METHYL ORANGE supplier | CasNO.547-58-0

Name
Methyl Orange
EINECS 208-925-3
CAS No. 547-58-0
Article Data8
CAS DataBase
Density 0.987 g/mL at 25 °C
Solubility Soluble in ethanol. Partially soluble in hot water. Slightly soluble in cold water and pyrimidine. Insoluble in ether and alcohol.
Melting Point 300 °C
Formula C₁₄H₁₄N₃NaO₃S
Boiling Point 100oC
Molecular Weight 327.339
Flash Point 37 °C
Transport Information UN 3143 6.1/PG 3
Appearance orange-yellow powder
Safety 45-24/25-16-36/37/39
Risk Codes 25-10
Molecular Structure
Hazard Symbols T
Synonyms Benzenesulfonicacid, 4-[[4-(dimethylamino)phenyl]azo]-, sodium salt (9CI);Benzenesulfonicacid, p-[[p-(dimethylamino)phenyl]azo]-, sodium salt (8CI);Orange III (6CI);4-Dimethylaminoazobenzene-4'-sulfonic acid sodium salt;Acid Orange 52;AlbionMethyl Orange;C.I. 13025;C.I. Acid Orange 52;Diazoben;Eniamethyl Orange;Gold orange;Helianthine;Helianthine B;KCA Methyl Orange;Methyl Orange B;Orange 3;Sodium 4-(dimethylamino)azobenzene-4'-sulfonate;Sodium 4-[4-(dimethylamino)phenylazo]benzenesulfonate;Sodium4'-(dimethylamino)azobenzene-4-sulfonate;Sodium p-[[p-(dimethylamino)phenyl]azo]benzenesulfonate;Sodium p-dimethylaminoazobenzenesulfonate;Tropaeolin D;
PSA 93.54000
LogP 4.15290

Synthetic route

: 121-69-7
N,N-dimethyl-aniline

: 121-57-3
4-aminobenzene sulfonic acid

: 547-58-0
methyl orange

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-aniline With hydrogenchloride In water; N,N-dimethyl-formamide at 25℃; Stage #2: With sodium nitrite In water; N,N-dimethyl-formamide Stage #3: 4-aminobenzene sulfonic acid In water; N,N-dimethyl-formamide at 25℃; for 0.00333333h;	95.01%

: 186581-53-3, 908094-01-9
diazomethane

: 60-29-7
diethyl ether

: 104-23-4
4'-aminoazobenzene-4-sulfonic acid

A: 111915-50-5
4-(4-dimethylamino-phenylazo)-benzenesulfonic acid methyl ester

B: 547-58-0
methyl orange

...Expand

: 2154-66-7
4-sulfobenzenediazonium

: 101-61-1
4,4'-methylene-bis(N,N-dimethylaniline)

A: 50-00-0
formaldehyd

B: 547-58-0
methyl orange

...Expand

: 70735-00-1
Methyl Orange anion

: 547-58-0
methyl orange

Conditions

Conditions	Yield
With sodium hydroxide; sodium cation In water Thermodynamic data; pH 12, 6 h; partition coefficient also investigated; ΔH0, ΔS0, ΔG0;

: 64887-49-6
α-cyclodextrin-Methyl Orange complex

A: 547-58-0
methyl orange

B: 10016-20-3
alpha cyclodextrin

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;
In methanol; water at 25℃; Equilibrium constant;
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;

: 99023-50-4
4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium;

A: 547-58-0
methyl orange

B: 57-09-0
cetyltrimethylammonim bromide

Conditions

Conditions	Yield
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.;

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonatedodecyl-trimethyl-ammonium;

A: 547-58-0
methyl orange

B: 1119-94-4
dodecyltrimethylammonium bromide

Conditions

Conditions	Yield
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.;

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonatetrimethyl-tetradecyl-ammonium;

A: 547-58-0
methyl orange

B: 1119-97-7
cetyltrimethylammonium bromide

Conditions

Conditions	Yield
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.;

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

A: 123-03-5
cetylpyridinium chloride

B: 547-58-0
methyl orange

Conditions

Conditions	Yield
With sodium chloride at 19.9℃; Equilibrium constant; var. temps.;

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

A: 547-58-0
methyl orange

B: 140-72-7
cetylpyridinium bromide

Conditions

Conditions	Yield
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.;

: 515-74-2
sodium sulfanilate

: 99-98-9
4-amino-N,N-dimethylaniline

: 547-58-0
methyl orange

Conditions

Conditions	Yield
With oxygen; 1.5% Au/TiO2 In toluene at 100℃; under 2250.23 - 3750.38 Torr; for 40h;	92 %Chromat.

