4707-49-7 Usage
Description
2,4-Dihydroxy-3-methylbenzoic acid, also known as syringic acid, is a naturally occurring organic compound belonging to the class of hydroxybenzoic acids. It is characterized by the presence of two hydroxyl groups at the 2nd and 4th positions and a methyl group at the 3rd position on a benzene ring. Syringic acid can be found in various plants, particularly in the wood of trees such as Eucalyptus and Acacia, and is also a component of lignin, a complex organic polymer that provides structural support in plants.
Uses
Used in Pharmaceutical Industry:
2,4-Dihydroxy-3-methylbenzoic acid is used as a synthetic intermediate for the production of various pharmaceutical compounds, including Averufin, which is a useful intermediate in the biosynthesis of Aflatoxin B1. Aflatoxins are potent carcinogens produced by certain strains of Aspergillus fungi, and understanding their synthesis can help in developing strategies to combat their harmful effects on human health and agriculture.
Used in Chemical Synthesis:
Syringic acid is also utilized as a building block in the synthesis of various chemical compounds, such as polymers, dyes, and other specialty chemicals. Its versatile structure allows for the formation of a wide range of derivatives with diverse applications in different industries.
Used in Environmental Applications:
Due to its ability to chelate with metal ions, syringic acid can be employed in environmental applications, such as the removal of heavy metals from contaminated water or soil. This property makes it a potential candidate for use in environmental remediation and waste management processes.
Check Digit Verification of cas no
The CAS Registry Mumber 4707-49-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,0 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4707-49:
(6*4)+(5*7)+(4*0)+(3*7)+(2*4)+(1*9)=97
97 % 10 = 7
So 4707-49-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O4/c1-4-6(9)3-2-5(7(4)10)8(11)12/h2-3,9-10H,1H3,(H,11,12)
4707-49-7Relevant articles and documents
Kolbe-Schmitt type reaction under ambient conditions mediated by an organic base
Sadamitsu, Yuta,Okumura, Akira,Saito, Kodai,Yamada, Tohru
supporting information, p. 9837 - 9840 (2019/08/20)
The combined use of an organic base for resorcinols realized a Kolbe-Schmitt type reaction under ambient conditions. When resorcinols (3-hydroxyphenol derivatives) were treated with DBU under a carbon dioxide atmosphere, nucleophilic addition to carbon dioxide proceeded to afford the corresponding salicylic acid derivatives in high yields.
Synthesis of Averufin and its Role in Aflatoxin B1 Biosynthesis
Townsend, Craig A.,Christensen, Siegfried B.,Davis, Steven G.
, p. 839 - 862 (2007/10/02)
Described are two total syntheses of (+/-)-averufin (4) proceeding through a common intermediate and predicated on the efficient introduction of isotopic label(s) at side-chain and nuclear sites for the purpose of biosynthetic investigations of aflatoxin B1 (8).Using these methods, (+/-)--and --averufin, (65) and (68) respectively, and a 1:1 mixture of (+/-)-- and --averufin (71) were prepared and incorporated into aflatoxin B1 using mycelial suspensions of Aspergillus parasiticus (SU-1).In each instance efficient and specific utilization of label was observed in the product by (13)C-n.m.r.spectroscopy, demonstrating the intact incorporation of averufin.When compared with earlier observations of acetate incorporation, a complete correlation of the carbon skeleton from the intermediate anthraquinone stage of the four carbons lost in this overall process were unambiguously identified.In the formation of the dihydrobisfuran, the anthraquinone nucleus migrates to C-2' to branch the linear side-chain of averufin.Deuterium bound at C-1' in averufin is carried to C-13 of aflatoxin.Preparation from (+/-)-averufin (68) of (+/-)--averufin (73) and incorporation of the latter into versiconal acetate (5) demonstrated loss of the terminal two carbons of the averufin side-chain, presumably as acetate, by way of a Baeyer-Villiger-like oxidation.
