CAS: 82-28-0; 1-Amino-2-Methylanthraquinone

该化合物是主要用作纺织业染色剂的有机化合物,特别是用于聚酯类合成纤维的染色剂,属于分散染色剂类别,其特点是能够分散在水中并用于染色疏水材料.这种染色剂呈现明亮的橙色,以其光度和干敏性为名,因为它的光度和干敏性特性,适合必须保留颜色的应用.从化学角度讲,分散橙色11是一种亚zo染色剂,它含有有助于染色的Azo组(-N=N-),它提供了充满活力的染色剂.虽然在染色过程中是有效的,但人们对其环境影响和潜在毒性存在关切,导致在某些地区进行监管检查.在处理这种化合物时,应当注意安全措施,因为如果吸入或浸入,它可能会对健康造成危害.

英文名称1-Amino-2-Methylanthraquinone
中文名称分散橙
IUPAC名称1-amino-2-methylanthracene-9,10-dione
其它别名1-氨基-2-甲基蒽醌; Disperse Orange 11
CAS编号82-28-0
MFCD编号:MFCD00001220
EINECS号:201-408-3
FDA UNII编号:RHN157F30Q
分子式:C15H11NO2
分子量:237.26
产品CID: 1813912
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
产品信息参考;;
InChIKey: ZLCUIOWQYBYEBG-UHFFFAOYSA-N
InChI=1S/C15H11NO2/c1-8-6-7-11-12(13(8)16)15(18)10-5-3-2-4-9(10)14(11)17/h2-7H,16H2,1H3…
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数0.0

物理性质

熔点204-206 °C
沸点379.79 °C at 760 mmHg
闪点244.8±28.7 °C
密度1.3±0.1 g/cm3
pKa:-0.53±0.20(预测)
PSA:60.16
LogP:2.35262
折射率1.688
蒸汽压0.0±1.2 mmHg at 25°C
溶解性332.2Ug/l(25 °c)
敏感性1-AMINO-2-METHYLANTHRAQUINONE is incompatible with strong oxidizing agents. Forms salts with mineral acids (NTP, 1992).
外观形态橙色至琥珀色至深红色
储存条件密封, 常温干燥保存
产品应用该化合物用于成像研究,包括凝聚传播成像显微镜或聚合物.

MSDS等安全信息

GHS象形图
GHS符号GHS08;
注释: Health hazard
危险类别致癌性类别2
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H351 |怀疑致癌.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P272-P280-P302+P352-P362+P364-P405-P501
危险等级IRRITANT
UN编号NONH for all modes of transport
危险品标志Xi
危险类别码Evidence for carcinogenicity in laboratory animals include carcinomas in the liver and kidney; Shown to be mutagenic; Emergency treatment: Anthraquinones; Anthraquinones have cathartic action after ingestion, and in severe cases, may cause kidney damage, liver enzyme elevation, GI hemorrhage, seizures, and coma; [HSDB] May cause skin and eye irritation, methemoglobinemia, and liver injury; [CAMEO] An irritant; Harmful if ingested, inhaled, or absorbed through the skin; Target organs or liver and kidneys; [Aldrich MSDS]
WGK Germany3

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

合成目标产物 1-Amino-2-Methylanthraquinone 主要起始原料 1-Nitroanthraquinone
129-15-7 = 82-28-0
反应条件:1.1 Reagents: Sodium Borohydride
标题:Synthesis Of Aminoanthraquinones By Sodium Borohydride Reductions Of Nitroanthraquinones
作者:Morley,John O.
参考文献:Synthesis 日期:1976 卷标:(8) 页码:528-30]

21172-16-7 = 82-28-0
反应条件:1.1 Catalysts: Dibutylamine
标题:Nucleophilic Substitution Of Hydrogen In Aromatic Systems. Ii. Mechanism Of The Amination Of Anthra[1,9-C,D]Isoxazol-6-Ones
作者:Galushko,A. M.; Et Al
参考文献:Zhurnal Organicheskoi Khimii 日期:1982 卷标:18(7) 页码:1539-49]

84-54-8 = 82-28-0 [标题:Reaction Conditions
标题:The Alkylation Of 1-Hydroxyanthraquinone With Visible-Light Irradiation
作者:Tajima,Masahiro; Et Al
参考文献:Bulletin Of The Chemical Society Of Japan 日期:1984 卷标:57(1) 页码:305-6]