: 6118-33-8
p-sulfobenzenediazonium chloride

: 121-69-7
N,N-dimethyl-aniline

: 547-58-0
methyl orange

Conditions

Conditions	Yield
With hydrogenchloride In water at 0℃; for 0.25h;	71 %Spectr.

: 547-58-0
methyl orange

: 26363-66-6
N,N'-dihydromethylorange

Conditions

Conditions	Yield
With sodium tetrahydroborate In water for 0.0333333h; Kinetics;	98.58%
With titanium(IV) oxide Rate constant; Irradiation; anaerobe, buffered soln., effect of the pH, TiO2 concn., effect of the oxygen;
titanium(IV) oxide for 1.33333h; Quantum yield; Irradiation; photooxidation at pH=11.2;

: 258864-54-9
trihexyl(tetradecyl)phosphonium chloride

: 547-58-0
methyl orange

: 1198363-83-5
[P(6,6,6,14)][MO]

Conditions

Conditions	Yield
In acetone at 20℃; for 48h;	94%
In dichloromethane; water

: 547-58-0
methyl orange

A: 515-74-2
sodium sulfanilate

B: 99-98-9
4-amino-N,N-dimethylaniline

Conditions

Conditions	Yield
With formic acid; zinc In methanol at 20℃; for 0.216667h;	A 55% B 92%
With sodium tetrahydroborate; water; fullerene-C60; sodium hydroxide at 20℃; for 5h; pH=11; UV-irradiation;
With hydrogenchloride; copper In water at 18.84 - 20.84℃; under 3000.3 Torr; pH=3; Reagent/catalyst; pH-value; Pressure; Concentration;

: lanthanum(III) nitrate hexahydrate

: 547-58-0
methyl orange

: 7732-18-5
water

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: [La(methyl orange)3(DMF)3(H2O)2]

Conditions

Conditions	Yield
at 80℃; for 5h;	92%

...Expand

: C10H23O2S(1+)*Cl(1-)

: 547-58-0
methyl orange

: 1198363-82-4
bis-ethanol hexylsulfonium methyl orange

Conditions

Conditions	Yield
In acetone at 20℃; for 48h;	89%

: 547-58-0
methyl orange

: 79917-90-1
1-butyl-3-methylimidazolium chloride

: 1297245-59-0
1-butyl-3-methylimidazolium methyl orange

Conditions

Conditions	Yield
In acetone at 20℃; for 48h;	86%
In acetone at 20℃; for 72h;	85%

: 672953-05-8
N,N,N',N''-tetrahexyl-N'',N''-dimethylguanidinium chloride

: 547-58-0
methyl orange

: 1198363-79-9
tetrahexyldimethylguanidinium methyl orange

Conditions

Conditions	Yield
In acetone at 20℃; for 48h;	81%

: 547-58-0
methyl orange

: 515-74-2
sodium sulfanilate

Conditions

Conditions	Yield
With ammonium formate; nickel In methanol at 20℃; for 0.216667h;	55%

: 10025-98-6
potassium tetrachloropalladate(II)

: 547-58-0
methyl orange

: [(KSO3C6H4NNC6H3(NMe2))Pd(μ-Cl)]2

Conditions

Conditions	Yield
In 1,4-dioxane; water slow addn. of aq. soln. of palladium compd. to soln. of methyl orange indioxane/water (1:1), stirring at room temp. for one week; according to S.-H. Li, C.-W. Yu and J.-G. Xu, Chem. Commun., 2005, 250; concn. under vacuum, isolation of ppt., washing with ethanol and diethylether, drying under vacuum;	52%

: 21264-30-2, 90243-59-7, 14592-56-4
dichloro bis(acetonitrile) palladium(II)

: 547-58-0
methyl orange

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: {(N,N-dimethylformamide)PdCl(μ-Me2NC6H3N=NC6H3SO3Na)PdCl(N,N-dimethylformamide)}

