4,4'-Stilbenedicarboxylic Acid

Basic Information

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CAS Number

100-31-2

Molecular Formula

C16H12O4

Molecular Weight

268.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

400-420 °C

Boiling Point

518.5 °C at 760 mmHg

Density

1.3560

Flash Point

518.5 °C at 760 mmHg

SMILES

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C1=CC(=CC=C1C=CC2=CC=C(C=C2)C(=O)O)C(=O)O

InChI

InChI=1S/C16H12O4/c17-15(18)13-7-3-11(4-8-13)1-2-12-5-9-14(10-6-12)16(19)20/h1-10H,(H,17,18)(H,19,20)/b2-1+

InChIKey

SBBQDUFLZGOASY-OWOJBTEDSA-N

LogP

3.253400000000001

Topological Polar Surface Area

74.6 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

336

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

Synonyms & References

English

Benzoic acid, 4,4'-(1E)-1,2-ethenediylbis-
AKOS015840496
4,4'-(1,2-Ethenediyl)bisbenzoic acid
133005-88-6
Benzoic acid,4'-(1,2-ethenediyl)bis-
NS00041318
SCHEMBL69166
Benzoic acid, 4,4'-(1,2-ethenediyl)bis-
METHYL2-(METHYLSULFINYL)BENZENECARBOXYLATE
CS-W012407
W-108969
4,4-Stilbenedicarboxylic Acid
AS-10982
4-[(1E)-2-(4-carboxyphenyl)ethenyl]benzoic acid
Biphenylethene-4,4'-dicarboxylic acid
Stilbene-4,4'-dicarboxylic acid
CIS-STILBENE-4,4'-DICARBOXYLIC ACID
A800096
NSC-40932
4,4'-(Ethene-1,2-diyl)dibenzoic acid
MFCD00013994
NSC40932
AKOS025311130
4,4'-Stilbenedicarboxylic acid, 98%
(Z)-4,4'-(Ethene-1,2-diyl)dibenzoic acid
EINECS 202-838-4
Benzoic acid, 4,4'-(1,2-ethanediyl)bis-
4-[(E)-2-(4-carboxyphenyl)ethenyl]benzoic acid
TS-00878
SCHEMBL69167
D73204

MDL Number

MFCD00013994

Customs Code

2917399090

FAQ

What are the physical and chemical properties of 4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2)?

4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2) is a white crystalline solid with a high melting point of 233-235°C. It has a molecular weight of approximately 246.17 g/mol and is slightly soluble in water. It exhibits moderate reactivity, particularly in ester formation and coupling reactions.

How is 4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2) typically synthesized?

4,4'-Stilbenedicarboxylic Acid is commonly synthesized through a multistep process involving the coupling of 1,3-dibromostilbene with phthalic anhydride in the presence of a Lewis acid catalyst, such as aluminum chloride, followed by hydrolysis to obtain the acid. The reaction is typically carried out in a solvent like dichloromethane, with good selectivity and high yield.

What industries use 4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2)?

4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2) finds application in various industries, including pharmaceuticals for the synthesis of organic intermediates, polymers for plasticizers and stabilizers, sensors for chemical detection, and semiconductors for organic electronics due to its unique electrochemical properties.

What precautions should be taken when handling 4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2)?

Proper protective equipment, such as gloves, safety goggles, and lab coats, should be worn when handling 4,4'-Stilbenedicarboxylic Acid (CAS: 100-31-2). Work should be conducted in a well-ventilated area or fume hood to avoid inhalation. In the case of a spill, neutralize the acid with a base and dispose of the mixture according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.