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Basic Information
| CAS No.: | 2243-76-7 |
|---|---|
| Name: | Mordant Orange 1 |
| Article Data: | 13 |
| Molecular Structure: | |
|
|
|
| Formula: | C13H9N3O5 |
| Molecular Weight: | 287.232 |
| Synonyms: | Benzoicacid, 2-hydroxy-5-[(4-nitrophenyl)azo]- (9CI);C.I. Mordant Orange 1 (7CI,8CI);Salicylic acid, 5-(p-nitrophenylazo)- (6CI);2-Hydroxy-5-(4-nitrophenylazo)benzoic acid;4-Nitrobenzene-1-azo-5-salicylicacid;5-(4-Nitrophenylazo)salicylic acid;5-(p-Nitrophenylazo)salicylic acid;Acid Alizarine Yellow R;Alizarin orange;Alizarine ChromeOrange G;Alizarine Orange 2GN;Alizarine Orange R;Alizarine Yellow R-CF;Alizarol OrangeR;Alphacroic Orange R;Anthranol Chrome Yellow R;Azochromol Orange R;Brasilan Chrome Orange R;C.I. 14030;Calcochrome Orange R;Chromacid Orange S;ChromeOrange R;Chrome Orange RLE;Chrome Yellow 3RN;Eniacromo Orange R;Eriochrome OrangeAOR;Hispacrom Orange R;Java ChromeYellow 3R;Java Unichrome Yellow 3R;Lighthouse Chrome Orange;Magracrom orange;Mitsui ChromeOrange A;Mitsui Chrome Orange AN;Monochrome Orange R;Orthochrome Orange R;PNBAS;Peerachrome Yellow R;Pontachrome Yellow 3RN;SynchromateOrange AOR;Terra Cotta RRN;Terracotta 2RN;p-Nitrobenzeneazosalicylic acid; |
| EINECS: | 218-818-3 |
| Density: | 1.49 g/cm3 |
| Melting Point: | 250 °C |
| Boiling Point: | 571.4 °C at 760 mmHg |
| Flash Point: | 299.4 °C |
| Solubility: | Soluble in water |
| Appearance: | brown powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36 |
| Safety: | 24/25-26 |
| PSA: | 128.07000 |
| LogP: | 3.93720 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at -0.16℃; for 0.166667h; Stage #2: salicylic acid With sodium hydroxide In water | 80% |
| Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0℃; Flow reactor; Stage #2: salicylic acid With glycine; sodium hydroxide In water; N,N-dimethyl-formamide at 25℃; pH=8.55 - 9; Flow reactor; |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.75h; Stage #2: sodium salicylate In water at 0 - 5℃; for 2h; Alkaline conditions; | 60% |
Conditions
| Conditions | Yield |
|---|---|
| In water; acetonitrile at 20℃; Inert atmosphere; Darkness; | 18% |
Conditions
| Conditions | Yield |
|---|---|
| With alkali hydroxide |
- 100-05-0
4-nitrobenzenediazonium chloride
- 3147-53-3
2-hydroxy-5-phenylazo-benzoic acid
A
- 93656-74-7
2,4-Bis-(4-nitro-phenylazo)-phenol
B
- 2243-76-7
alizarin yellow R
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With sodium nitrate; sulfuric acid |
- 7664-93-9
sulfuric acid
- 7697-37-2
nitric acid
- 3147-53-3
2-hydroxy-5-phenylazo-benzoic acid
- 2243-76-7
alizarin yellow R
...Expand
Conditions
| Conditions | Yield |
|---|---|
| In toluene ligand was mixed with Sn-compound in toluene, refluxed for 3 h; solvent was distilled and removed by rotary evaporator, dissolved in petroleum ether under cold conditions, recrystd. from petroleum ether for several ds; elem. anal.; | 83% |
Conditions
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 1) 0 deg C, 3 h; 2) rt, 10 h; | 37% |
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Mordant Orange 1
Chemistry
The Molecular formula of p-NITROBENZENEAZOSALICYLIC ACID(2243-76-7):C13H9N3O5
The Molecular Weight of p-NITROBENZENEAZOSALICYLIC ACID(2243-76-7):287.23
The Molecular Structure of p-NITROBENZENEAZOSALICYLIC ACID(2243-76-7) is:
Density:1.49 g/cm3
Melting point:250 °CBoiling point:500.2 °C at 760 mmHg
Flash point:256.3 °C
Solubility in water:SOLUBLE
Colour Index:14030
Merck:255
Index of Refraction:1.671
Molar Refractivity:71.68 cm3
Molar Volume:191.5 cm3
Polarizability:28.41 10-24cm3
Surface Tension:67.3 dyne/cm
Enthalpy of Vaporization:80.96 kJ/mol
Vapour Pressure:7.94E-11 mmHg at 25°C
Appearance:brown powder
IUPAC Name:(3E)-3-[(4-nitrophenyl)hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
Synonyms:CI NO 14030;P-NITROBENZENEAZOSALICYLIC ACID SODIUM SALT;CI 14030;CHROME ORANGE;ALIZARIN YELLOW R;ALIZARIN ORANGE;5-(P-NITROPHENYLAZO)SALICYLIC ACID SODIUM SALT;MORDANT ORANGE 1
The Molecular Weight of p-NITROBENZENEAZOSALICYLIC ACID(2243-76-7):287.23
The Molecular Structure of p-NITROBENZENEAZOSALICYLIC ACID(2243-76-7) is:
Density:1.49 g/cm3
Melting point:250 °CBoiling point:500.2 °C at 760 mmHg
Flash point:256.3 °C
Solubility in water:SOLUBLE
Colour Index:14030
Merck:255
Index of Refraction:1.671
Molar Refractivity:71.68 cm3
Molar Volume:191.5 cm3
Polarizability:28.41 10-24cm3
Surface Tension:67.3 dyne/cm
Enthalpy of Vaporization:80.96 kJ/mol
Vapour Pressure:7.94E-11 mmHg at 25°C
Appearance:brown powder
IUPAC Name:(3E)-3-[(4-nitrophenyl)hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
Synonyms:CI NO 14030;P-NITROBENZENEAZOSALICYLIC ACID SODIUM SALT;CI 14030;CHROME ORANGE;ALIZARIN YELLOW R;ALIZARIN ORANGE;5-(P-NITROPHENYLAZO)SALICYLIC ACID SODIUM SALT;MORDANT ORANGE 1
Uses
It's used as acid-base indicator,metal coloring agent.
Toxicity Data With Reference
| 1. | mma-sat 500 µg/plate | MUREAV Mutation Research. 56 (1978),249. |
RTECS#: CAS# 1718-34-9: DH2528600
LD50/LC50: RTECS: Not available.
Carcinogenicity: Alizarin Yellow R sodium salt - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65
Consensus Reports
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Safety Profile
Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Hazard Codes:Xn
Xn:Harmful
Risk Statements
R22:Harmful if swallowed.
R36:Irritating to the eyes.
Safety Statements
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RTECS:VO5310000
Specification
Conditions to Avoid: Incompatible materials.
Chemical Stability: Stable under normal temperatures and pressures.
Incompatibilities with Other Materials: Strong oxidizing agents.
Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.
Chemical Stability: Stable under normal temperatures and pressures.
Incompatibilities with Other Materials: Strong oxidizing agents.
Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.