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Home > Encyclopedia > C.I. Acid Orange 3

C.I. Acid Orange 3

C.I. Acid Orange 3 structure

C.I. Acid Orange 3 

structure
  • CAS No:

    6373-74-6

  • Formula:

    C18H14N4O7S.Na

  • Chemical Name:

    C.I. Acid Orange 3

  • Synonyms:

    Benzenesulfonic acid,5-[(2,4-dinitrophenyl)amino]-2-(phenylamino)-,sodium salt (1:1);Benzenesulfonic acid,2-anilino-5-(2,4-dinitroanilino)-,monosodium salt;C.I. Acid Orange 3;Benzenesulfonic acid,5-[(2,4-dinitrophenyl)amino]-2-(phenylamino)-,monosodium salt;C.I. 10385;Acid Fast Yellow AG;Acid Leather Light Brown G;Acid Yellow E;Airedale Yellow E;Amido Yellow E;Amido Yellow EA-CF;Anthralan Yellow RRT;Derma Yellow P;Erio Fast Yellow AE;Erio Fast Yellow AEN;Erionyl Yellow E-AEN;Fast Light Yellow E;Fenalan Yellow E;Kiton Fast Yellow A;Light Fast Yellow ES;Lissamine Fast Yellow AE;Nylomine Acid Yellow B-RD;Superian Yellow R;Tectilon Orange 3GT;Tertracid Light Yellow 2R;Vondacid Fast Yellow AE;Xylene Fast Yellow ES;Sodium 4-(2,4-dinitroanilino)diphenylamine-2-sulfonate;Acid Orange 3;Amido Yellow EA;Acid Fast Yellow E 5R;Lissamine Fast Yellow AES;Lissamine Yellow AE 110;Lissamine Yellow AE;Acid Orange No. 3;Acid Orange R;Best Acid Yellow Brown GT;Dinacid Fast Yellow BRD;Yellow for Furs R;Naphthazine Orange E;Amido Yellow EN;Rifa Leather Brown PS;Multicuer Brown MPH;Acid Fast Yellow ES;Triacid Light Yellow AE;Rifa Acid Fast Yellow Brown E-L;Covalene Orange E;Dynacid Orange 3D;Acid Yellow Brown 3RL;Apollo Nylon Fast Yellow Brown E-L;Nylochrom Yellow 3R;Dyacid Yellow A;Formo Acid Orange III;Derma Fur Yellow RT;Colocid Yellow Brown E3R;Vicoacid Orange 3;Acid Yellow AE;Kenamide Yellow GAE;74968-36-8

  • Categories:

    Cosmetic Ingredient  >  Hair Dyeing

Description

PHYSICAL DESCRIPTION: Brown to dark brown microcrystalline powder. (NTP, 1992)


C.i. acid orange 3 is a brown to dark brown microcrystalline powder. (NTP, 1992)


C.i. acid orange 3 is a brown to dark brown microcrystalline powder. (NTP, 1992)|CI Acid Orange 3 is an organic molecular entity.

C.I. Acid Orange 3 Basic Attributes

452.37319

452.040253

228-921-5

P0XV7XM57J

DTXSID1021081

Dark orange-brown microcrystals

3204120000

Characteristics

181.28000

6.16750

C.i. acid orange 3 is a brown to dark brown microcrystalline powder. (NTP, 1992)

204ºC

Very soluble in water and ethanol

Slightly soluble in water.

Amines, Phosphines, and Pyridines

Organonitrates range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. Nitroalkanes are milder oxidizing agents, but still react violently with reducing agents at higher temperature and pressures.

Safety Information

24/25

P261, P272, P273, P280, P302+P352, P305+P351+P338, P310, P321, P333+P313, P363, P501

H317

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology & Carcinogenesis Studies of C.I. acid Orange 3 in F344/N Rats and B6C3F1 Mice. Technical Report Series No. 335 (1989) NIH Publication No. 89-2591 U.S. Department of Health and Human Services, National Toxicology Program, National Institute of Environmental Health Sciences, Research Triangle Park, NC 27709

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

|Danger|H317 (15.25%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P310, P321, P333+P313, P337+P313, P363, and P501|Aggregated GHS information provided by 296 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxicity

... Toxicology and carcinogenesis studies of C.I. Acid Orange 3 (90% pure containing ... 6-8% water and 2-4% acetone for 2 yr study were conducted by admin the dye in corn oil by gavage to F344/N rats and B6C3F1 mice of each sex for ... 2 yr. ... The /dye was admin/ by gavage in corn oil at 0, 375 or 750 mg/kg to groups of 50 F344/N rats of each sex, 5 days/wk for 103 wk. Groups of 50 male B6C3F1 mice were admin 0, 125 or 250 mg/kg C.I. Acid Orange 3 on the same schedule, and groups of 50 female B6C3F1 mice were admin 0, 250 or 500 mg/kg. ... Under the conditions of these 2 yr gavage studies, there was no evidence of carcinogenic activity of C.I. Acid Orange 3 for male F344/N rats admin 375 mg/kg; because of a marked reduction in survival and no indication of carcinogenicity, the 750 mg/kg group was considered to be inadequate for assessment of carcinogenic activity. There was clear evidence of carcinogenic activity of C.I. Acid Orange 3 for female F344/N rats as shown by the occurrence of transitional cell carcinomas of the kidney in the 750 mg/kg group; this group had reduced survival and chemically related nonneoplastic lesions of the kidney. There was no evidence of carcinogenic activity of C.I. Acid Orange 3 for male B6C3F1 mice admin 125 or 250 mg/kg or for female B6C3F1 mice admin 250 or 500 mg/kg. ...

