Skip to main content

Naphthazarin

ADVERTISEMENT
Identification
Molecular formula
C12H8O4
CAS number
475-38-7
IUPAC name
2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
State
State

At room temperature, Naphthazarin is primarily a solid. It maintains its solid state under standard laboratory conditions and is often found in crystalline form.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
423.00
Boiling point (Kelvin)
696.15
General information
Molecular weight
190.19g/mol
Molar mass
190.1900g/mol
Density
1.3890g/cm3
Appearence

Naphthazarin appears as a reddish crystalline solid. The compound exhibits a distinct coloration which is characteristic of many quinones. These crystals can be observed under magnification, displaying vivid color due to their conjugated system.

Comment on solubility

Solubility of 2,2-Dimethyl-3,4-Dihydrobenzo[h]chromene-5,6-dione

The solubility of 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione (C12H8O4) can be quite intriguing, as it is influenced by various factors including its molecular structure and the surrounding environment. Here are some important considerations:

  • Polar vs. Nonpolar Solvents: This compound is likely to show limited solubility in polar solvents such as water due to its nonpolar character, making it more soluble in organic solvents like xylene or ethanol.
  • Temperature Influence: Like many organic compounds, solubility may increase with temperature, allowing for greater dissolution in solvents at elevated temperatures.
  • pH Dependence: The ionization state of the functional groups might vary with pH, potentially affecting solubility in aqueous solutions.

In conclusion, while 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione might be categorized as poorly soluble in aqueous media, its solubility profile is complex and can be maximized under the right solvent conditions. Understanding this solubility behavior can be crucial for applications in various chemical processes and formulations.

Interesting facts

Interesting Facts about 2,2-Dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione

2,2-Dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione is a fascinating organic compound belonging to a class of molecules known as chromenes. Here are some intriguing aspects of this compound:

  • Structural Diversity: The unique structure of this compound features a benzochromene backbone, which contributes to its interesting chemical reactivity and potential biological activity.
  • Biosynthesis: This compound and similar derivatives can often be found in plants and are known for their roles in secondary metabolism, acting as pigments, or serving protective functions for the plant.
  • Biological Significance: Compounds like this one are of interest in pharmacology due to their potential anti-inflammatory, antioxidant, and anticancer properties. Ongoing research seeks to evaluate its biological efficacy against various diseases.
  • Applications: Beyond their biological relevance, chromene derivatives are utilized in materials science, organic electronics, and as dye precursors due to their unique color properties.
  • Synthetic Routes: The synthesis of such compounds often involves multi-step organic reactions, showcasing the ingenuity and creativity of synthetic chemists in constructing complex molecular architectures.

As highlighted by a notable chemist, "Organic chemistry is the chemistry of life; it is a continuous interplay of structure and function." Understanding compounds like 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione not only enriches our knowledge of organic chemistry but also opens doors to potential therapeutic innovations.

In summary, the study of 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione offers insights into both the microscopic world of molecules and their macroscopic applications, making it a worthy subject of scientific exploration.

Synonyms
beta-Lapachone
4707-32-8
lapachone
2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
.beta.-Lapachone
Lapachone, beta-
ARQ-501
Beta-lap-wj
ARQ 501
3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-B]pyran-5,6-dione
beta-lap
NSC 26326
NSC-26326
3,4-Dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione
2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
Beta lapachone
SL 11001
6N4FA2QQ6A
ARQ-501 (beta lapachone)
NSC 629749
NSC-629749
BRN 0181499
2H-Naphtho[1,2-b]pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
CHEBI:10429
NSC26326
NSC629749
3,4-Dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-dione
MB12066
MB-12066
2005rm01ch01
ARQ501
BETA LAPACHONE [WHO-DD]
2H-Naphtho(1,2-b)pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
DTXSID90197019
5-17-11-00459 (Beilstein Handbook Reference)
ARQ-501;NSC-26326
b-Lapachone (90%)
LAPACHONE, BETA
SR-01000075957
2,2-dimethyl-3,4-dihydrobenzo(h)chromene-5,6-dione
UNII-6N4FA2QQ6A
2,2-dimethyl-3,4-dihydro-2H-benzo(h)chromene-5,6-dione
b-Lapachone
ss-Lapachone
Beta -Lapachone
Lapachone, .beta.
MFCD01712233
LAPACHONE [INCI]
Lopac-L-2037
Lopac0_000717
BSPBio_001306
KBioGR_000026
KBioSS_000026
AK-693/21096016
MLS006011731
R115 (Reactive Blue 2)
CHEMBL15192
SCHEMBL107042
BCBcMAP01_000055
BDBM81348
KBio2_000026
KBio2_002594
KBio2_005162
KBio3_000051
KBio3_000052
DTXCID50119510
beta-Lapachone, >=98% (TLC)
Bio2_000026
Bio2_000506
HMS1361B08
HMS1791B08
HMS1989B08
HMS3262O15
HMS3402B08
HMS3653O04
HMS3866G13
BCP09779
EX-A3011
Tox21_500717
CCG-36362
HSCI1_000182
NSC813862
s7261
(c)micro-Lapachone pound>>ARQ 501
AKOS005266281
AC-8965
CS-3680
DB11948
LP00717
NSC-813862
SDCCGSBI-0050695.P003
IDI1_033776
QTL1_000048
NCGC00015598-01
NCGC00015598-02
NCGC00015598-03
NCGC00015598-04
NCGC00015598-05
NCGC00015598-06
NCGC00015598-07
NCGC00015598-08
NCGC00015598-17
NCGC00094066-01
NCGC00094066-02
NCGC00094066-03
NCGC00094066-04
NCGC00094066-05
NCGC00261402-01
AS-70326
BP-28431
FL170803
HY-13555
NCI60_009665
SMR001456339
beta-Lapachone (ARQ-501, CO-501)?
DB-021896
EU-0100717
NS00018342
SW219806-1
C75251
SR-01000075957-1
SR-01000075957-5
2H-Naphtho[1,6-dione, 3,4-dihydro-2,2-dimethyl-
BRD-K28061410-001-05-8
BRD-K28061410-001-06-6
BRD-K28061410-001-07-4
Q27089386
2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione #
2,2-dimethyl-2H,3H,4H,5H,6H-naphtho[1,2-b]pyran-5,6-dione
AfAE'A centa' notA inverted exclamation markAfasA'A|AfAE'Adaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark-Lapachone