ジベンゾ[b,def]クリセン-7,14-ジオン

Dibenzo(b,def)chrysene-7,14-dione

HCID 31412CAS 128-66-5

基本情報

標準SMILES
O=C1c2ccccc2-c2ccc3c4c(ccc1c24)-c1ccccc1C3=O
InChIKey
ZTWQZJLUUZHJGS-UHFFFAOYSA-N
分子式
C24H12O2
平均分子量
332.3 g/mol
単同位体質量
332.08372962

概要

C.i. vat yellow 4 is a viscous orange liquid. Used for coloring of cotton, wool and cellulose acetate.

名称と識別子

優先名称
Dibenzo(b,def)chrysene-7,14-dione
IUPAC
hexacyclo[10.10.2.02,7.09,23.013,18.020,24]tetracosa-1(23),2,4,6,9,11,13,15,17,20(24),21-undecaene-8,19-dione
現地名
ジベンゾ[b,def]クリセン-7,14-ジオン
英語名
Vat Yellow 4
分子式
C24H12O2
分子量
332.35

名称と別名

Vat yellow 4C.I. Vat Yellow 4128-66-5YellowTyrion YellowTyrian Yellow I-GOKVat Yellow ZhKhYellow GK baseHelanthrene YellowVat Golden YellowDibenzo[B,def]chrysene-7,14-dioneTinon Golden Yellow GK
名称をさらに表示
ジベンゾ[b,def]クリセン-7,14-ジオンインダントレンゴールデンイエローGKC.I.バットイエロー4ニホントレンゴールデンイエローGKチノンゴールデンイエローGKインダントレンプリンティングイエローGOKバット エロ4バットイエロー4ヘキサシクロ[10.10.2.02,7.09,23.013,18.020,24]テトラコサ-1(22),2,4,6,9,11,13,15,17,20,23-ウンデカエン-8,19-ジオンNSC30987C.I.59100NSC 30987NSC-30987C.I.VATYELLOW4Anthravat golden yellowAmanthrene golden yellowVat yellow 4 (C.I. 59100)Arlanthrene golden yellow
Golden Yellow ZhKhTinon Golden YellowC.I. Vat YellowMayvat Golden YellowCaledon Golden YellowCibanone Golden YellowHostavat Golden YellowLeucosol Golden Yellow

データベース識別子

CAS
128-66-5
PubChem CID
31412
DTXSID
DTXSID6021454
ChEBI
CHEBI:82548
UNII
8XO6A4G496
EC Number
204-903-2
Nikkaji
J5.411I

物性

構造計算による物性

XLogP
5.4
極性表面積
34.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
26

実験および物理化学的性質

Chemical ClassesDyes -> Anthraquinone Dyes
SpringerMaterials PropertiesDiamagnetic susceptibility
Solubilitygreater than or equal to 100 mg/mL at 75 °F (NTP, 1992)
Flash Point · 2 件

greater than 200 °F (NTP, 1992)

Flash Point > 93 °C

Physical Description · 2 件

C.i. vat yellow 4 is a viscous orange liquid. Used for coloring of cotton, wool and cellulose acetate.

Orange liquid; [CAMEO]

物理化学的性質

融点
385 °C · 385 °C
沸点
429.48 °C · 429.48°C (rough estimate)
比重(密度)
1.1459 · 1.1459 (rough estimate)
屈折率
1.4891 · 1.4891 (estimate)
安定性
安定。可燃性。強力な酸化剤とは相容れない。
CAS データベース
128 · 128-66-5

化学的性質

化学的特性viscous orange liquid

安全と法規制

GHS分類

GHS ClassificationNot Classified

危険有害性情報

Regulatory InformationChemical: Dibenzo[b,def]chrysene-7,14-dione
Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and irritating fumes. (NTP, 1992)
Hazards SummaryAnthraquinones are toxic by ingestion: vomiting, diarrhea, kidney and liver damage, and coma; Deaths have been reported after children ingested Rhamnus berries; [HSDB]
Reactive GroupHydrocarbons, Aromatic
Special Reports · 2 件

REVIEW OF INHALATION (TOTAL-BODY-EXPOSURE) STUDIES OF COLORED CHEM SMOKES. ACUTE TOXICITIES, TIME TO DEATHS, & GROSS SIGNS COMPARED. TOXICOLOGICAL EVALUATION OF DYES IN SMOKE MIXT INCL. ONE OF THE DYES USED IN CHEM SMOKES IS DIBENZO(B,DEF)CHRYSENE-7,14-DIONE.[OWENS EJ, WARD DM; USNTIS AD/A REP ISS NO 003827/3GA 72 PP (1974)]

DHEW/NCI; Bioassay of C.I. Vat Yellow 4 for Possible Carcinogenicity (1979) Technical Rpt Series No. 134 DHEW Pub No. (NIH) 79-1389

安全と保護具

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

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.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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.

