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Methyl Red

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Identification
Molecular formula
C15H15N3O2
CAS number
493-52-7
IUPAC name
2-[4-(dimethylamino)phenyl]azobenzoic acid
State
State

Methyl Red is typically found in a solid state at room temperature. It exists as a powder and is known for its use as a pH indicator in various laboratory applications.

Melting point (Celsius)
179.00
Melting point (Kelvin)
452.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
269.30g/mol
Molar mass
270.2990g/mol
Density
1.1700g/cm3
Appearence

Methyl Red is an azo dye with a bright red color in its solid form. As a powder, it appears as a crystalline substance that can also have an orange-red hue.

Comment on solubility

Solubility of 2-[4-(dimethylamino)phenyl]azobenzoic acid

The solubility of 2-[4-(dimethylamino)phenyl]azobenzoic acid is influenced by a variety of factors, reflecting its unique chemical structure. This compound exhibits a level of solubility that is primarily dependent on its ionization state, which can vary with changes in pH.

Key Points to Consider:

  • Polar and Non-Polar Interactions: Its chemical structure contains both polar functional groups (like the carboxylic acid) and non-polar components (the aromatic rings), leading to distinct solubility characteristics in different solvents.
  • Protonation: The solubility can markedly increase when the compound is protonated in acidic environments, enhancing its interactions with water.
  • Solvent Type: Typically, this compound has limited solubility in non-polar solvents but shows better solubility in polar solvents such as methanol or ethanol due to the presence of the hydrophilic carboxylic acid.
  • Temperature Influence: Increased temperatures can enhance solubility, particularly in polar solvents, due to the increased kinetic energy of the molecules.

In conclusion, understanding the solubility of 2-[4-(dimethylamino)phenyl]azobenzoic acid provides insights into its potential applications in various chemical processes and formulations. Experimentation with solvent mixtures and temperature adjustments can yield optimal solubility conditions for practical use.

Interesting facts

Interesting Facts about 2-[4-(dimethylamino)phenyl]azobenzoic acid

2-[4-(dimethylamino)phenyl]azobenzoic acid, also known as Dimethylaminoazobenzoic acid, is a fascinating compound that belongs to the class of azo compounds. Here are some intriguing details about this compound:

  • Structure and Functionality: This compound contains an azo group, which is characterized by the presence of a nitrogen-to-nitrogen double bond (–N=N–). This unique profile often contributes to its vibrant colors and useful properties in dye synthesis.
  • Applications: 2-[4-(dimethylamino)phenyl]azobenzoic acid has significant applications in the field of organic chemistry, particularly in the manufacture of dyes and pigments. The vibrant colors produced make it ideal for use in textiles, inks, and plastics.
  • Photoresponsive Properties: A unique characteristic of azo compounds like 2-[4-(dimethylamino)phenyl]azobenzoic acid is their photochromic properties. They can undergo reversible transformations when exposed to light, which allows for exciting applications in photoresponsive materials and switches.
  • Biological Activity: Research indicates that some azo compounds exhibit biological activity, making them valuable in pharmaceuticals. While the biological properties of this particular compound are still under study, the potential for azobenzenes in drug delivery systems is enormous.
  • Environmental Concerns: Despite their usefulness, azo dyes can pose environmental challenges. Some may degrade to form aromatic amines, which are potentially carcinogenic. As scientists, it is essential to explore safer alternatives and employ responsible practices in the use of such compounds.

Overall, 2-[4-(dimethylamino)phenyl]azobenzoic acid showcases the intricate relationship between chemistry, color, and application. It serves as a prime example of how organic compounds can impact a variety of fields, from textiles to advanced materials.

