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Bromamine acid
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Name

Bromamine acid

 EINECS 204-159-9
CAS No. 116-81-4 Density 1.908 g/cm3
PSA 122.91000 LogP 3.71540
Solubility N/A Melting Point ca 280℃
Formula C14H8BrNO5S Boiling Point N/A
Molecular Weight 382.191 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes R36/37/38
Molecular Structure Molecular Structure of 116-81-4 (Bromaminic acid) Hazard Symbols Xi
Synonyms

1-Amino-4-bromoanthraquinone-2-sulfonic acid;2-Anthraquinonesulfonicacid, 1-amino-4-bromo- (6CI);1-Amino-2-sulfonato-4-bromo-9,10-anthraquinone;NSC 7574;Alizarine Cyanol Grey G;

Article Data 8

Bromamine acid Synthetic route

83-62-5

1-aminoanthraquinone-2-sulfonic acid

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
With bromine In water at 53 - 55℃; for 1.5h; Temperature; Large scale;96.6%
With hydrogenchloride; bromine; sodium chloride

C14H8BrNO5S*H2O4S

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; for 8h; pH=8;92%
75-44-5

phosgene

861600-75-1

2-(3-amino-4-sulfo-benzoyl)-benzoic acid

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
man erwaermt das erhaltene Harnstoff-Derivat mit Brom in essigsaurer Loesung und erhitzt das Reaktionsprodukt mit rauchender Schwefelsaeure auf 130-135grad;
82-45-1

1-amino-9,10-anthracenedione

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: copper(II) sulfate / 1,2-dichloro-ethane / Large scale
1.2: 3 h / 83 - 85 °C / Large scale
2.1: bromine / water / 1.5 h / 53 - 55 °C / Large scale
View Scheme
With sulfuric acid at 120℃; Behandeln des Reaktionsprodukts mit Brom in Wasser;
Multi-step reaction with 3 steps
1: sulfuric acid; sodium sulfate / 1,2-dichloro-benzene / 3 h / 150 °C
2: iodine; bromine / 1,2-dichloro-benzene / 8 h / 80 °C
3: sodium hydroxide / water / 8 h / 90 °C / pH 8
View Scheme
7664-93-9

sulfuric acid

82-45-1

1-amino-9,10-anthracenedione

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
at 120℃; Behandeln der entstandenen Sulfonsaeure mit Bromwasser;
85-54-1

2-(4'-chloro-3'-nitrobenzoyl)benzoic acid

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium sulfite / nachfolgend Reduktion
2: man erwaermt das erhaltene Harnstoff-Derivat mit Brom in essigsaurer Loesung und erhitzt das Reaktionsprodukt mit rauchender Schwefelsaeure auf 130-135grad
View Scheme
6285-57-0

2-amino-6-nitrobenzothiazole

116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

1229115-40-5

1-amino-4-[(6-nitro-2-benzothiazolyl)amino]-9,10-anthraquinone-2-sulfonic acid

Conditions
ConditionsYield
With copper; potassium carbonate; copper(II) sulfate In water at 90℃; for 4h;98%
116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

69166-06-9

4,4'-diamino-1,1'-dianthraquinonyl-3,3'-disulfonic acid

Conditions
ConditionsYield
With copper(II) stearate; copper In N,N-dimethyl-formamide at 95℃; for 10h;96.8%
With alkaline solution; copper
With Fe3O4(att)SiO2-Au/Cu magnetic nanoparticles In water at 90℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Inert atmosphere;
116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

6258-06-6

sodium 1-amino-4-bromoanthraquinone-2-sulfonate

Conditions
ConditionsYield
With sodium sulfite In water at 90℃; Large scale;95.3%
116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

19076-03-0

3-<(hydroxyethyl)sulfonyl>aniline hydrochloride

C22H17N2O8S2(1-)

Conditions
ConditionsYield
Stage #1: 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid; 3-<(hydroxyethyl)sulfonyl>aniline hydrochloride With sodium hydrogencarbonate; lithium hydroxide In water at 20 - 60℃;
Stage #2: With D-glucose; copper(II) sulfate In water at 60℃; for 5h;
Stage #3: With sulfuric acid In water at 60℃;		90%
With copper(ll) sulfate pentahydrate; 2,3,4,5,6-pentahydroxy-hexanal; sodium hydrogencarbonate; lithium hydroxide In water at 60℃;90%

Bromamine acid Chemical Properties

Molecule structure of Bromaminic acid (CAS NO.116-81-4):

IUPAC Name: 1-Amino-4-bromo-9,10-dioxoanthracene-2-sulfonic acid 
Molecular Weight: 382.18602 g/mol
Molecular Formula: C14H8BrNO5S 
Density: 1.908 g/cm3
Index of Refraction: 1.737
Molar Refractivity: 80.58 cm3
Molar Volume: 200.3 cm3
Polarizability: 31.94×10-24 cm3
Surface Tension: 85.3 dyne/cm
XLogP3-AA: 2.2
H-Bond Donor: 2
H-Bond Acceptor: 6
Rotatable Bond Count: 1
Tautomer Count: 3
Exact Mass: 380.930656
MonoIsotopic Mass: 380.930656
Topological Polar Surface Area: 115
Heavy Atom Count: 22
Complexity: 601
Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C=C(C(=C3C2=O)N)S(=O)(=O)O)Br
InChI: InChI=1S/C14H8BrNO5S/c15-8-5-9(22(19,20)21)12(16)11-10(8)13(17)6-3-1-2-4-7(6)14(11)18/h1-5H,16H2,(H,19,20,21)
InChIKey: QZZSAWGVHXXMID-UHFFFAOYSA-N
EINECS of Bromaminic acid (CAS NO.116-81-4): 204-159-9

Bromamine acid Specification

 Bromaminic acid (CAS NO.116-81-4) is also named as 1-Amino-4-bromo-2-anthraquinonesulfonic acid ; Alizarine Cyanol Grey G ; Alizarine Cyanol Grey G (VAN) ; Bromamine acid ; NSC 7574 ; 1-Amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid ; 2-Anthracenesulfonic acid, 1-amino-4-bromo- ; 2-Anthracenesulfonic acid, 1-amino-4-bromo-9,10-dihydro-
9,10-dioxo- .

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