Methyl red
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Methyl red
structure -
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CAS No:
493-52-7
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Formula:
C15H15N3O2
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Chemical Name:
Methyl red
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Synonyms:
Benzoic acid,2-[2-[4-(dimethylamino)phenyl]diazenyl]-;C.I. Acid Red 2;Benzoic acid,2-[[4-(dimethylamino)phenyl]azo]-;2-[2-[4-(Dimethylamino)phenyl]diazenyl]benzoic acid;p-(Dimethylamino)azobenzene-o-carboxylic acid;Methyl red;2-Carboxy-4′-(dimethylamino)azobenzene;o-[[p-(Dimethylamino)phenyl]azo]benzoic acid;o-Methyl red;4′-(Dimethylamino)azobenzene-2-carboxylic acid;2-[(p-Dimethylamino)phenyl]azobenzoic acid;C.I. 13020;Acid Red 2;4-(2-Carboxyphenylazo)-N,N-dimethylaniline;Methyl red C.I. 13020;2-[[4-(Dimethylamino)phenyl]azo]benzoic acid;NSC 215212;NSC 34729;NSC 9597;4-(Dimethylamino)azobenzene-2′-carboxylic acid;2-(N,N-Dimethyl-4-aminophenyl)azobenzenecarboxylic acid;2-[[4-(Dimethylamino)phenyl]diazenyl]benzoic acid
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CAS No:
Description
dark red crystalline powder
Methyl red is an azo dye consisting of benzoic acid substituted at position 2 by a 4-[(dimethylamino)phenyl]diazenyl group. It has a role as a dye. It is a member of azobenzenes, a monocarboxylic acid and a tertiary amino compound. It is a conjugate acid of a methyl red(1-).
Methyl red Basic Attributes
269.3
269.30
750102
207-776-1
69083AX1ZX
215212|34729|9597
DTXSID1042154
GLISTENING, VIOLET CRYSTALS FROM TOLUENE|VIOLET OR RED PRISMS (TOLUENE OR BENZENE); NEEDLES (AQ ACETIC ACID); LEAF (DILUTED ALC)
29270000
Characteristics
65.26000
4.91
Reddish-violet Solid
1.31 g/cm3
181-182 °C
479.5±30.0 °C at 760 mmHg
11 °C
1.593
Practically insoluble in water.soluble in alcohol, acetic acidsoluble in ethanol. Insoluble in water.ethanol: soluble 1mg/mL
−20°C
2.89E-10mmHg at 25°C
PKA1 2.5; PKA2 9.5; PKB 4.8
Safety Information
3
UN 1170 3/PG 2
1
10-20/21/22-68/20/21/22-68-36/38-23/25-11-36/37/38-34-51/53-39/23/24/25-23/24/25
36/37-24/25-22-45-33-24-16-7-36-26-36/37/39-61
DG8960000
Xn,T,F,Xi,C,N
Stable. Incompatible with strong oxidizing agents.
P280-P305 + P351 + P338-P337 + P313
H319
|Warning|H351 (66.67%): Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|Aggregated GHS information provided by 21 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
INDOXYL SULFATE DECR BINDING OF O-METHYL RED TO HUMAN SERUM ALBUMIN. LAURIC ACID & MYRISTIC ACID BOTH DECR O-METHYL RED BINDING, SUGGESTING THAT FATTY ACIDS MAY BE INVOLVED IN DECR DRUG BINDING WHICH OCCURS IN UREMIA.
Drug Information
Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)
METHYL RED IS BOUND TO BOVINE SERUM ALBUMIN...
METHYL RED IN MICRO-ORGANISM /WAS METABOLIZED TO/ ANTHRANILIC ACID & N,N-DIMETHYL-P-PHENYLENEDIAMINE. SCHELINE RR, ACTA PHARMAC TOX, 26, 332 (1968). GINGELL R, XENOBIOTICA, 3, 165 (1973).
C.I. Acid Red 2
Methyl red Use and Manufacturing
After diazotization of anthranilic acid, it is obtained by reaction with N, N-dimethylaniline.
As indicator in 0.1% alcoholic solution; pH:4.4 red, 6.2 yellow.Used for titrating NH3, weak organic bases, e.g., alkaloids; not suitable for organic acids, except oxalic and picric acid.Methyl red is easily reduced, thereby losing its color, and readings should be made promptly.It is gradually being replaced by sulfonphthalein indicators, such as bromcresol green, which are more stable and exhibit a sharper change in color.
Benzoic acid, 2-[2-[4-(dimethylamino)phenyl]diazenyl]-: ACTIVE|METHYL RED /INDICATOR/ IS EASILY REDUCED, THEREBY LOSING ITS COLOR, & READINGS SHOULD BE MADE PROMPTLY. IT IS GRADUALLY BEING REPLACED BY SULFONPHTHALEIN INDICATORS, SUCH AS BROMCRESOL GREEN, WHICH ARE MORE STABLE & EXHIBIT SHARPER CHANGE IN COLOR.|METHYL RED WAS FIRST SYNTHESIZED BY E RUPP & R LOOSE IN 1908... PRODN...IN US WAS FIRST REPORTED IN 1921...BUT IT IS NOT NOW PRODUCED IN THAT COUNTRY... IT IS PROBABLY NOT CURRENTLY PRODUCED ON LARGE SCALE IN WESTERN EUROPE OR JAPAN. ... DEUTSCHE FORSCHUNGSGEMEINSCHAFT...REPORTED...NOT APPROVED FOR FOOD USE...|METHYL RED-BROMOTHYMOL BLUE REAGENT IS COMBINATION OF INDICATOR DYES USED TO TEST PH OF URINE. CELLULOSE STRIPS IMPREGNATED WITH COMBINATION REAGENT CHANGE IN COLOR FROM RED TO BLUE DEPENDING UPON PH OF URINE SAMPLE. /METHYL RED-BROMOTHYMOL BLUE REAGENT/|20.101(B), 46.014(E), 50.014(A). METHYL RED INDICATOR /USED IN PROCEDURES FOLLOWED IN DETERMINATION OF CHOLESTEROL IN EGGS & EGG PRODUCTS, TOTAL SULFUROUS ACID IN FOOD ADDITIVES: DIRECT & AS DIAGNOSTIC REAGENT & AID IN STANDARDIZATION OF SOLN/|IN VITRO DIAGNOSTIC AID (PH OF URINE) /PRC: FORMER USE/.
Computed Properties
Molecular Weight:269.30
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:269.116426730
Monoisotopic Mass:269.116426730
Topological Polar Surface Area:65.3
Heavy Atom Count:20
Complexity:349
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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