Disperse Violet 17 supplier

Name
1-Amino-2-bromo-4-hydroxy-9,10-anthraquinone
EINECS 204-160-4
CAS No. 116-82-5
Article Data16
CAS DataBase
Density 1.807 g/cm³
Solubility
Melting Point 138°C (dec.)(lit.)
Formula C₁₄H₈BrNO₃
Boiling Point 547.7 °C at 760 mmHg
Molecular Weight 318.126
Flash Point 285 °C
Transport Information
Appearance white powder
Safety
Risk Codes R34
Molecular Structure
Hazard Symbols C
Synonyms 1-Amino-2-bromo-4-hydroxy-9,10-anthraquinone;1-Amino-2-bromo-4-hydroxyanthraquinone;
PSA 80.39000
LogP 3.09350

Synthetic route

: 116-85-8
4-hydroxy-1-aminoanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With bromine at 50 - 60℃; Bio-ionic liquid;	92%
With bromine; acetic acid
With bromine In nitrobenzene at 100 - 130℃; for 4h; Inert atmosphere;	33.9 g

: 82-45-1
1-amino-9,10-anthracenedione

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With bromine; boric acid In water	89.5%
With sulfuric acid; bromine; boric acid In ice-water
With sulfuric acid; bromine; boric acid; acetic acid In water

: 102184-28-1
1-amino-2-bromo-4-phenoxy-9,10-antraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid; boric acid at 80 - 100℃; for 1.5h;	85%

: 82827-33-6
3-bromo-5-hydroxyanthra<1,9-cd>isoxazol-6-one

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid at 100 - 110℃; for 0.25h;	74%

: 74386-37-1
1-azido-4-bromoanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid at 60 - 70℃; for 0.5h;	71%

: 76924-08-8
5-bromo-6-oxo-6H-anthra<1,9-cd>isoxazole

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid at 100 - 110℃; for 0.5h;	68%
With sulfuric acid at 110℃; Kinetics; various concentrations of H2SO4;

: 81-49-2
1-amino-2, 4-dibromoanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid; boric acid
With sulfuric acid at 30 - 40℃;
With sulfuric acid at 100 - 110℃;

: 116-83-6
1-amino-4-methoxyanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With bromine; acetic acid

: 81-49-2
1-amino-2, 4-dibromoanthraquinone

: 7664-93-9
sulfuric acid

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
at 100 - 110℃;
at 30 - 40℃;

: 82840-40-2
3,5-dibromo-6-oxo-6H-anthra<1,9-cd>isoxazole

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 71 percent / dioxane / 0.5 h / 20 - 25 °C 2: 80 percent / H2 / 0.2percent Pd/C / ethanol / 24 h / 40 - 50 °C / 760 Torr 3: 85 percent / 80percent H2SO4, H3BO3 / 1.5 h / 80 - 100 °C View Scheme

: 106960-84-3
3-bromo-5-phenoxy-6-oxo-6H-anthra<1,9-cd>isoxazole

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / H2 / 0.2percent Pd/C / ethanol / 24 h / 40 - 50 °C / 760 Torr 2: 85 percent / 80percent H2SO4, H3BO3 / 1.5 h / 80 - 100 °C View Scheme

: 82827-32-5
1-azido-2-bromo-4-hydroxyanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / acetic acid / 0.67 h / Heating 2: 74 percent / 90percent H2SO4 / 0.25 h / 100 - 110 °C View Scheme

: 50981-12-9, 10193-30-3
sulfuric acid monohydrate

: 81-49-2
1-amino-2, 4-dibromoanthraquinone

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
With nitrogen; paraformaldehyde In water

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 108-95-2
phenol

: 17418-58-5
C. I. disperse red 60

Conditions

Conditions	Yield
With pyridine; sodium carbonate at 150 - 155℃; for 9h; Reagent/catalyst; Sealed tube; Large scale;	99%
With potassium hydroxide In water; N,N-dimethyl-formamide at 120 - 125℃; for 3h;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 74-88-4
methyl iodide

: 159389-46-5
1-amino-2-bromo-4-methoxyanthracene-9,10-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 14h;	96%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 134307-04-3
1-ethynyl-2,3,5,6-tetramethylbenzene

: 1450664-35-3
1-amino-4-hydroxy-2-[(2,3,5,6-tetramethylphenyl)ethynyl]-9,10-anthraquinone

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In toluene at 75℃; for 1h; Inert atmosphere;	94%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 1066-54-2
trimethylsilylacetylene

: 1260379-10-9
1-amino-4-hydroxy-2-[(trimethylsilyl)ethynyl]-9,10-anthraquinone

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In toluene at 43℃; for 10h; Inert atmosphere;	88%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 78593-42-7
4-ethynyl-4a,5-dihydroisoquinoline

: 1450664-34-2
1-amino-4-hydroxy-2-[(isoquinolin-4-yl)ethynyl]-9,10-anthraquinone

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In toluene at 65℃; for 12h; Inert atmosphere;	85%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 140-66-9
tert-octylphenol

: 1-amino-4-hydroxy-2-[4-(1,1,3,3-tetramethyl-butyl)-phenoxy]anthraquinone

Conditions

Conditions	Yield
With potassium carbonate at 150℃; for 15h;	84%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 82827-32-5
1-azido-2-bromo-4-hydroxyanthraquinone

Conditions

Conditions	Yield
	78%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 768-60-5
4-methoxyphenylacetylen

: 1338810-36-8
1-amino-4-hydroxy-2-[(4-methoxyphenyl)ethynyl]anthracene-9,10-dione

Conditions

Conditions	Yield
With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 75℃; for 6h; Sonogashira coupling; Inert atmosphere;	76%

