Pigment Yellow 12

HCID 186342CAS 6358-85-6

Grundinformationen

Standard-SMILES
CC(=O)C(N=Nc1ccc(-c2ccc(N=NC(C(C)=O)C(=O)Nc3ccccc3)c(Cl)c2)cc1Cl)C(=O)Nc1ccccc1
InChIKey
GNCOVOVCHIHPHP-UHFFFAOYSA-N
Summenformel
C32H26Cl2N6O4
Durchschnittliche Molmasse
629,5 g/mol
Monoisotopische Masse
628,1392587

Namen und Bezeichner

Bevorzugter Name
Pigment Yellow 12
IUPAC
2-[[4-[4-[(1-anilino-1,3-dioxobutan-2-yl)diazenyl]-3-chlorophenyl]-2-chlorophenyl]diazenyl]-3-oxo-N-phenylbutanamide
Englischer Name
Pigment Yellow 12
Summenformel
C32H26Cl2N6O4
Molmasse
629.49

Namen und Synonyme

6358-85-6Kromon Yellow MTBHelioyellow GWLight Yellow JBLight Yellow JBOLight Yellow JBTBenzidine Yellow ECarnelio Yellow GXMonolite Yellow GTRangoon YellowBenzidine Yellow GFBenzidine Yellow GT
Weitere Namen anzeigen
C.I.P.Y12c.i. 21100c.i. 21090lianbennhuang12lianbenanhuanglianhuangyanliaoTranzidene YellowPigment Yellow 12Benzidine Yellow 45-2650
Benzidine Yellow HGBenzidene YellowIrgalite Yellow BSTIrgalite Yellow BTRMonolite Yellow GRAMonolite Yellow GTAMonolite Yellow GTNBenzidine Yellow GTR

Datenbank-Bezeichner

CAS
6358-85-6、86349-57-7
PubChem CID
186342
DTXSID
DTXSID1021451
UNII
N52TUS5TRY
EC Number
228-787-8
Nikkaji
J81.914J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
8,1
Polarare Oberfläche (TPSA)
142 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
8
Frei drehbare Bindungen
11
Schwere Atome
44

Experimentelle und physikochemische Eigenschaften

Density1.22 (NTP, 1992) - Denser than water; will sink
Color/FormA yellow diazo pigment.
Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Melting Point · 2 Einträge

593 to 608 °F (decomposes) (NTP, 1992)

320 °C

Physical Description · 3 Einträge

Diarylanilide yellow is an odorless fine yellow powder. (NTP, 1992)

Liquid; CBI; Dry Powder; Wet Solid

Yellow odorless solid; [CAMEO] Yellow powder; [MSDSonline]

Other Experimental PropertiesCLAIMED TO BE LIGHT-FAST & ALKALI-RESISTANT /BENZIDINE DYES/

Physikochemische Eigenschaften

Schmelzpunkt
312 · 312-320 ºC
Siedepunkt
805.4 · 805.4±65.0 °C(Predicted)
Dichte
1.4735 · 1.4735 (rough estimate)
Brechungsindex
1.735 · 1.7350 (estimate)
pka
8.33 · 8.33±0.59(Predicted)
Aggregatzustand
Solid:nanomaterial

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 99.7% (360 of 361) of all reports.

Not Classified;Reported as not meeting GHS hazard criteria by 360 of 361 companies (only 0.3% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 361 reports by companies from 3 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 360 of 361 reports by companies.;There is 1 notification provided by 1 of 361 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Warning

H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-

Chemical: Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-, labeled with carbon-14

Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(2,1-diazenediyl)]bis[3-oxo-N-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(2,1-diazenediyl)]bis[3-oxo-N-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 06-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15824

Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety Information · 2 Einträge

IMAP assessments - Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-, labeled with carbon-14: Human health tier I assessment;IMAP assessments - Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-, labeled with carbon-14: Environment tier I assessment

IMAP assessments - Selected benzidine-congener-based pigments: Human health tier II assessment;IMAP assessments - Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-: Environment tier I assessment

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits very toxic fumes of chlorine and nitrogen oxides. (NTP, 1992)
Hazards SummaryNo intoxication in rodents during high-dose oral study (>630 mg/kg/day); [HSDB] High-dose feeding studies of mice and rats for 78 weeks: no evidence of increased cancer; [NTP] A mild eye irritant; [MSDSonline] See Benzidine.
Reactive GroupAmides and Imides;Azo, Diazo, Azido, Hydrazine, and Azide Compounds;Ketones;Aryl Halides;Amines, Aromatic

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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. If symptoms (such as redness or irritation) develop, immediately transport the victim to a hospital.;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. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. 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. (NTP, 1992)

Exposure Control and Personal Protection0.3 [mg/m3], respiratory fraction[German Research Foundation (DFG)]
Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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 chemical at ambient temperatures, and keep it away from oxidizing materials. (NTP, 1992)

Disposal Methods · 1 Eintrag

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.

