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Cas Database

Name	METHYL ORANGE	EINECS	208-925-3
CAS No.	547-58-0	Density	0.987 g/mL at 25 °C
PSA	93.54000	LogP	4.15290
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;	Article Data	8

METHYL ORANGE 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

: 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

: 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.;

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

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