Quick Search
1-Amino anthraquinone is an aromatic amino anthraquinone compound widely employed as an intermediate in colorant chemistry.
1-Amino anthraquinone provides a reactive molecular platform for the preparation of anthraquinone-based dyes, pigments, and specialty organic compounds.
1-Amino anthraquinone is supplied as a red, reddish-brown, or dark-colored crystalline powder with very limited solubility in water.
CAS Number: 82-45-1
EC Number: 201-423-5
Molecular Formula: C14H9NO2
Molecular Weight: 223.23 g/mol
SYNONYMS
1-Amino-9,10-anthraquinone, Anthraquinone-1-amine, Anthraquinone, 1-amino-, 1-Aminoanthracene-9,10-dione, 1-Amino-9,10-anthracenedione, 1-Aminoanthra-9,10-quinone, Alpha-Amino anthraquinone, α-Aminoanthraquinone, Alpha-Anthraquinonylamine, α-Anthraquinonylamine, Aminoanthraquinone, Diazo Fast Red AL, Fast Red AL, Azoic Diazo No. 36, C.I. 37275, NSC 458, NSC 30415, 1-AAQ, EINECS 201-423-5
APPLICATIONS
1-Amino anthraquinone serves as an important intermediate in the synthesis of anthraquinone dyes, where its amino group provides a convenient site for further chemical modification.
1-Amino anthraquinone functions as a building block for colorants requiring strong visible-light absorption and the characteristic chromophoric behavior of the anthraquinone structure.
1-Amino anthraquinone supports the manufacture of dye intermediates that can be converted into more complex substituted amino anthraquinone derivatives.
1-Amino anthraquinone enhances synthetic flexibility by allowing reactions such as acylation, alkylation, halogenation, diazotization, and condensation to be carried out at suitable positions within the molecule.
1-Amino anthraquinone finds application in the preparation of disperse dyes intended for coloring hydrophobic synthetic fibers under appropriate processing conditions.
1-Amino anthraquinone contributes to solvent-dye synthesis by providing an aromatic color-forming nucleus that can be modified to improve compatibility with organic media.
1-Amino anthraquinone facilitates the production of specialty dyes for plastics, resins, coatings, and printing systems when converted into derivatives with the required solubility and shade characteristics.
1-Amino anthraquinone enables formulators to develop anthraquinone colorants covering red, orange, violet, blue, and related shade ranges through controlled substitution of the parent structure.
1-Amino anthraquinone offers a useful starting material for pigment intermediates in processes where high molecular stability and extended aromatic conjugation are desirable.
1-Amino anthraquinone promotes the formation of colorant molecules with good chromatic strength because the amino substituent interacts electronically with the anthraquinone carbonyl system.
1-Amino anthraquinone is incorporated into multistep synthesis routes for vat, disperse, solvent, and specialty anthraquinone colorants.
1-Amino anthraquinone provides chemical manufacturers with a defined aromatic intermediate that can be purified and transformed into higher-value color-producing compounds.
1-Amino anthraquinone works effectively as a precursor for N-substituted anthraquinone derivatives, including products formed by reaction of the amino group with suitable alkylating or acylating agents.
1-Amino anthraquinone allows researchers to study the relationship between molecular substitution, electron distribution, absorption behavior, and color development in anthraquinone systems.
1-Amino anthraquinone also supports the preparation of analytical standards and reference compounds used in chromatographic, spectroscopic, and chemical research.
1-Amino anthraquinone is particularly suitable for organic synthesis applications that require both a nucleophilic amino group and an electron-deficient quinone framework within the same molecule.
1-Amino anthraquinone provides a starting point for the development of functional organic materials in which optical absorption or electron-transfer behavior is influenced by the conjugated anthraquinone skeleton.
1-Amino anthraquinone facilitates structure-modification studies aimed at adjusting hue, solubility, thermal behavior, and affinity for selected substrates.
1-Amino anthraquinone contributes to laboratory-scale synthesis of substituted anthraquinones used in materials science, photochemical research, and molecular-property investigations.
