CAS 2134-90-9

6,6′-Dihydroxy-5,5′-dimethoxy[1,1′-biphenyl]-3,3′-dicarboxylic acid

Description:

6,6′-Dihydroxy-5,5′-dimethoxy[1,1′-biphenyl]-3,3′-dicarboxylic acid, with CAS number 2134-90-9, is an organic compound characterized by its biphenyl structure, which features two aromatic rings connected by a single bond. This compound contains two hydroxyl (-OH) groups and two methoxy (-OCH₃) groups, contributing to its solubility and reactivity. The presence of two carboxylic acid (-COOH) groups enhances its acidity and potential for forming salts or esters. Its molecular structure allows for various intermolecular interactions, including hydrogen bonding, which can influence its physical properties such as melting point and solubility in different solvents. This compound may be utilized in various applications, including as a building block in organic synthesis, in the development of dyes, or in materials science due to its unique chemical properties. Additionally, its structural features may impart biological activity, making it of interest in pharmaceutical research.

Formula: C₁₆H₁₄O₈

InChI: InChI=1S/C16H14O8/c1-23-11-5-7(15(19)20)3-9(13(11)17)10-4-8(16(21)22)6-12(24-2)14(10)18/h3-6,17-18H,1-2H3,(H,19,20)(H,21,22)

InChI key: InChIKey=QGCWGSXMGCSFDM-UHFFFAOYSA-N

SMILES: OC1=C(C=C(C(O)=O)C=C1OC)C2=C(O)C(OC)=CC(C(O)=O)=C2

Synonyms:

• 3,3′-Biphenyldicarboxylic acid, 6,6′-dihydroxy-5,5′-dimethoxy-
• 6,6′-Dihydroxy-5,5′-dimethoxy[1,1′-biphenyl]-3,3′-dicarboxylic acid
• 5,5′-Bivanillic acid
• Dehydrodivanillic acid
• [1,1′-Biphenyl]-3,3′-dicarboxylic acid, 6,6′-dihydroxy-5,5′-dimethoxy-

5,5'-Dehydrodivanillate

CAS: 2134-90-9

5,5'-Dehydrodivanillate is an intermediate in the biosynthesis of vanillin from 5-carboxyvanillic acid. It is produced by the enzyme dehydrodivanillate synthase and converted to vanillin by the enzyme dehydrodivanillate reductase. The conversion of 5,5'-dehydrodivanillate to vanillin is an example of a radical coupling reaction. In plant cells, this intermediate is found in the cytoplasm and vacuoles. The uptake of 5,5'-dehydrodivanillate into plant cells has been shown to be facilitated by a transporter gene that is regulated by the presence of biphenyl or fatty acids. This function may be related to its role as an alternative substrate for olefin biosynthesis in plants. The dry weight of plant cells grown on 5,5'-dehydrodivanillate was shown to be greater than cells grown on other carbon sources

Formula: C₁₆H₁₄O₈

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 334.28 g/mol

Ref: 3D-FD71496

6,6′-dihydroxy-5,5′-dimethoxybiphenyl-3,3′-dicarboxylic acid

CAS: 2134-90-9

Formula: C₁₆H₁₄O₈

Color and Shape: Solid

Molecular weight: 334.28

Ref: 10-F375175