3-Nitrocinnamic Acid

Basic Information

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CAS Number

555-68-0

Molecular Formula

C9H7NO4

Molecular Weight

193.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

200-202 °C

Boiling Point

372.1 ℃ at 760 mmHg

Flash Point

166.5℃

Refractive Index

1.5200 (estimate)

SMILES

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

InChI

InChI=1S/C9H7NO4/c11-9(12)5-4-7-2-1-3-8(6-7)10(13)14/h1-6H,(H,11,12)/b5-4+

InChIKey

WWXMVRYHLZMQIG-SNAWJCMRSA-N

LogP

2.21580

Complexity

256

Safety Information

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Hazard Statement

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

N0354
(E)-3-(3-nitrophenyl)acrylicacid
A8033
2-Propenoic acid, 3-(3-nitrophenyl)-, (2E)-
WWXMVRYHLZMQIG-SNAWJCMRSA-
EN300-832857
AC7873
3-nitro-cinnamic acid
3-Nitrobenzenepropenoic acid
Cinnamic acid, m-nitro
J-011266
CCRIS 1667
(2E)-3-(3-nitrophenyl)prop-2-enoic acid
3-nitrocinnamic acid, predominantly trans
(E)-3-(3-Nitrophenyl)-2-propenoic acid
AC-10325
F3284-7995
NSC-5408
AKOS000120318
Z2311573855
SCHEMBL426380
MS-9821
MFCD00007277
InChI=1/C9H7NO4/c11-9(12)5-4-7-2-1-3-8(6-7)10(13)14/h1-6H,(H,11,12)/b5-4+
3-(3-Nitrophenyl)-2-propenoic acid
AMY4024
Cinnamic acid, m-nitro-
BCP21452
(E)-3-(3-nitrophenyl)acrylic acid
UNII-Z5WU65J930
1772-76-5

MDL Number

MFCD00007277

Customs Code

29163900

FAQ

What are the physical and chemical properties of 3-Nitrocinnamic Acid (CAS: 555-68-0)?

3-Nitrocinnamic Acid (CAS: 555-68-0) is a crystalline solid with a molecular weight of approximately 208.09 g/mol. It has a solubility of 2.75 g/100 mL in water and is practically insoluble in ethanol. The compound is moderately reactive, prone to hydrolysis and nitration reactions. It exhibits a melting point of about 221-223°C and a density of 1.59 g/cm³.

How is 3-Nitrocinnamic Acid (CAS: 555-68-0) typically synthesized?

3-Nitrocinnamic Acid can be synthesized through the nitration of cinnamic acid. A common method involves the nitration of cinnamic acid with a mixture of concentrated nitric acid and sulfuric acid. The reaction is carried out under cooling to prevent excessive heating, leading to a yield of around 70-80%. The process requires careful handling due to the strong oxidizing nature of the nitric acid and the heat sensitivity of the intermediate products.

What industries use 3-Nitrocinnamic Acid (CAS: 555-68-0)?

3-Nitrocinnamic Acid (CAS: 555-68-0) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It is also utilized in the polymer industry for its ability to enhance the properties of polymers. Additionally, it finds applications in sensor technology for selective detection of specific molecules. Its unique chemical properties also make it useful in semiconductor manufacturing for etching and other processes.

What precautions should be taken when handling 3-Nitrocinnamic Acid (CAS: 555-68-0)?

When handling 3-Nitrocinnamic Acid (CAS: 555-68-0), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a laboratory coat. Storage should be in a cool, dry place away from incompatible materials such as alkalis and reducing agents. Always use a fume hood during preparation and disposal. In case of spill, avoid contact with skin and eyes. Refer to the Safety Data Sheet (SDS) for detailed emergency response procedures and storage recommendations.