1-Amino anthraquinone enables the production of customized intermediates through reactions at the amino functionality or aromatic rings, thereby supporting a broad range of downstream chemical processes.
DESCRIPTION
1-Amino anthraquinone is an aromatic organic compound generally encountered as ruby-red, reddish-brown, orange-brown, or dark crystalline material.
Structurally, 1-Amino anthraquinone consists of an anthraquinone framework bearing an amino group at the 1-position and two carbonyl groups at the 9- and 10-positions.
Chemically, 1-Amino anthraquinone combines the conjugated electronic system of anthraquinone with the reactivity of a primary aromatic amino group.
Because of this molecular arrangement, 1-Amino anthraquinone displays pronounced coloration and provides several possibilities for further substitution and functionalization.
1-Amino anthraquinone may be prepared through routes involving the formation of a nitroanthraquinone intermediate followed by reduction of the nitro group to an amino group.
Alternative preparation methods can employ catalytic reduction or other controlled chemical transformations, followed by filtration, washing, crystallization, or recrystallization to obtain the required purity.
Owing to its highly conjugated and relatively rigid aromatic structure, 1-Amino anthraquinone has very low solubility in water.
1-Amino anthraquinone shows greater compatibility with selected organic solvents, particularly under heated conditions, although actual solubility depends on solvent type, temperature, and product purity.
When incorporated into chemical synthesis processes, 1-Amino anthraquinone acts primarily as an intermediate rather than as a finished colorant formulation.
The amino group of 1-Amino anthraquinone can participate in derivatization reactions, while the anthraquinone rings can undergo additional substitution to produce compounds with modified color and performance.
Under normal recommended storage conditions, 1-Amino anthraquinone remains stable when protected from excessive heat, incompatible materials, moisture, and prolonged exposure to strong light.
During industrial processing, 1-Amino anthraquinone should be handled in a manner that limits dust formation and prevents unnecessary contamination of the workplace.
Another important feature of 1-Amino anthraquinone is its planar aromatic structure, which contributes to strong intermolecular interactions and its relatively high melting range.
As a result, 1-Amino anthraquinone provides a stable and versatile platform for manufacturing numerous anthraquinone derivatives used in dye, pigment, research, and specialty-chemical applications.
PROPERTIES
Appearance: Red to reddish-brown or dark crystalline powder
Odor: No strong characteristic odor
Molecular Formula: C14H9NO2
Molecular Weight: 223.23 g/mol
Melting Point: Approximately 253–256 °C
Solubility in Water: Very slightly soluble or practically insoluble
Solubility in Organic Solvents: Soluble to varying degrees in selected organic solvents, particularly when heated
Physical Form: Solid
Stability: Stable under normal recommended storage conditions
FIRST AID
Inhalation: Move the exposed person to fresh air and keep the person at rest. Obtain medical attention if coughing, breathing discomfort, or other symptoms persist.
Skin Contact: Remove contaminated clothing and wash the affected skin thoroughly with soap and water. Seek medical advice if irritation develops or continues.
Eye Contact: Rinse cautiously with clean water for several minutes. Remove contact lenses when present and easy to do, then continue rinsing. Obtain medical attention if irritation persists.
Ingestion: Rinse the mouth with water. Do not induce vomiting unless instructed by qualified medical personnel. Seek medical advice, particularly if a significant quantity has been swallowed or symptoms occur.
Note to Physicians: Provide symptomatic and supportive treatment according to the person’s condition and the available safety information for the supplied grade.
HANDLING AND STORAGE
Handling: Avoid generating or breathing dust. Prevent contact with the eyes, skin, and clothing, and use suitable personal protective equipment during handling.
Ventilation: Provide adequate general ventilation and use local exhaust ventilation where dust may be generated.
Storage: Store in a tightly closed container in a cool, dry, and well-ventilated area away from heat, ignition sources, and incompatible materials.
Spill and Leak Procedures: Avoid dispersing dust. Collect spilled material carefully using suitable equipment and transfer it into a properly labeled container for recovery or disposal.
Handling Precautions: Wash thoroughly after handling, keep containers closed when not in use, and follow the applicable safety data sheet and workplace procedures for the specific commercial grade.