Synonyms
Methyl red
493-52-7
O-METHYL RED
C.I. Acid Red 2
2-Carboxy-4'-(dimethylamino)azobenzene
Cerven methylova
Cerven kysela 2
4-Dimethylamino-2'-carboxylazobenzene
p-(Dimethylamino)azobenzene-o-carboxylic acid
2-(4-Dimethylaminophenylazo)benzoic acid
CI Acid Red 2
o-((p-(Dimethylamino)phenyl)azo)benzoic acid
2-((4-Dimethylamino)phenylazo)benzoic acid
Benzoic acid, 2-[[4-(dimethylamino)phenyl]azo]-
Cerven methylova [Czech]
Cerven kysela 2 [Czech]
4'-Dimethylaminoazobenzene-2-carboxylic acid
C.I. 13020
CCRIS 2250
NSC 215212
4'-(Dimethylamino)azobenzene-2-carboxylic acid
HSDB 2786
EINECS 207-776-1
Benzoic acid, o-((p-(dimethylamino)phenyl)azo)-
Benzoic acid, 2-((4-(dimethylamino)phenyl)azo)-
Dimethylaminoazobenzene-2-carboxylic acid
2-((4-(dimethylamino)phenyl)diazenyl)benzoic acid
2-{[4-(dimethylamino)phenyl]diazenyl}benzoic acid
CI 13020
DTXSID1042154
CHEBI:49770
2-[(p-Dimethylamino)phenyl]azobenzoic acid
69083AX1ZX
METHYL RED [MI]
Benzoic acid, 2-((4-dimethylamino)phenylazo)-
METHYL RED [IARC]
NSC-215212
2-[[4-(dimethylamino)phenyl]diazenyl]benzoic acid
O-METHYL RED [HSDB]
DTXCID9022154
Benzoic acid, 2-(2-(4-(dimethylamino)phenyl)diazenyl)-
2-[(1E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoic acid
METHYL RED (IARC)
2-((P-DIMETHYLAMINO)PHENYL)AZOBENZOIC ACID
4-(2-CARBOXYPHENYLAZO)-N,N-DIMETHYLANILINE
2-((4-DIMETHYLAMINO)PHENYL)AZO)-BENZOIC ACID
Benzoic acid, 2-[2-[4-(dimethylamino)phenyl]diazenyl]-
2-[(4-Dimethylamino)phenylazo]benzoic acid
o-[[p-(Dimethylamino)phenyl]azo]benzoic acid
Benzoic acid, 2-[(4-dimethylamino)phenylazo]-
Benzoic acid, o-[[p-(dimethylamino)phenyl]azo]-
2-((1E)-2-(4-(dimethylamino)phenyl)diazen-1-yl)benzoic acid
oMethyl red
C.I. Acid Red 2 (8CI)
4Dimethylamino2'carboxylazobenzene
2Carboxy4'(dimethylamino)azobenzene
2(4Dimethylaminophenylazo)benzoic acid
Dimethylaminoazobenzene2carboxylic acid
2((4Dimethylamino)phenylazo)benzoic acid
4'Dimethylaminoazobenzene2carboxylic acid
p(Dimethylamino)azobenzeneocarboxylic acid
o((p(Dimethylamino)phenyl)azo)benzoic acid
Benzoic acid, 2((4dimethylamino)phenylazo)
Benzoic acid, o((p(dimethylamino)phenyl)azo)
207-776-1
Acid Red 2
AcidRed2
MFCD00002425
Methyl Red free acid
4-Dimethylaminoazobenzene-2'-carboxylic acid
(E)-2-((4-(dimethylamino)phenyl)diazenyl)benzoic acid
2-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoic acid
2-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzoic acid
CHEMBL375971
2-(4-Dimethylaminophenyl)diazenylbenzoic Acid
74886-84-3
WLN: QVR BNUNR DN1&1
p-Dimethylaminoazobenzene-o-carboxylic acid
2-[[4-(dimethylamino)phenyl]azo]benzoic acid
Methylrot
Acid Red 2; 2-[4-(Dimethylamino)phenyl]diazenyl benzoic acid
UNII-69083AX1ZX
Methyl Red (C.I. 13020)
Acid Red2
MRE
2-[4-(dimethylamino)phenyl]azobenzoic acid
Methyl Red, ACS reagent
Methyl Red free acid ACS
Methyl red(to be removed)
Methyl red, CI 13020
SCHEMBL51823
Methyl Red, JIS special grade
CHEMBL1090439
DTXSID90859408
NSC9597
HMS3604O11
HY-Y0699
NSC-9597
NSC34729
STR04342
Tox21_301336
BBL000015
BDBM50206443
NSC-34729
NSC215212
STK391287
Methyl Red, ACS reagent, crystalline
AKOS000121019
AKOS025117039
DB08209
FM01516
2-(4-dimethylaminophenyl)azobenzoic acid
NCGC00187604-01
NCGC00255799-01
CAS-493-52-7
SY010452
CS-0015706
CS-0369426
M0056
M0067
M0421
M0702
NS00014994
EN300-20781
C19459
D91329
A827705
Q412276
SR-01000196295
2-[(E)-[4-(Dimethylamino)phenyl]azo]benzoic acid
SR-01000196295-1
2-([4-(Dimethylamino)phenyl]diazenyl)benzoic acid #
F3377-1162
Z104482366