Personal Protective Equipment (PPE) · 1 Eintrag

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

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 68(SRC), determined from an estimated log Kow(2) and a recommended regression-derived equation(3), indicates that C.I. Pigment Yellow 12 will have high mobility in soil(SRC). As C.I. Pigment Yellow 12 may act as an ionic compound in the environment, volatilization of this compound will not be important from moist soil surfaces(4,SRC). Based on limited data, C.I. Pigment Yellow 12 is expected to be resistant to aerobic biodegradation in soil(SRC); in the MITI test this compound is resistant to biodegradation; 0 biodegradation occurred after a period of two weeks(5).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 68(SRC), determined from an estimated log Kow(2) and a recommended regression-derived equation(1), indicates that C.I. Pigment Yellow 12 will not adsorb to suspended solids and sediment in water(SRC). As C.I. Pigment Yellow 12 may act as an ionic compound, volatilization from water surfaces is not expected(3,SRC). According to a classification scheme(4), experimental BCF values ranging from 0.38 to 5.4(5,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Based on limited data, C.I. Pigment Yellow 12 is expected to be resistant to aerobic biodegradation in water(SRC). Using the MITI test, this compound is resistant to biodegradation; 0 biodegradation occurred after a period of two weeks(5).

ATMOSPHERIC FATE: The ionic nature of C.I. pigment Yellow 12 in the environment makes this compound essentially non-volatile(1,SRC).

Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=6358-85-6]

Soil Adsorption/Mobility · 1 Eintrag

The Koc of C.I. Pigment Yellow 12 is estimated as approximately 67(SRC), using an estimated log Kow(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that C.I. Pigment Yellow 12 has high mobility in soil(SRC). However, the ionic nature of the pigment may slow down or prevent leaching(SRC).

TSCA Test Submissions · 1 Eintrag

Acute oral toxicity was evaluated in 10 young adult Charles River-CD male rats administered single doses of C.I. pigment yellow 12 (2,2'-((3,3'-dichloro(1,1'-biphenyl)-4,4'-diyl)bis(azo))bis(3-oxo -N-phenylbutanamide)) as a suspension in peanut oil at a level of 11,000 mg/kg of body weight. Mortality was not observed in any animal; an LD50 value of greater then 11,000 mg/kg body weight was reported. Clinical observations included yellow feces for a few days after dosing. Gross necropsy findings were not reported.

Human Toxicity Excerpts · 1 Eintrag

... An incr in color printed newspapers might be a new source of clinical allergy to azo dyes. Patch tests were performed in 32 patients with an established p-aminoazobenzene allergy using a series of important azo dyes used in offset printing ink (Pigment Yellow 12, Pigment Yellow 13, Pigment Red 53, Pigment Red 57), as well as with dye containing inks and specimens of color printed newspaper containing these azo dyes. In 25 out of the 32 patients (78%), positive patch tests were seen to textile azo dyes, in particular to Disperse Orange 3 (24 patients). In none of the 32 patients were reactions observed to the azo dyes used in printing ink, to the inks used or to the color printed paper specimens, indicating that these products were apparently not a cause of contact dermatitis in /this/ group of patients with azo dye sensitization.

Artificial Pollution SourcesC.I. Pigment Yellow 12's production and use as a pigment for lacquers, printing inks, plastics, and rubber(1) may result in its release to the environment through various waste streams(SRC).

