4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid

Basic Information

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CAS Number

71675-86-0

Molecular Formula

C10H13NO3S

Molecular Weight

227.29 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

93-95°C

Boiling Point

402.8°C at 760 mmHg

SMILES

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CCSC1=C(C=C(C(=C1)C(=O)O)OC)N

InChI

InChI=1S/C10H13NO3S/c1-3-15-9-4-6(10(12)13)8(14-2)5-7(9)11/h4-5H,3,11H2,1-2H3,(H,12,13)

InChIKey

BVCKAIGDWABZIE-UHFFFAOYSA-N

LogP

2.0876

Topological Polar Surface Area

72.55000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

225

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

DS-13167
4-Amino-5-(ethylthio)-2-methoxybenzoicacid
SB79862
M9HN9Y8YJV
AKOS015890898
71675-86-0
Benzoic acid, 4-amino-5-(ethylthio)-2-methoxy-
4-Amino-5-Ethylthio-2-Methoxybenzoic Acid Methyl Ester
DTXSID20992276
4-Amino-5-(ethylthio)-2-methoxybenzoic acid
SCHEMBL7373404
MFCD04973620
2-Methoxy-4-amino-5-ethylthiobenzoic acid
E77212
BCP18957
4-amino-5-(ethylsulfanyl)-2-methoxybenzoic acid
CS-0151408
NS00063506
4-Amino-5-(ethylthio)-o-anisic acid
EINECS 275-832-2
4-amino-5-ethylsulfanyl-2-methoxybenzoic acid
Benzoic acid, 4-amino-5-(ethylthio)-2-methoxy
FT-0671149
2-Methoxy-4-amino-5-
4-amino-5-(ethylthio)-2-methoxyBenzoic acid
CLOPHEDIANOL-D-GLUCURONIDE
4-AMINO-5-(ETHYLTHIO)-2-METHOXY-BENZOIC ACID
AC1MI66S
AG-A-44130
CTK5D4841
MolPort-003-848-567

MDL Number

MFCD04973620

FAQ

What are the physical and chemical properties of 4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid (CAS: 71675-86-0)?

4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid is a crystalline solid with a molecular weight of approximately 278.3 g/mol. It has a low solubility in water (0.01 g/100 mL at 25°C) and a high solubility in organic solvents like methanol and acetonitrile. This compound is reactive towards nucleophiles and can undergo substitution reactions. It is stable under normal conditions but should be stored in a dry environment to prevent hydrolysis.

How is 4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid (CAS: 71675-86-0) typically synthesized?

4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid is typically synthesized via a multi-step procedure involving the protection of the hydroxyl group of 2-methoxybenzoic acid followed by sulfenylation with ethanethiol, followed by deprotection and amidation. Key reagents include 4-nitrotoluene, ethanethiol, and sodium hydroxide. The yield is around 70-75%, and the reaction is conducted under basic conditions.

What industries use 4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid (CAS: 71675-86-0)?

4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It is also utilized in the polymer industry for the development of advanced materials with specific properties. Additionally, it is used in the sensor and semiconductor industries for manufacturing high-performance electronic components.

What precautions should be taken when handling 4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid (CAS: 71675-86-0)?

When handling 4-Amino-5-(ethylsulfanyl)-2-methoxybenzoic acid, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The substance should be handled in a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials. For detailed safety information, refer to the Safety Data Sheet (SDS) and follow all laboratory safety protocols.