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2-Methoxy-5-methylaniline

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Identification
Molecular formula
C8H11NO
CAS number
578-58-5
IUPAC name
2-methoxy-5-methyl-aniline
State
State

At room temperature, 2-Methoxy-5-methylaniline is typically in a liquid state.

Melting point (Celsius)
10.00
Melting point (Kelvin)
283.00
Boiling point (Celsius)
254.00
Boiling point (Kelvin)
527.00
General information
Molecular weight
137.18g/mol
Molar mass
137.1790g/mol
Density
1.0800g/cm3
Appearence

2-Methoxy-5-methylaniline is generally found as a clear to pale yellow liquid. It may become more intensely yellow upon prolonged storage or exposure to air due to oxidation.

Comment on solubility

Solubility of 2-methoxy-5-methyl-aniline

2-methoxy-5-methyl-aniline, with its distinctive functional groups, exhibits a moderate degree of solubility in both organic solvents and water. This solubility can be attributed to the following factors:

  • Polar groups: The methoxy group (-OCH3) contributes to the compound's ability to interact with polar solvents, improving its solubility in water.
  • Size of the molecule: The presence of the larger methyl group can influence the solubility properties by creating a steric hindrance that reduces solvation.
  • Hydrogen bonding: 2-methoxy-5-methyl-aniline can engage in hydrogen bonding, enhancing solubility in protic solvents.

However, it is important to note that the solubility may vary depending on factors such as temperature and pH of the solution. Generally:

  1. In organic solvents like ethanol and dimethyl sulfoxide (DMSO), it dissolves readily.
  2. In water, while it is not as soluble as ionic compounds, it still demonstrates reasonable solubility.

In summary, although 2-methoxy-5-methyl-aniline may not be highly water-soluble, its ability to dissolve in a range of organic solvents and the influence of varying environmental factors make it an interesting compound for chemical studies.

Interesting facts

Interesting Facts About 2-Methoxy-5-Methyl-Aniline

2-Methoxy-5-methyl-aniline, commonly known in the field of chemistry, is a fascinating organic compound that belongs to the class of anilines. This compound is primarily known for its utility in various chemical syntheses and applications.

Key Characteristics

  • Substituted Aniline: As a substituted aniline, this compound features a primary amine group and is characterized by the presence of both a methoxy (-OCH3) and a methyl (-CH3) group, which play crucial roles in its chemical reactivity.
  • Synthesis: 2-Methoxy-5-methyl-aniline can be synthesized through several methods, including the alkylation of aniline derivatives and techniques involving aromatic substitution reactions.
  • Applications: This compound has been widely utilized in the manufacturing of dyes, pigments, and pharmaceuticals, owing to its ability to participate in further chemical reactions, enhancing its utility in diverse applications.

Chemical Behavior

Being an aniline derivative, 2-methoxy-5-methyl-aniline exhibits interesting chemical properties:

  • Nucleophilic Aromatic Substitution: Its structure allows it to engage in nucleophilic aromatic substitution reactions, making it an essential intermediate in organic synthesis.
  • Electron Density: The methoxy group, being an electron-donating group, increases the electron density on the aromatic ring, enhancing its reactivity toward electrophiles.

Environmental Considerations

As with many organic compounds, it is crucial to consider the environmental impact of 2-methoxy-5-methyl-aniline:

  • Toxicity: While it's an important compound in industrial applications, it is important to recognize that certain amines can be toxic and must be handled with care.
  • Regulatory Compliance: Proper safety protocols and regulatory compliance must be observed when using or disposing of this compound to minimize harmful environmental effects.

In summary, 2-methoxy-5-methyl-aniline presents a unique blend of structural features and reactivity, making it a notable compound of interest for both chemists and students delving into the realm of organic synthesis. Its versatility in applications and need for careful handling underscores the beauty and responsibility inherent in chemical science.

Synonyms
2-Methoxy-5-methylaniline
120-71-8
P-CRESIDINE
Cresidine
para-Cresidine
5-Methyl-o-anisidine
Benzenamine, 2-methoxy-5-methyl-
Krezidin
2-Amino-4-methylanisole
6-Methoxy-m-toluidine
3-Amino-4-methoxytoluene
4-Methoxy-m-toluidine
Krezidine
4-Methyl-2-aminoanisole
Azoic Red 36
2-Methoxy-5-methylbenzenamine
1-Amino-2-methoxy-5-methylbenzene
o-Anisidine, 5-methyl-
C.I. Azoic Red 83
3-Amino-p-cresol methyl ether
p-Kresidin
p-Kresidin [Czech]
NCI-C02982
m-Amino-p-cresol, methyl ester
ortho-Anisidine, 5-methyl-
CCRIS 183
NSC 406904
HSDB 4107
3-Amino-para-cresol, methyl ether
EINECS 204-419-1
meta-Amino-para-cresol, methyl ether
BRN 0637071
DTXSID1020350
NSC6162
4C11L78UR3
NSC-6162
NSC-406904
P-CRESIDINE [HSDB]
DTXCID30350
PARA-CRESIDINE [IARC]
CHEBI:82307
EC 204-419-1
3-13-00-01577 (Beilstein Handbook Reference)
M-AMINO-P-CRESOL METHYL ESTER
MFCD00007815
NSC406904
2-METHOXY-5-METHYLBENZENEAMINE
WLN: ZR C1 FO1
PARA-CRESIDINE (IARC)
CAS-120-71-8
2-methoxy-5-methyl-aniline
pKresidin
UNII-4C11L78UR3
2-Amino-p-cresol methyl ether
5Methyloanisidine
4Methoxymtoluidine
6Methoxymtoluidine
ZZT
2Amino4methylanisole
4Methyl2aminoanisole
oAnisidine, 5methyl
3Amino4methoxytoluene
2Methoxy5methylaniline
orthoAnisidine, 5methyl
4-Methoxy-meta-toluidine
5-Methyl-ortho-anisidine
2Methoxy5methylbenzenamine
3Aminopcresol methyl ether
2-amino -4-methylanisole
5-methyl-2-methoxyaniline
mAminopcresol, methyl ester
1Amino2methoxy5methylbenzene
Benzenamine, 2methoxy5methyl
SCHEMBL55544
MLS002152926
BIDD:GT0303
3Aminoparacresol, methyl ether
2-methoxy-5-methyl-benzenamine
CHEMBL398755
o-Anisidine, 5-methyl-(8CI)
metaAminoparacresol, methyl ether
3-Amino-para-cresol methyl ether
2-Methoxy-5-methylaniline, 99%
1-amino-3-methyl-6-methoxybenzene
Tox21_201907
Tox21_300012
STL196541
M-AMINO-P-CRESOL METHYL ETHER
AKOS000119398
NCGC00090863-01
NCGC00090863-02
NCGC00090863-03
NCGC00254113-01
NCGC00259456-01
AC-23656
AS-30235
SMR001224526
DB-041574
M0115
NS00011442
EN300-20247
2-Methoxy-5-methylaniline, analytical standard
C19216
Q309528
2-Methoxy-5-methylaniline 100 microg/mL in Acetonitrile
F2190-0481
Z104477476
204-419-1