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Methyl anthranilate

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Identification
Molecular formula
C8H9NO3
CAS number
134-20-3
IUPAC name
methyl 3-amino-4-hydroxy-benzoate
State
State

At room temperature, methyl anthranilate is typically found in its liquid state.

Melting point (Celsius)
24.00
Melting point (Kelvin)
297.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
151.15g/mol
Molar mass
151.1500g/mol
Density
1.3713g/cm3
Appearence

Methyl anthranilate appears as a colorless to pale yellow liquid with a grape-like odor. It is commonly used in the fragrance and flavoring industries.

Comment on solubility

Solubility of Methyl 3-Amino-4-Hydroxybenzoate

Methyl 3-amino-4-hydroxybenzoate, also referred to as methyl salicylate amine, exhibits distinctive solubility characteristics that are influenced by its chemical structure. Here’s a breakdown of key points regarding its solubility:

  • Polar Nature: The presence of hydroxyl and amino (-NH2) groups enhances the polar nature of the compound, resulting in increased solubility in polar solvents such as water.
  • Organic Solvents: This compound is generally soluble in organic solvents like ethanol and acetone, which facilitate interactions through hydrogen bonding.
  • Temperature Dependency: Like many organic compounds, its solubility can vary with temperature, often increasing in warmer conditions.
  • pH Influence: The solubility may also be affected by the pH of the solution, where an acidic or basic medium might lead to improved solubility due to ionization of functional groups.

In summary, the solubility of methyl 3-amino-4-hydroxybenzoate can be summarized as both polar and organic solvent-friendly, influenced by factors such as temperature and pH. Understanding these solubility traits is crucial for applications ranging from pharmaceuticals to chemical synthesis.

Interesting facts

Interesting Facts About Methyl 3-Amino-4-Hydroxybenzoate

Methyl 3-amino-4-hydroxybenzoate, commonly known as methyl paraben, is an intriguing compound primarily recognized for its wide use as a preservative in cosmetic and personal care products. Here are some fascinating aspects of this compound:

  • Preservative Properties: Methyl paraben is celebrated for its ability to inhibit the growth of bacteria and fungi, making it a vital component in various formulations such as lotions, creams, and shampoos.
  • Safety Profile: Numerous studies have shown that methyl paraben is generally regarded as safe for use in cosmetics, with the Cosmetic Ingredient Review (CIR) deeming it non-irritating and non-sensitizing for the skin.
  • Natural Occurrence: Interestingly, methyl paraben can be found naturally in some fruits, such as blueberries, which allow plants to protect themselves against microbial growth.
  • Controversy: Despite its safety, the compound has sparked debate regarding potential endocrine-disrupting effects, leading to ongoing research and discussions within the scientific community.
  • Applications Beyond Cosmetics: Methyl paraben is not limited to personal care products; it is also utilized in pharmaceuticals and food items, showcasing its versatility in the chemical industry.

"Science is about exploring the known and the unknown; methyl 3-amino-4-hydroxybenzoate is a perfect example of a compound that balances efficacy with public concern."

In summary, while methyl 3-amino-4-hydroxybenzoate serves as an effective preservative, its story extends beyond a mere ingredient list, encompassing both its natural origins and the need for ongoing research to address safety questions. As we delve deeper into the realm of chemical compounds, understanding the nuances of such compounds becomes essential in their application and regulation.

Synonyms
Methyl 3-amino-4-hydroxybenzoate
Orthocaine
Orthoform
Orthoderm
BENZOIC ACID, 3-AMINO-4-HYDROXY-, METHYL ESTER
methyl 3-amino-4-hydroxy-benzoate
UNII-JK16YI13QK
EINECS 208-627-3
JK16YI13QK
BRN 0608715
AI3-04738
ORTHOCAINE [MI]
NSC-9813
DTXSID2060208
3-14-00-01477 (Beilstein Handbook Reference)
1-HYDROXY-2-AMINO-4-CARBOMETHOXYBENZENE
DTXCID6041474
vnqabzcsyctzms-uhfffaoysa-n
536-25-4
Aminobenz
3-Amino-4-hydroxybenzoic acid methyl ester
Methyl m-amino-p-hydroxybenzoate
MFCD00017095
Methyl 4-hydroxy-3-aminobenzoate
Methyl 3-amino-4-hydroxybenzenecarboxylate
Orthoform new
NSC 9813
Methyl-3-amino-4-hydroxybenzoate
Mehyl3-amino-4-hydroxybenzoate
Mehyl 3-amino-4-hydroxybenzoate
2-Hydroxy-5-(methoxycarbonyl)aniline
SCHEMBL24412
3-AMINO-4-HYDROXY-BENZOIC ACID METHYL ESTER
2-amino-4-methoxycarbonylphenol
CHEBI:34904
NSC9813
m-Amino-p-oxybenzoesauremethylester
ALBB-026058
BCP21850
STK735963
AKOS002025065
CS-W005637
EA-0857
FO26589
HY-W005637
BL008084
SY017429
DB-005449
NS00032795
methyl 3-amino-4-hydroxybenzoate, AldrichCPR
EN300-192844
Q6581458
Z802838774
3-Amino-4-hydroxybenzoic acid methyl ester;Orthoform;1-Hydroxy-2-amino-4-carbomethoxybenzene