: 766-96-1
4-bromo-1-ethynylbenzene

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 1338810-35-7
1-amino-2-[(4-bromophenyl)ethynyl]-4-hydroxyanthracene-9,10-dione

Conditions

Conditions	Yield
With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 70℃; for 4h; Sonogashira coupling; Inert atmosphere;	72%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 536-74-3
phenylacetylene

: 1338810-33-5
1-amino-4-hydroxy-2-(phenylethynyl)anthracene-9,10-dione

Conditions

Conditions	Yield
With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 45℃; for 11h; Sonogashira coupling; Inert atmosphere;	72%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 61514-54-3
(1,5-dimethyl-4-pyrazolyl)acetylene

: 1338810-37-9
1-amino-2-[(1,5-dimethyl-1H-pyrazol-4-yl)ethynyl]-4-hydroxyanthracene-9,10-dione

Conditions

Conditions	Yield
With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 75℃; for 8h; Sonogashira coupling; Inert atmosphere;	70%

: 937-31-5
(4-Nitrophenyl)acetylene

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 1338810-34-6
1-amino-4-hydroxy-2-[(4-nitrophenyl)ethynyl]anthracene-9,10-dione

Conditions

Conditions	Yield
With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 70℃; for 3h; Sonogashira coupling; Inert atmosphere;	64%

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 24929-02-0
1-amino-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

Conditions

Conditions	Yield
With water; sodium sulfite

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 6871-71-2
8,17-dihydroxy-6,15-dihydro-dinaphtho[2,3-a;2',3'-h]phenazine-5,9,14,18-tetraone

Conditions

Conditions	Yield
With sodium hydroxide; naphthalene; copper at 210 - 220℃;
With sodium acetate; copper; nitrobenzene at 210℃;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 10375-34-5
2,5-furandicarbonyl dichloride

: furan-2,5-dicarboxylic acid bis-(2-bromo-4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthrylamide)

Conditions

Conditions	Yield
With nitrobenzene at 160℃;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 108-24-7
acetic anhydride

: 1-acetylamino-2-bromo-4-hydroxy-anthraquinone

Conditions

Conditions	Yield
With sodium acetate

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 106-45-6
para-thiocresol

: 79609-80-6
1-amino-4-hydroxy-2-p-tolylsulfanyl-anthraquinone

Conditions

Conditions	Yield
With potassium hydroxide

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 16375-90-9
4-acetamido-2-methylphenol

: 38920-11-5
N-[4-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-3-methyl-phenyl]-acetamide

Conditions

Conditions	Yield
(i) K2CO3, (ii) /BRN= 1887275/; Multistep reaction;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 28443-52-9
2-chloro-5-acetylamino phenol

: 38912-95-7
N-[3-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-4-chloro-phenyl]-acetamide

Conditions

Conditions	Yield
(i) K2CO3, Py, (ii) /BRN= 1887275/; Multistep reaction;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 13142-80-8
1-(3-hydroxyphenyl)-3-phenylurea

: 38924-13-9
1-[3-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-phenyl]-3-phenyl-urea

Conditions

Conditions	Yield
(i) K2CO3, Py, (ii) /BRN= 1887275/; Multistep reaction;

: 116-82-5
1-amino-2-bromo-4-hydroxyanthraquinone

: 103-90-2
4-acetaminophenol

: 38919-98-1
N-[4-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-phenyl]-acetamide

Conditions

Conditions	Yield
(i) K2CO3, (ii) /BRN= 1887275/; Multistep reaction;

Disperse Violet 17 Specification

The Disperse Violet 17, with the CAS registry number 12217-92-4, is also known as 1-Amino-2-bromo-4-hydroxy-9,10-anthraquinone. It belongs to the product category of Intermediates of Dyes and Pigments. Its EINECS registry number is 204-160-4. This chemical's molecular formula is C₁₄H₈BrNO₃ and molecular weight is 318.13. Its IUPAC name is called 1-amino-2-bromo-4-hydroxyanthracene-9,10-dione. This chemical's classification code is Skin / Eye Irritant.

Physical properties of Disperse Violet 17: (1)ACD/LogP: 5.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.04; (4)ACD/LogD (pH 7.4): 4.07; (5)ACD/BCF (pH 5.5): 3879.84; (6)ACD/BCF (pH 7.4): 412.36; (7)ACD/KOC (pH 5.5): 12484.42; (8)ACD/KOC (pH 7.4): 1326.87; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.76; (13)Molar Refractivity: 72.47 cm³; (14)Molar Volume: 175.9 cm³; (15)Surface Tension: 81.7 dyne/cm; (16)Density: 1.807 g/cm³; (17)Flash Point: 285 °C; (18)Enthalpy of Vaporization: 85.8 kJ/mol; (19)Boiling Point: 547.7 °C at 760 mmHg; (20)Vapour Pressure: 1.32E-12 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-amino-2-bromo-4-phenoxy-anthraquinone. This reaction will need reagent 80percent H₂SO₄, H₃BO₃. The reaction time is 1.5 hours with reaction temperature of 80 - 100 ℃. The yield is about 85%.

Uses of Disperse Violet 17: it can be used to produce 1-amino-2-bromo-4-methoxyanthraquinone at temperature of 40 °C. This reaction will need reagent K₂CO₃ and solvent dimethylformamide with reaction time of 14 hours. The yield is about 96%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)Br)N
(2)InChI: InChI=1S/C14H8BrNO3/c15-8-5-9(17)10-11(12(8)16)14(19)7-4-2-1-3-6(7)13(10)18/h1-5,17H,16H2
(3)InChIKey: MSSQDESMUMSQEN-UHFFFAOYSA-N

Product Name

1-Amino-2-bromo-4-hydroxy-9,10-anthraquinone

Synthetic route

Disperse Violet 17 Specification

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