Conditions

Conditions	Yield
at 25℃; Kinetics;	50%

...Expand

: 547-58-0
methyl orange

: 56512-49-3
dabsyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride for 0.133333h;	20%
With phosphorus pentachloride for 0.133333h;
With trichlorophosphate at 110℃;

: 547-58-0
methyl orange

: 2044-88-4
N-methyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With nitric acid

: 547-58-0
methyl orange

: 4-(4-dimethylamino-3-nitro-phenylazo)-benzenesulfonic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite

: 547-58-0
methyl orange

: 4-(4-dimethylamino-phenylazo)-benzenesulfonic acid ; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride

: 547-58-0
methyl orange

: 121-57-3
4-aminobenzene sulfonic acid

Conditions

Conditions	Yield
With Pd-BaSO4; sodium acetate; acetic acid Hydrogenation;
With sodium dithionite; water
With sodium dithionite; ethanol
With hydrogen iodide
With sodium carbonate at 95℃; bei der elektrolytischen Reduktion;

: 123-03-5
cetylpyridinium chloride

: 547-58-0
methyl orange

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

Conditions

Conditions	Yield
In water at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔG, ΔS; var. temps.;

: 547-58-0
methyl orange

: 1119-94-4
dodecyltrimethylammonium bromide

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonatedodecyl-trimethyl-ammonium;

Conditions

Conditions	Yield
In water at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔG, ΔS; var. temps.;

: 547-58-0
methyl orange

: 57-09-0
cetyltrimethylammonim bromide

: 99023-50-4
4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium;

Conditions

Conditions	Yield
In water at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔG, ΔS; var. temps.;

: 547-58-0
methyl orange

: 1119-97-7
cetyltrimethylammonium bromide

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonatetrimethyl-tetradecyl-ammonium;

Conditions

Conditions	Yield
In water at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔG, ΔS; var. temps.;

: 547-58-0
methyl orange

: 140-72-7
cetylpyridinium bromide

: 4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

Conditions

Conditions	Yield
In water at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔG, ΔS; var. temps.;

: 547-58-0
methyl orange

: 98928-66-6
C48H80O40*C14H14N3O3S(1-)*Na(1+)

: 97130-86-4, 98928-66-6
C48H80O40*2C14H14N3O3S(1-)*2Na(1+)

Conditions

Conditions	Yield
In water at 15 - 35℃; Equilibrium constant; Kinetics; Thermodynamic data;

: 547-58-0
methyl orange

: 149-64-4
hyoscine-N-butyl bromide

: L-hyoscine butyl bromide, complex with methyl orange

Conditions

Conditions	Yield
With CH3COONa buffer; acetic acid In water pH 4.20;

METHYL ORANGE Chemical Properties

Other names:p-dimethylamino-azobenzenesulfonic acid
Molecular formula:C₁₄H₁₄N₃NaO₃S
Molar mass:327.33 g/mol
Density:1.28 g/cm³, solid
Melting point:>300 °C (Not precisely defined.)
Boiling point:Decomposes.
Solubility in water:Soluble in hot water

METHYL ORANGE Uses

Methyl orange is a pH indicator frequently used in titrations.

METHYL ORANGE Toxicity Data With Reference

1.	mma-ssp 100 mg/L	PMRSDJ Progress in Mutation Research. 1 (1981),424.
2.	dns-hmn:fbr 4 mg/L	PMRSDJ Progress in Mutation Research. 1 (1981),528.
3.	orl-rat LD50:60 mg/kg	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,1306.
4.	ipr-mus LD50:101 mg/kg	PMRSDJ Progress in Mutation Research. 1 (1981),682.

METHYL ORANGE Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

METHYL ORANGE Safety Profile

Poison by ingestion and intraperitoneal route. Human mutation data reported. When heated to decomposition it emits toxic fumes of SO_x, NO_x and Na₂O. See also SULFONATES.
METHYL ORANGE 's Risk Statements:
10:Flammable
25:Toxic if swallowed
METHYL ORANGE 's Safety Statements:
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
24/25:Avoid contact with skin and eyes
36/37/39:Wear suitable protective clothing, gloves and eye/face protection

Product Name

Methyl Orange

Synthetic route

METHYL ORANGE Chemical Properties

METHYL ORANGE Uses

METHYL ORANGE Toxicity Data With Reference

METHYL ORANGE Consensus Reports

METHYL ORANGE Safety Profile

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