84-54-8 = 82-28-0
反应条件:1.1 Reagents: Sulfuric Acid,Potassium Nitrate2.1 Reagents: Sodium Borohydride Solvents: Dimethylformamide
标题:Design,Synthesis,Molecular Docking,And Biological Evaluation Of New Emodin Anthraquinone Derivatives As Potential Antitumor Substances
作者:Li,Yuying; Et Al
参考文献:Chemistry & Biodiversity 日期:2020 卷标:17(9)]

84-54-8 = 82-28-0
反应条件:1.1 Reagents: Sulfuric Acid,Potassium Nitrate Solvents: Water; 1 H,< 5 °C; Rt2.1 Reagents: Sodium Borohydride Solvents: Dimethylformamide; Rt
标题:Novel Anthraquinone Compounds Inhibit Colon Cancer Cell Proliferation Via The Reactive Oxygen Species/jnk Pathway
作者:Li,Yuying; Et Al
参考文献:Molecules 日期:2020 卷标:25(7)]

= 82-28-0
反应条件:1.1 Catalysts: Aluminum Chloride2.1 Reagents: Sulfuric Acid,Potassium Nitrate3.1 Reagents: Sodium Borohydride Solvents: Dimethylformamide
标题:Design,Synthesis,Molecular Docking,And Biological Evaluation Of New Emodin Anthraquinone Derivatives As Potential Antitumor Substances
作者:Li,Yuying; Et Al
参考文献:Chemistry & Biodiversity 日期:2020 卷标:17(9)]

81-50-5 + 91-30-5 = 82-28-0
反应条件:1.1 Reagents: Potassium Acetate Catalysts: Cupric Acetate,Copper Solvents: Methanol; 70 Min,95 °C
标题:Ullmann Reactions Of 1-Amino-4-Bromoanthraquinones Bearing Various 2-Substituents Furnishing Novel Dyes
作者:Malik,Enas M.; Et Al
参考文献:Dyes And Pigments 日期:2016 卷标:131 页码:33-40]

129-15-7 = 82-28-0
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Dimethylformamide; Rt
标题:Novel Anthraquinone Compounds Inhibit Colon Cancer Cell Proliferation Via The Reactive Oxygen Species/jnk Pathway
作者:Li,Yuying; Et Al
参考文献:Molecules 日期:2020 卷标:25(7)]

129-15-7 = 82-28-0
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Dimethylformamide
标题:Design,Synthesis,Molecular Docking,And Biological Evaluation Of New Emodin Anthraquinone Derivatives As Potential Antitumor Substances
作者:Li,Yuying; Et Al
参考文献:Chemistry & Biodiversity 日期:2020 卷标:17(9)]

82-45-1 = 82-28-0
反应条件:1.1 Reagents: Sodium Hydroxide,Sodium Dithionite Solvents: Water; 1 H,60 °C
标题:Investigation Of Anthraquinone Diazonium Salts Reactions
作者:Denisov,V. Y.; Et Al
参考文献:Izvestiya Vysshikh Uchebnykh Zavedenii 日期:2005 卷标:48(9) 页码:99-103]

81-50-5 = 82-28-0
反应条件:1.1 Reagents: Potassium Acetate Catalysts: Cupric Acetate,Copper Solvents: Methanol; 70 Min,95 °C
标题:Ullmann Reactions Of 1-Amino-4-Bromoanthraquinones Bearing Various 2-Substituents Furnishing Novel Dyes
作者:Malik,Enas M.; Et Al
参考文献:Dyes And Pigments 日期:2016 卷标:131 页码:33-40]

446-08-2 + 81-50-5 = 82-28-0
反应条件:1.1 Reagents: Potassium Acetate Catalysts: Cupric Acetate,Copper Solvents: Methanol; 70 Min,95 °C
标题:Ullmann Reactions Of 1-Amino-4-Bromoanthraquinones Bearing Various 2-Substituents Furnishing Novel Dyes
作者:Malik,Enas M.; Et Al
参考文献:Dyes And Pigments 日期:2016 卷标:131 页码:33-40]

150-13-0 + 81-50-5 = 82-28-0
反应条件:1.1 Reagents: Potassium Acetate Catalysts: Cupric Acetate,Copper Solvents: Methanol; 65 Min,95 °C
标题:Ullmann Reactions Of 1-Amino-4-Bromoanthraquinones Bearing Various 2-Substituents Furnishing Novel Dyes
作者:Malik,Enas M.; Et Al
参考文献:Dyes And Pigments 日期:2016 卷标:131 页码:33-40]

