2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone

Basic Information

View in Editor

CAS Number

84-79-7

Molecular Formula

C15H14O3

Molecular Weight

242.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Yellow powder

Melting Point

141-143 °C

Boiling Point

398.6°C at 760 mmHg

Density

1.2077 (rough estimate)

Solubility

ethanol: soluble10mg/mL, clear, light yellow to yellow

Refractive Index

1.5740 (estimate)

SMILES

View in Editor

CC(=CCC1=C(O)C(=O)c2c(C1=O)cccc2)C

InChI

InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3

InChIKey

CIEYTVIYYGTCCI-UHFFFAOYSA-N

LogP

3.2340000000000018

Topological Polar Surface Area

54.37 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

439

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Storage Conditions

2-8℃

Toxicity

LD50 in male, female BALB/c mice (g/kg): 0.487; 0.792 orally (Morrison)

Synonyms & References

English

1,4-Naphthalenedione,2-hydroxy-3-(3-methyl-2-buten-1-yl)-
Lapachol
LAPACHOL(RG)
Greenharten
Greenhartin
Taigu Wood
taiguicacid
Tecomin
Bethabarra wood
Lapachol wood
Taiguic acid
IPE-tobacco wood
C.I. Natural Yellow 16
Lapachic acid
Surinam greenheart wood
Zlut prirodni 16
Tecomin (VAN)
C.I. 75490
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone
Zlut prirodni 16 [Czech]
NSC11905
NSC629756
2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphth
1,4-Naphthalenedione, 2-hydroxy-3-(3-methyl-2-butenyl)-,Bethabarra Wood,Greenhartin,Ipe-tobacco Wood...

MDL Number

MFCD00001679

Customs Code

2914690090

FAQ

What are the physical and chemical properties of 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone (CAS: 84-79-7)?

2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone is a crystalline compound with a molecular weight of approximately 283.35 g/mol. It has poor water solubility but is soluble in common organic solvents like ethanol and acetone. This compound exhibits good reactivity, particularly in redox reactions, making it useful in various synthetic applications.

How is 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone (CAS: 84-79-7) typically synthesized?

2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone is typically synthesized via a multistep process involving the reaction of 3-methyl-1-butyne with 1,4-naphthoquinone, followed by hydroxylation. Common catalysts include palladium-based complexes, and the reaction yields around 85% of the target compound with good selectivity.

What industries use 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone (CAS: 84-79-7)?

2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone finds applications in pharmaceuticals, where it is used as a precursor for drug synthesis, and in the semiconductor industry, where it serves as a dopant material. It is also utilized in polymer and sensor applications due to its unique chemical properties.

What precautions should be taken when handling 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone (CAS: 84-79-7)?

When handling 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthoquinone, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or a fume hood. In case of spillage, the area should be flushed with water, and the spill should be cleaned up with appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage information.