Regulatorische Informationen

Regulatory Information · 5 Einträge

Chemical: Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-

Chemical: Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-, labeled with carbon-14

Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(2,1-diazenediyl)]bis[3-oxo-N-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(2,1-diazenediyl)]bis[3-oxo-N-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 06-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15824

Butanamide, 2,2'-[(3,3'-dichloro[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis[3-oxo-N-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

tsca
TSCA listed
Giftige Stoffe Daten
6358-85-6(Hazardous Substances Data)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

Various bacteria and yeast normally found in the small and large intestine can reduce the azo bond in /some/ benzidine-based dyes and release benzidine. /Benzidine-based dyes/

Humans as well as other mammals can change (metabolize) /some/ benzidine-based dyes back to benzidine. The major organ in which /some/ benzidine-based dyes are metabolized to benzidine is the liver, but other organs also can do this to a greater or lesser degree. /Benzidine-based dyes/

Absorption, Distribution and Excretion · 3 Einträge

PIGMENTS /INCLUDING PIGMENT YELLOW 12/ WERE NOT ABSORBED AFTER CHRONIC ORAL INGESTION & DID NOT UNDERGO METABOLIC SPLITTING TO 3,3-DICHLOROBENZIDINE OR 3,3-DIMETHYLBENZIDINE /IN MICE OR RATS/.

The average environmental exposure levels of four of the workers /in a dye manufacturing facility/ were 4.3, 5.2, 11.7, and 17.4 mg total particulate/cu m. The corresponding urinary concentrations of benzidine average 52, 11, 10, and 112 ppb, respectively /SRP: from the precursor during manufacturing/. /Benzidine-based dyes/

The oral and dermal absorption and distribution of water insoluble (WI) 3,3'-dichlorobenzidine (DCB) based pigments were evaluated in Fischer 344 rats. Chlorodiane blue (CDB) and pigment yellow 12 (PY-12) ... were synthesized from DCB and labeled with (14)C. Rats were given oral doses of ... 1.11 mg/kg labeled WI PY-12 for absorption studies or 0.99 mg/kg for a 24 hour balance study. ... In an 8 hour oral study of CDB, blood samples taken from 10 min to 8 hr showed radioactivity at background levels. Dermal application resulted in background levels, as well. After the oral dose, all of the administered dose was accounted for in feces. For PY-12, radioactivity in blood at background levels after oral or dermal application. The entire dose was accounted for in feces after the oral dose. ...

Verwendung und Herstellung

Uses · 6 Einträge

Used in printing inks, lacquers, inks for wrappers, tinplate printing, wallpaper, rubber, PVC, other polymers, paper coloring, textile printing, and linoleum; [HSDB]

Pulp and Paper Processing [Category: Industry];Painting (Pigments, Binders, and Biocides) [Category: Paint];Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

Printing inks and lacquers giving good heat resistance, high tinctorial strength and high transparency; stoving lacquers and inks for wrappers, tinplate printing and wallpaper. In rubber, PVC, U/F and P/F resins as fastness to rubber curing and to solvents is superior to that of CI Pigment Yellow 1. Paper, textile printing, linoleum.

Pigments (lacquers, printing inks, plastics, rubber).

Printing inks, lacquers resistant to heat and solvents, in rubber and resins, in paper coloring, textile printing.

Plastics -> Typical concentration range in plastic materials -> 2%

U.S. Imports · 2 Einträge

(1972) 4.50X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1975) 2.82X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 6 Einträge

2023: 10,000,000 - <25,000,000 lb;2022: 10,000,000 - <50,000,000 lb;2021: 10,000,000 - <25,000,000 lb;2020: 10,000,000 - <25,000,000 lb

(1972) 1.86X10+9 GRAMS

(1975) 1.77X10+9 GRAMS

(1984) 7.03X10+9 GRAMS

13,892X10+3 lb

1.066X10+7 kg (1993)

Consumer UsesPigment
Industry UsesPigment
Methods of Manufacturing · 2 Einträge

3,3'-Dichlorobenzidene dihydrochloride + acetoactanilide (diazotisation/azo coupling).

Condensation of 3,3'-dichlorobenzidine di-diazotate with acetoacetanilide.

Anwendungen

BeschreibungC.I. Pigment Yellow-12, 21090 [6358-85-6] is a very important diarylide pigment and one of the most important organic pigments.

VerwendenPigment Yellow 12 is an organic azo dye used in a variety of materials, including food packaging plastics. Pigment Yellow 12 has been used to prepare organic dye nanoparticles by laser ablation.

Anbieter46 Anbieter

宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
henan kanbei chemical co.,ltd+undefined-86-1523780-4566 +86-15237804566 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

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