4-Ethoxy-3-nitrobenzoic acid

Basic Information

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CAS Number

59719-77-6

Molecular Formula

C9H9NO5

Molecular Weight

211.17 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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CCOC1=C(C=C(C=C1)C(=O)O)[N+](=O)[O-]

InChI

InChI=1S/C9H9NO5/c1-2-15-8-4-3-6(9(11)12)5-7(8)10(13)14/h3-5H,2H2,1H3,(H,11,12)

InChIKey

GZHXYRWGRKIXEJ-UHFFFAOYSA-N

LogP

2.21490

Complexity

249

Synonyms & References

English

4-ethoxy-3-nitrobenzoic acid
Oprea1_363952
EU-0004612
4-Ethoxy-3-nitrobenzoicacid
VS-07449
MFCD01143607
A832435
SR-01000430165
SCHEMBL1402203
AKOS000263338
BB 0244150
Z57982191
Oprea1_585685
FT-0701595
4-Ethoxy-3-nitro-benzoic acid
GZHXYRWGRKIXEJ-UHFFFAOYSA-N
CS-0224748
AE-641/00391045
SR-01000430165-1
59719-77-6
3-nitro-4-ethoxy benzoic acid
DTXSID90350445
EN300-12068
4-Ethoxy-3-nitrobenzoic acid
4-Aethoxy-3-nitro-benzoesaeure

MDL Number

MFCD01143607

Customs Code

2918990090

FAQ

What are the physical and chemical properties of 4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6)?

4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6) is a crystalline solid at room temperature with a molecular weight of approximately 222.18 g/mol. It has a high solubility in organic solvents like ethanol and acetone, but is only slightly soluble in water. This compound is moderately reactive, particularly towards nucleophilic substitution and reduction reactions. It has a pKa value of around 4, indicating it is a weak acid.

How is 4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6) typically synthesized?

4-Ethoxy-3-nitrobenzoic acid can be synthesized by the nitration of 4-ethoxybenzoic acid followed by hydrolysis. Commonly, this involves reacting 4-ethoxybenzoic acid with a nitration mixture of concentrated sulfuric acid and fuming nitric acid. The reaction is typically carried out in an ice bath to control the temperature, and the yield can be up to 75%. This process requires strict monitoring to ensure selectivity and safety.

What industries use 4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6)?

4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6) finds applications in the pharmaceutical industry, where it serves as a precursor for the synthesis of various medicinal compounds. It is also used in the production of organic sensors and in the synthesis of certain polymer materials. Additionally, it may be employed in the semiconductor industry for specific chemical processes.

What precautions should be taken when handling 4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6)?

When handling 4-Ethoxy-3-nitrobenzoic acid (CAS: 59719-77-6), safety goggles, laboratory coat, and gloves are essential. Work should be conducted in a well-ventilated area or a fume hood due to its potential volatility. Spills should be handled with appropriate absorbent materials and disposed of according to chemical waste protocols. Always consult the Safety Data Sheet (SDS) for detailed information on handling and disposal.