Personal Protective Equipment (PPE) · 1 件

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)

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Ongoing Test Status · 1 件

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=128-66-5]

Human Toxicity Excerpts · 1 件

Most organic azo dyes are potential skin sensitizers, the most important of which are paraphenylenediamine and its analogs. Water soluble azo dyes are more likely to cause clinical sensitization than insoluble dyes. ... In addition to allergic eczematous contact dermatitis, color developing solutions have caused lichen planus like eruptions. /Organic dyes/

Carcinogen Classification · 6 件

Vat Yellow 4

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 48: (1990) Some Flame Retardants and Textile Chemicals, and Exposures in the Textile Manufacturing Industry

1990

1989

C.I. Vat yellow 4

Non-Human Toxicity Excerpts · 2 件

Vat yellow 4 (C.I. 59100) was tested for mutagenicity in the Salmonella/microsome preincubation assay using a protocol approved by the National Toxicology Program. Vat yellow 4 was tested over a wide range of doses (0, 100, 333, 1000, 3333, and 10,000 ug/plate) in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. Vat yellow 4 was negative in these tests and the highest ineffective dose level tested in any Salmonella tester strain was 10,000 ug/plate.

Despite their widespread use and potential for significant human exposure, genotoxicity data on anthraquinones and other dyes are limited. In this study, 16 anthraquinones and one azo dye (Solvent Red 1) were selected for testing using the thymidine locus and micronucleus (MN) analysis in L5178Y/TK(+ or -)-3.7.2C mouse lymphoma cells. Six of the dyes were from the same lot used in the NTP rodent bioassay. The dyes used were all production lots and thus varied in their purity. Disperse Blue 7, 2-aminoanthraquinone; 1-amino-2-methylanthraquinone, Disperse Blue 3 and Disperse Red 11 were genotoxic (inducing 1814 mutants/10(6) survivors, 369 MN/1000 cells at 13% survival; 397 mutants/10(6) survivors, 196 MN/1000 cells at 21% survival; 178 mutants/10(6) survivors, 119 MN/1000 cells at 51% survival; 264 mutants/10(6) survivors, 109 MN/1000 cells at 15% survival, respectively). Reactive Blue 19 was weakly mutagenic (inducing 144 mutants/10(6) survivors, but only 8 MN/1000 cells at 13% survival). Vat Yellow 4 and Solvent Red 1, with exogenous activation, were also mutagenic (inducing 300 mutants/10(6) survivors, 18 MN/1000 cells at 57% survival, and 100 mutants/10(6) survivors and 16 MN/1000 cells at 22% survival, respectively). With activation 1-nitro-2-methylanthraquinone was judged to give an equivocal mutagenicity response. The maximum test concentration was limited for some compounds by their solubility. Those chemicals that did not induce mutation or cytotoxicity at the limits of solubility were classified separately. Compounds which were not evaluated without exogenous activation because of insolubility but were evaluated with activation include 1-nitro-2-methylanthraquinone, Solvent Red 1 and Vat Yellow 4.

Evidence for Carcinogenicity · 1 件

Evaluation: There is limited evidence for the carcinogenicity of Vat Yellow 4 in experimental animals. No data were available from studies in humans on the carcinogenicity of Vat Yellow 4. Overall evaluation: Vat Yellow 4 is not classifiable as to its carcinogenicity to humans (Group 3).

安全データ

tsca
TSCA listed
有毒物質データの
128-66-5(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 3 件

Used as a dye for cotton, silk, wool, and paper; [HSDB]

Pulp and Paper Processing [Category: Industry]

DYE FOR COTTON, SILK, WOOL & PAPER, FOR PRINTING COTTON

U.S. Imports · 2 件

(1977) 3.88X10+6 G (PRINCPL CUSTMS DISTS)

(1979) 3.50X10+6 G (PRINCPL CUSTMS DISTS)

U.S. Production · 2 件

(1978) PROBABLY GREATER THAN 2.27X10+6 G

(1979) PROBABLY GREATER THAN 2.27X10+6 G

Consumption PatternsESSENTIALLY 100% AS A DYE
Methods of ManufacturingREACTION OF 3-BENZOYLBENZANTHRONE WITH ALUMINUM CHLORIDE & AN OXIDIZING AGENT; REACTION OF 1,5-DIBENZOYLNAPHTHALENE WITH SODIUM AND ALUMINUM CHLORIDES
General Manufacturing InformationDibenzo[b,def]chrysene-7,14-dione: ACTIVE

応用分野

使用Vat Yellow 4 is a commercial dye used in textiles. Polyaromatic hydrocarbon with potential carcinogenic activity.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.

一般的な説明Viscous orange liquid. Used for coloring of cotton, wool and cellulose acetate.

調製方法

製造方法(a) 3-Benzoylbenzanthroneand Aluminium chloride and antioxidant for the closed-loop response; (b) 1,5-Dibenzoyl-2-naphthaenein Aluminium chloride and sodium chloride were under existing closed-loop response.

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