CI Acid Orange 3's production and use as a dye for wool and hair coloring products may result in its release to the environment through various waste streams(1,SRC).

TERRESTRIAL FATE: Due to the ionic nature of CI Acid Orange 3, the retention of the dye by ion-exchange processes(1,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(2,SRC), may slow down or prevent leaching in soil(SRC). As CI Acid Orange 3 is an ionic compound, volatilization of this compound will not be important from soil surfaces(1,SRC). Anaerobic conditions in soil may result in degradation as indicated by a number of sludge studies. An anaerobic sludge innoculum isolated from sewage produced a 62 percent decolorization within 42 days when 100 mg/l of CI Acid Orange 3 was inoculated with 200 mg/l of sludge(3). No decolorization was observed and no dissolved organic carbon removal was observed under aerobic conditions when 100 mg/l of CI Acid Orange 3 was inoculated with 50 g/l of activated wastewater sludge for 30 days(4). No decolorization was observed under aerobic conditions when an unspecified amount of CI Acid Orange 3 was inoculated with Phanerochaete chrysoporium fungus(5).|AQUATIC FATE: CI Acid Orange 3 may be adsorbed by some sediments and particulate matter in water due to ion-exchange processes(1,SRC), particularly on clay surfaces and on mineral surfaces such as geothite(2,SRC). As CI Acid Orange 3 is an ionic compound, volatilization from water surfaces is not expected(1,SRC). According to a classification scheme(3), an estimated BCF value of 0.2(4,SRC), from an estimated log Kow(5,SRC) of -0.69, suggests that bioconcentration in aquatic organisms is low(SRC). No decolorization was observed and no dissolved organic carbon removal was observed under aerobic conditions when 100 mg/l of CI Acid Orange 3 was incubated with an inoculum of 50 g/l of activated wastewater sludge for 30 days(6).|ATMOSPHERIC FATE: The ionic state of CI Acid Orange 3 makes this compound non-volatile(1,SRC), therefore this compound should exist in the particulate phase in the ambient atmosphere. Particulate-phase CI Acid Orange 3 may be physically removed from the air by wet and dry deposition(SRC).

An estimated BCF value of 0.2 was calculated for CI Acid Orange 3(SRC), using an estimated log Kow of -0.69(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Due to the ionic nature of the dye, the retention of CI Acid Orange 3 by ion-exchange processes(1,SRC), particularly on clay surfaces and adsorption at mineral surfaces such as geothite(2,SRC), may slow or prevent leaching of this compound in soil(SRC).

Since CI Acid Orange 3 is an ionic compound, volatilization from water and moist soil surfaces will not be important(1,SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 22,237 workers (14,727 of these are female) are potentially exposed to CI Acid Orange 3 in the US(1). Occupational exposure may be through inhalation and dermal contact with this compound at workplaces where CI Acid Orange 3 is produced or used(SRC). The general population may be exposed to CI Acid Orange 3 via dermal contact with products such as hair dyes which contain CI Acid Orange 3(SRC).

Drug Information

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits highly toxic fumes of SOx, NOx and Na2O. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

2-anilino-5-(2,4-dinitroanilino)benzenesulfonic acid monosodium salt

C.I. Acid Orange 3 Use and Manufacturing

Methods of Manufacturing

Using 2, 4-dinitrochlorobenzene and 2-anilino-5-aminobenzenesulfonic acid as raw materials, the two can be added to the phase transfer catalyst TEBA (or PEG400-600) under alkaline conditions at 50-60℃ Condensation is the product. The finished product can be obtained after filtering, drying and crushing.

Uses

Acid Orange E-3R can be used for dyeing wool, silk, nylon, and textile fabrics. Mainly used for dyeing nylon, which can be used alone or as a primary color for color matching. Leveling and migration are good. When dyeing blended fabrics, neither cellulose fibers nor acetate fibers are stained, and can also be used for leather coloring.

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

900 kg/year are used in the US

Benzenesulfonic acid, 5-[(2,4-dinitrophenyl)amino]-2-(phenylamino)-, sodium salt (1:1): ACTIVE

Cosmetics -> Hair dyeing

Computed Properties

Molecular Weight:452.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:4
Exact Mass:452.04026422
Monoisotopic Mass:452.04026422
Topological Polar Surface Area:181
Heavy Atom Count:31
Complexity:698
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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