and 1-bromoalkanes in the presence of ferrocene. These molecules were isolated as enol tautomers that exhibit intramolecular hydrogen bond and
Applications of DNA-electrochemical biosensors in cancer research
Chiorcea-Paquim AM, et al.
Past, Present and Future Challenges of Biosensors and Bioanalytical Tools in Analytical Chemistry: A Tribute to Professor Marco Mascini, 77, 287-336 (2017)
Perry G Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(20), 1795-1801 (2011-05-25)
A rapid method for the determination of para-phenylenediamine (PPD) in cosmetic products, such as henna tattoos has been developed and evaluated. This analytical procedure involved extracting a 10mg test portion of cosmetic product in 10 mL of ethyl acetate, followed
Fabiola Kind et al.
Journal der Deutschen Dermatologischen Gesellschaft = Journal of the German Society of Dermatology : JDDG, 10(8), 572-578 (2012-02-04)
The increased frequency of case reports of allergic contact dermatitis from non-permanent black henna tattoos in recent years shows the popularity of this form of body painting. Seven patients presented with allergic contact dermatitis after initial hair or eyelash dyeing.
Emerging latent fingerprint technologies: a review
Bumbrah G, et al.
Research Reports Forensic Med Sci, 6, 39-50 (2016)
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