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Solvent Yellow 16

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Identification
Molecular formula
C16H13N3
CAS number
71902-17-5
IUPAC name
1-phenylazonaphthalen-2-amine
State
State

At room temperature, 1-Phenylazonaphthalen-2-amine is in a solid state. It is stable under normal conditions and does not dissolve in water, but is soluble in organic solvents, which makes it useful as an industrial dye.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
545.00
Boiling point (Kelvin)
818.15
General information
Molecular weight
248.29g/mol
Molar mass
248.2940g/mol
Density
1.1308g/cm3
Appearence

1-Phenylazonaphthalen-2-amine, commonly known as Solvent Yellow 16, typically appears as a yellow crystalline powder. It is a synthetic azo compound used as a dye in diverse applications, including in plastics, waxes, and hydrocarbon solvents due to its vivid yellow color.

Comment on solubility

Solubility of 1-phenylazonaphthalen-2-amine

1-phenylazonaphthalen-2-amine, a compound with intriguing properties, exhibits specific solubility characteristics that are essential for its applications. When examining the solubility of this compound, it is important to consider several key factors:

  • Solvent Interaction: 1-phenylazonaphthalen-2-amine is generally more soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO) due to its hydrophobic aromatic structure.
  • Temperature Dependence: The solubility of this compound tends to increase with rising temperatures, a common behavior in organic compounds.
  • Polarity: As a non-polar molecule, 1-phenylazonaphthalen-2-amine struggles in polar solvents like water, resulting in low solubility.

In practice, the solubility of 1-phenylazonaphthalen-2-amine can often be described as moderate in non-polar and weakly polar solvents, making it suitable for applications in organic chemistry and materials science.
Understanding the solubility behavior is crucial, as it profoundly affects reactivity, stability, and overall material performance. In conclusion, proper solvent selection is key when working with this compound, allowing chemists to maximize its potential through thoughtful applications.

Interesting facts

Interesting Facts about 1-Phenylazonaphthalen-2-amine

1-Phenylazonaphthalen-2-amine is a fascinating compound that belongs to the class of azobenzenes, known for their unique properties and applications. Here are some intriguing aspects worth noting:

  • Structure and Stability: This compound showcases an azobenzene structure, which contains an azo group (–N=N–) connecting two aromatic rings. The stability of this structure allows it to withstand considerable temperatures, making it suitable for various applications.
  • Applications in Dyes: Due to its vibrant color properties, 1-phenylazonaphthalen-2-amine is often used in the dye industry. It plays a critical role in producing an array of textile dyes, where its stability and binding properties enhance the coloration of materials.
  • Switchable Properties: A remarkable feature of azobenzene compounds is their ability to undergo reversible isomerization between the trans and cis forms upon exposure to light. This property opens up avenues for applications in photonics and molecular switches.
  • Biological Interest: Some studies have explored the biological implications of azo compounds, with potential effects on cellular processes and as drug delivery agents. This makes 1-phenylazonaphthalen-2-amine a compound of interest in medicinal chemistry.
  • Research Opportunities: Ongoing research continues to uncover new uses of this compound in nanotechnology and materials science. Its ability to modify properties under different environmental conditions poses intriguing possibilities for innovative applications.

In conclusion, 1-phenylazonaphthalen-2-amine is a compound that bridges the realms of organic chemistry, materials science, and biological research. With its unique properties and diverse applications, it remains a significant focus in scientific studies and industry innovations.

Synonyms
YELLOW AB
85-84-7
Solvent Yellow 5
C.I. Food Yellow 10
Jaune AB
Grasal Yellow
Cerisol Yellow AB
Dolkwal Yellow AB
1-Phenylazo-2-naphthylamine
Yellow No. 2
C.I. Solvent Yellow 5
1-(Phenylazo)-2-naphthylamine
FD and C Yellow No. 3
FD & C Yellow 3
Zlut maselna ab
1-Benzeneazo-2-naphthylamine
2-Naphthalenamine, 1-(phenylazo)-
A.F. Yellow No. 2
1-(Phenylazo)-2-naphthalenamine
AF Yellow No. 2
Zlut rozpoustedlova 5
CI Solvent Yellow 5
2-Naphthylamine, 1-(phenylazo)-
Zlut maselna AB [Czech]
Ext D and C Yellow No. 9
NSC 11228
C.I. 11380
CCRIS 3193
Zlut rozpoustedlova 5 [Czech]
1-Benzene-azo-beta-naphthylamine
HSDB 1041
EINECS 201-636-3
1-(Phenyldiazenyl)naphthalen-2-amine
AZO Benzene 1-naphthalene, 2'-amino-
BRN 1842536
3VSI4D701X
CI 11380
AI3-09035
NSC-11228
YELLOW AB [MI]
YELLOW AB [IARC]
2-Naphthalenamine, 1-(2-phenyldiazenyl)-
MLS002638198
DTXSID0058932
CHEBI:82554
1-Benzeneazo-.beta.-naphthylamine
KI404
NSC11228
C.I. FOOD YELLOW 10 [HSDB]
FD&C YELLOW NO. 3 (DELISTED)
1-(2-Phenyldiazenyl)-2-naphthalenamine
(E)-1-(phenyldiazenyl)naphthalen-2-amine
1-(PHENYLAZO)-2-NAPHTHYLAMINE [II]
YELLOW AB (IARC)
1-(PHENYLAZO)-2-NAPHTHYLAMINE (II)
1-(Phenylazo)naphthalen-2-amine
1-phenyldiazenylnaphthalen-2-amine
UNII-3VSI4D701X
1-phenylazonaphthalen-2-amine
1Phenylazo2naphthylamine
A.F. Yellow No.2
1Benzeneazo2naphthylamine
FD&C Yellow No. 3
YELLOW NO 2
AF YELLOW NO 2
1Benzeneazobetanaphthylamine
Ext D&C Yellow No. 9
1(Phenylazo)2naphthalenamine
2Naphthylamine, 1(phenylazo)
CHEMBL86177
SCHEMBL295204
SCHEMBL295205
FD AND C YELLOW NO 3
KI404 [INCI]
2Naphthalenamine, 1(phenylazo)
WLN: L66J BNUNR& CZ
CHEMBL1734418
DTXCID7048459
C.I. Solvent Yellow 5 (8CI)
EXT D AND C YELLOW NO 9
HMS3080K05
AZO Benzene 1naphthalene, 2'amino
(E)-1-(phenylazo)-2-naphthylamine
MFCD00046382
AKOS004120651
AKOS016037985
1-(Phenyldiazenyl)-2-naphthalenamine #
SMR001547687
HY-121986
CS-0083808
NS00021376
C19552
G66418
Q26841219
Q27156064