1-Methylamino-4-bromo anthraquinone Basic Product Information

Product Name	1-Methylamino-4-bromo anthraquinone	CAS	128-93-8
Synonyms	1-N-Methylamino-4-bromo-9,10-anthraquinone;4-Bromo-1-(N-methyamino)anthraquinone;4-Bromo-1-(methylamino)anthraquinone;NSC 39941;Anthraquinone,1-bromo-4-(methylamino)- (6CI,7CI,8CI);1-Bromo-4-(N-methylamino)anthraquinone;1-Bromo-4-(methylamino)anthraquinone;	Molecular Formula	C15H10BrNO2
EINECS Number	204-920-5	Molecular Structure
Appearance	Light Yellow Powder
Purity
Supply Ability

1-Methylamino-4-bromo anthraquinone Quality documents

1-Methylamino-4-bromo anthraquinone Appearance/Package/Shipping/Storage

package

storage condition

Store in cool & dry place,Keep away from strong light and heat

1-Methylamino-4-bromo anthraquinone Application

1-Methylamino-4-bromo anthraquinone literature

Picosecond Fluorescence Lifetimes of Anthraquinone Derivatives. Radiationless Deactivation via Intra- and Intermolecular Hydrogen Bonds

Inoue, Haruo,Hida, Mitsuhiko,Nakashima, Nobuaki,Yoshihara, Keitaro

, p. 3184 - 3188 (1982)

Radiationless deactivations from the S₁(¹CT) states of seven 1- and 2-substituted aminoanthraquinones were investigated by measuring picosecond fluorescence lifetimes and fluorescence quantum yields in benzene, acetonitrile, and ethanol.The S₁(¹CT) states of all derivatives were largely deactivated in ethanol.Deuterium isotope effects of the solvents on the nonradiative rate constants k_nr(in EtOH)/k_nr(in EtOD) = 9.0 (1-NH2 (2)), 2.1 (2-NH2 (5)), and 1.7 (2-piperidino (7)) were observed.The fluorescence quantum yield in ethanol was not affected by temperature (278-343 K).In benzene the excited 1-aminoanthraquinones were deacvated faster than 2-aminoanthraquinones.These observations were interpreted in terms of the radiationless deactivations od S₁(¹CT) through the intra- and intermolecular hydrogen bonds.

Acid-aided selectivity in bromination of 1-aminoanthraquinones

Chamberlin

, p. 27 - 31 (1995)

Selectivity in the bromination of 1-aminoanthraquinones was studied. The addition of mineral acids was surprisingly found to enhance selectivity for the four isomer and consequently give an enhanced yield.

Efficient, facile metal free protocols for the bromination of commercially important deactivated aminoanthracene-9,10-diones

Patil, Vilas V.,Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.

, p. 2608 - 2613 (2017)

Highly efficient, mild synthetic protocols were developed for the oxidative bromination of deactivated aminoanthracene-9,10-diones by using H₂O₂-HBr and m-CPBA-HBr in methanolic medium. Both the protocols offer excellent bromine atom economy, good conversion (100%) along with high yield (82–93%) and high purity of desired product. The N-alkylated amines undergo regio-selective bromination to give selective p-bromo product. The commercial availability of all the starting materials, simple reaction procedure and ease of work up, and easily amenable for scale up demonstrated commercial feasibility of both the protocols.

Synthesis and color properties of novel polymeric dyes based on grafting of anthraquinone derivatives onto O-carboxymethyl chitosan

Lv, Dongjun,Cui, Jin,Wang, Yufang,Zhu, Guohua,Zhang, Mingjie,Li, Xiujing

, p. 33494 - 33501 (2017/07/13)

Four polymeric dyes were prepared by grafting brominated anthraquinone derivatives onto O-carboxymethyl chitosan through Ullmann condensation. The chemical structure of the prepared polymeric dyes was determined by Fourier transform infrared spectroscopy (FT-IR), elemental analysis and differential scanning calorimetry (DSC), and the results showed that the anthraquinone derivatives were successfully grafted onto O-carboxymethyl chitosan. The grafting degrees of the four polymeric dyes were 0.66, 1.14, 0.93 and 1.01 mmol g^-1 respectively. The color performance of brominated anthraquinone derivatives and prepared polymeric dyes was determined and compared using digital photographs and UV-Vis adsorption spectra, and it was found that the electronic properties and planarity of the substituent group in the anthraquinone derivatives obviously affected the adsorption wavelength of the prepared polymeric dyes. In addition, the polymeric dyes with an electron donating group and higher planarity showed longer adsorption wavelengths and more deep color. The cytotoxicity of prepared polymeric dyes was tested, and their IC₅₀ values on human liver cell lines LO2 were 7.666, 8.557, 8.186 and 8.934 g L^-1 respectively, suggesting low cytotoxicity of the prepared polymeric dyes.

Process for preparing substituted aminoanthraquinones

-

, (2008/06/13)

Substituted aminoanthraquinone compounds, which are used for dye stuffs or intermediate thereof, represented by the formula (II) STR1 wherein R₃ represents a C₁ -C₆ alkyl group which may be substituted, X represents a hydrogen atom, --COR₁ or --SO₂ R₂ wherein R₁ and R₂ each represents a substituted or unsubstituted C₁ -C₄ alkyl or C₆ -C₁₂ aryl group, and Y and Z represent independently a hydrogen atom, a halogen atom, a nitro group or a C₁ -C₄ alkyl group, is prepared by allowing anthraquinone compounds represented by the formula STR2 wherein X, Y and Z are as defined above, to react with alkylating agents in organic solvents in the presence of organic quaternary ammonium salts and alkalies.

1-Methylamino-4-bromo anthraquinone Upstream and downstream

128-93-8 Upstream product

• 82-38-2

  1-(methylamino)anthraquinone 

• 780038-86-0

  1-bromo-4-nitro-anthraquinone 

• 74-89-5

  methylamine 

• 82-44-0

  1-chloroanthracene-9,10-dione 

128-93-8 Downstream Products

• 6373-16-6

  1-methylamino-4-hydroxyanthraquinone 

• 116387-59-8

  6-bromo-3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinoline-1-carbonitrile 

• 6374-83-0

  1-(Ν-methyl)acetamido-4-bromoanthraquinone 

• 109943-21-7

  1-acetyl-6-bromo-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione 

• 477579-25-2

  1-benzoyl-6-bromo-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione 

• 128-85-8

  1-(methylamino)-4-[(4-methylphenyl)amino]anthraquinone 

• 86722-66-9

  disperse blue 3 

• 3179-96-2

  1-Methylamino-4-phenylaminoanthraquinone 

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