81-50-5 + 99-05-8 = 82-28-0
反应条件:1.1 Reagents: Potassium Acetate Catalysts: Cupric Acetate,Copper Solvents: Methanol; 55 Min,95 °C
标题:Ullmann Reactions Of 1-Amino-4-Bromoanthraquinones Bearing Various 2-Substituents Furnishing Novel Dyes
作者:Malik,Enas M.; Et Al
参考文献:Dyes And Pigments 日期:2016 卷标:131 页码:33-40]

82-34-8 = 82-28-0 + 129-43-1 + 82-45-1
反应条件:1.1 Solvents: Dimethylformamide
标题:Reaction Of 1-Nitroanthraquinone With Hexamethylenetetramine
作者:Galich,L. V.; Et Al
参考文献:Zhurnal Organicheskoi Khimii 日期:1986 卷标:22(12) 页码:2619-20

2-甲基蒽醌-1-磺酸置于盐酸,Sodium Chlorate,硫酸,Potassium Acetate,Copper (I) Acetate,硝基苯体系中,化学反应生成分散橙11
参考文献:Ullmann; Bincer,Chemische Berichte,1916,Vol. 49,P. 740
标题:Ullmann; Bincer,Chemische Berichte,1916,Vol. 49,P. 740

海关参考信息

2912110000-甲醛
2912210000-苯甲醛
2914610000-蒽醌
2914190090-其他无环酮
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-4785082-A
优先权日:1984-11-06
标题:Process for preparing a highly concentrated aqueous press cakes of an azo disperse dye from dilute aqueous suspension thereof wherein surfactant is added before the dye is isolated
发明人：WEIDE JOACHIM; DIETZ ERWIN; DEUBEL REINHOLD
权利人:HOECHST AG
摘要:According to the invention, addition of one or more surfactants having a cloud point in aqueous solution to an aqueous suspension of an azo disperse dye gives after the isolation of the dye at a temperature above the cloud point aqueous press cakes containing a large amount of this dye. n The direct processing of press cakes as obtained for example after the synthesis and isolation of azo disperse dyes to practical dispersions for use requires a minimum dye content in the press cakes. The minimum content is frequently not obtained when conventional methods of isolation are used, so that it is necessary to proceed via the indirect route of drying to obtain powders and redispersing the powders. By using the process according to the invention it is possible to cut out the costly indirect route or, if desired, to reduce the expense of drying to obtain powders by an appreciable margin.

专利号:CN-109135322-A
优先权日:2018-08-20
标题:A kind of azo disperse dye compound and its synthesis method and use

专利号:CN-109233338-A
优先权日:2018-08-20
标题:A kind of disperse dye compound and its synthesis method and use

专利号:CN-106398272-A
优先权日:2015-08-03
标题 :One-pot Synthesis Process of Disperse Orange 288

专利号:US-10392267-B2
优先权日:2017-04-18
标题 :Azo dye intercalated Fe(II)/Fe(III) layered double hydroxide for water purification
发明人：ELSAYED Waleed Elsayed Mahmoud; AL-GHAMDI AHMED ABDULLAH SALEM; AL-TURKI YUSUF ABDULAZIZ
权利人:UNIV KING ABDULAZIZ
摘要:A nanostructured material having a coral reef morphology of nanoflake walls is described. The nanostructured material comprises a Fe(II)/Fe(III) layered double hydroxide intercalated with an azo dye, and a synthesis method is discussed. The nanostructured material may be used to remove a contaminant from a solution by adsorption. The nanostructured material may be cleaned and reused with high adsorption efficiency.

专利号:CN-115536548-B
优先权日:2022-10-10
标题 :An environmentally friendly synthesis method of intermediates

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主要参考文献

[参考文献]: National Toxicology Program, Et Al. 1-Amino-2-Methylanthraquinone. Rep Carcinog. 2002:10:14.
[参考文献]: National Toxicology Program, Et Al. 1-Amino-2-Methylanthraquinone. Rep Carcinog. 2011:12:41.

合成参考文献

摘要:Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 7-4, 7-5, 8-12 (1990)
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
摘要:Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton ,FL. 1994., p. V1: 262
摘要:Bien, H et al; Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (2008). NY, NY: John Wiley & Sons; Anthraquinone Dyes and Intermediates. Online Posting Date: June 15, 2000.
摘要:Schafer, E. W., Jr., W. A. Bowles Jr., and J. Hurlbut. 1983. The acute oral toxicity and repellency and hazard potential of 998 chemicals to one or more species of wild and domestic birds. Archives of Environmental Contamination and Toxicology 12:355-382. https://www.aphis.usda.gov/ws/nwrc/chem-effects-db/Q_schafer832.pdf

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