35354-29-1

Basic information

• Product Name: 3,5-DIACETOXYBENZOIC ACID
• Synonyms: 3,5-DIACETOXYBENZOIC ACID;3,5-Diacethoxybenzoicacid;3,5-Bis(acetyloxy)benzoic acid
• CAS NO: 35354-29-1
• Molecular Formula: C₁₁H₁₀O₆
• Molecular Weight: 238.19
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;Building Blocks for Dendrimers;Functional Materials
• Mol File: 35354-29-1.mol
• Article Data: 25

Chemical Properties

• Melting Point: 158-160°C
• Boiling Point: 408.4 °C at 760 mmHg
• Flash Point: 160.408 °C
• Appearance: /
• Density: 1.344 g/cm³
• Vapor Pressure: 2.1E-07mmHg at 25°C
• Refractive Index: 1.543
• BRN: 2741728
• CAS DataBase Reference: 3,5-DIACETOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIACETOXYBENZOIC ACID(35354-29-1)
• EPA Substance Registry System: 3,5-DIACETOXYBENZOIC ACID(35354-29-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-60-37
• Hazardous Substances Data: 35354-29-1(Hazardous Substances Data)

Usage

General Description

3,5-DIACETOXYBENZOIC ACID is a chemical compound that belongs to the class of benzoic acids. It is commonly used as an intermediate in the production of various pharmaceuticals and agrochemicals. The compound is synthesized through the acetylation of 3,5-dihydroxybenzoic acid, and it is known for its anti-inflammatory properties. 3,5-DIACETOXYBENZOIC ACID also has potential applications as a building block in the development of new drugs, particularly for the treatment of conditions such as cancer and diabetes. Additionally, it is used in the preparation of esters and amides, and in the synthesis of natural products and organic compounds. Overall, 3,5-DIACETOXYBENZOIC ACID is a versatile chemical with diverse uses in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C11H10O6/c1-6(12)16-9-3-8(11(14)15)4-10(5-9)17-7(2)13/h3-5H,1-2H3,(H,14,15)

Upstream product

• 861446-17-5 3,5-bis(methoxymethoxy)benzoic chloride 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 1008775-29-8 5-[({4-[3-(2-cyclohexylethoxy)benzoyl]piperazin-1-yl}carbonyl)amino]-1,3-phenylene diacetate 
• 1008764-10-0 4-[3-(2-cyclohexylethoxy)benzoyl]-N-(3,5-dihydroxyphenyl)piperazine-1-carboxamide 
• 37394-31-3 (-)-Terbutaline 
• 1301768-67-1 2-methylphenyl 3,5-diacetoxybenzoate 
• 1276042-77-3 2-(3,5-diacetoxyphenyl)benzofuran 
• 1276042-71-7 (2-(3,5-diacetoxybenzoyloxy)benzyl)triphenylphosphonium bromide 
• 1301768-69-3 2-(bromomethyl)phenyl 3,5-diacetoxybenzoate 
• 1005738-28-2 C₁₂H₁₂O₈S 
• 57179-37-0 3,5-diacetoxybenzaldehyde 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 139895-12-8 meso-mono<α-o-(3,5-diacetylbenzenecarboxamido)phenyl>tris(α,α,α-o-pivalamidophenyl)porphyrin 
• 218923-60-5 2'-deoxy-2'-(3,5-diacetoxybenzamido)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine 
• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 42206-94-0 triacetyl-trans-resveratrol 

Relevant articles and documents

Polyhydroxybenzoic acid derivatives as potential new antimalarial agents

With more than 200 million cases and 400,000 related deaths, malaria remains one of the deadliest infectious diseases of 2021. Unfortunately, despite the availability of efficient treatments, we have observed an increase in people infected with malaria since 2015 (from 211 million in 2015 to 229 million in 2019). This trend could partially be due to the development of resistance to all the current drugs. Therefore, there is an urgent need for new alternatives. We have, thus, selected common natural scaffolds, polyhydroxybenzoic acids, and synthesized a library of derivatives to better understand the structure–activity relationships explaining their antiplasmodial effect. Only gallic acid derivatives showed a noticeable potential for further developments. Indeed, they showed a selective inhibitory effect on Plasmodium (IC50 ~20 μM, SI > 5) often associated with interesting water solubility. Moreover, this has confirmed the critical importance of free phenolic functions (pyrogallol moiety) for the antimalarial effect. Methyl 4-benzoxy-3,5-dihydroxybenzoate (39) has, for the first time, been recognized as a potential lead for future research because of its marked inhibitory activity against Plasmodium falciparum and its significant hydrosolubility (3.72 mM).

Preparation method of 3,5-dihydroxybenzyl alcohol

The invention relates to a preparation method of a medical and chemical intermediate 3,5-dihydroxybenzyl alcohol. The method comprises the following steps of: with commercially available 3,5-dihydroxy-benzoic acid as a raw material, preparing 3,5-diacetoxybenzoic acid through an acetylation reaction; reducing carboxyl into alcohol by a sodium borohydride/iodine borohydride system; and finally, performing acetyl de-protection using a weak base solution to obtain the target product 3,5-dihydroxybenzyl alcohol. The synthesis path has the characteristics of cheap and easily available reagent, mild reaction conditions, easiness in operation, easiness in product separation, relatively high yield and the like.

Bimolecular catalysis and turnover from a macromolecular host system

The synthesis of a globular macromolecule and its application as a bimolecular catalyst are reported. The macromolecular structure supports (at least) two zinc-metalated porphyrin units, each capable of binding a single reactant. The proximity of the two