3897-89-0

Basic information

• Product Name: 3,4-DIHYDROXYBENZYL ALCOHOL
• Synonyms: RARECHEM AL BD 0069;3,4-DIHYDROXYBENZYL ALCOHOL;ALPHA,3,4-TRIHYDROXYTOLUENE;4-HYDROXYMETHYLPYROCATECHOL;Dihydroxybenzylalcohol;3,4-DIHYDROXYBENZYL ALCOHOL 96+%;4-(Hydroxymethyl)catechol;4-Hydroxymethyl-1,2-benzenediol
• CAS NO: 3897-89-0
• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.14
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohol
• Mol File: 3897-89-0.mol
• Article Data: 24

Chemical Properties

• Melting Point: 117°C
• Boiling Point: 362.8 °C at 760 mmHg
• Flash Point: 190.3 °C
• Appearance: /
• Density: 1.4 g/cm³
• Storage Temp.: <0°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.58±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3,4-DIHYDROXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDROXYBENZYL ALCOHOL(3897-89-0)
• EPA Substance Registry System: 3,4-DIHYDROXYBENZYL ALCOHOL(3897-89-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 3897-89-0(Hazardous Substances Data)

Usage

General Description

3,4-Dihydroxybenzyl alcohol, also known as Protocatechuic alcohol, is a simple organic compound classified under the phenylpropanoid family. It's a naturally occurring compound found in several plant species and commonly used in traditional medicine due to its broad range of beneficial pharmacological activities. The compound exhibits antioxidant, anti-inflammatory, anticancer, antidiabetic, and neuroprotective properties. It is also used in various industrial applications, including the production of polymers, dyes, and fragrances. The alcohol and two hydroxyl groups attached to the benzene ring of the molecule contribute to its chemical reactivity and biological activities.

Upstream product

• 99-50-3 3,4-Dihydroxybenzoic acid 
• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 4383-06-6 3-hydroxy-4-methoxybenzyl alcohol 
• 331-39-5 caffeic acid 
• 775-01-9 3,4-dihydroxymandelic acid 
• 102-32-9 3,4-dihydroxyphenylacetate 
• 620-92-8 bis-(4-hydroxyphenyl)methane 
• 120-57-0 piperonal 
• 113118-24-4 acetic acid 2-acetoxy-4-hydroxymethyl-phenyl ester 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 
• 1699-58-7 3,4-bis(benzyloxy)benzyl alcohol 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 4009-81-8 4-[bis-(2-hydroxy-ethyl)-amino]-[1,2]benzoquinone 
• 73008-34-1 2,(3,4-dihydroxyphenyl)-1H-benzo[d]imidazole 
• 4383-06-6 3-hydroxy-4-methoxybenzyl alcohol 
• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 3943-89-3 Ethyl protocatechuate 
• 1633353-53-3 4-(((tert-butyldimethylsilyl)oxy)methyl)benzene-1,2-diol 
• 68292-30-8 C₉H₁₀O₄ 
• 90944-19-7 4-[Bis-(2-chloro-ethyl)-amino]-benzene-1,2-diol 
• 802830-84-8 4-[Bis-(2-hydroxy-ethyl)-amino]-benzene-1,2-diol 

Relevant articles and documents

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Preparation of artificial urushi via an environmentally benign process

"Artificial urushi" has been developed by laccase-catalyzed curing of new urushiol analogues. The analogues were designed and conveniently synthesized by regioselective acylation of phenol derivatives having a primary alcohol with unsaturated fatty acids using lipase as catalyst. The curing of the catechol derivative having a linolenoyl group proceeded in the presence of acetone powder from Chinese urushi, yielding the crosslinked film ("artificial urushi") with high hardness and gloss surface, which are comparable with those of natural urushi coating. The analogues obtained from vanillyl alcohol were also cured. FT-IR monitoring of the curing showed that the crosslinking mechanism was similar to that of the natural urushi. The curing of the urushiol analogues in the presence of starch-urea phosphate took place to give the artificial urushi consisting exclusively of synthetic compounds.

Biocatalytic Methyl Ether Cleavage: Characterization of the Corrinoid-Dependent Methyl Transfer System from Desulfitobacterium hafniense

The ether functionality represents a very common motif in organic chemistry and especially the methyl ether is commonly found in natural products. Its formation and cleavage can be achieved via countless chemical procedures. Nevertheless, since in particular the cleavage often involves harsh reaction conditions, milder alternatives are highly demanded. Very recently, we have reported on a biocatalytic shuttle catalysis concept for reversible cleavage and formation of phenolic O-methyl ethers employing a corrinoid-dependent methyl transferase system from the anaerobic organism Desulfitobacterium hafniense. Here we report the technical study of this system, focusing on the demethylation of guaiacol as model reaction. The optimal buffer-, pH-, temperature- and cofactor-preferences were determined as well as the influence of organic co-solvents. Beside methyl cobalamin also hydroxocobalamin turned out to be a suitable cofactor species, although the latter required activation. Various O-methyl phenyl ethers were successfully demethylated with conversions up to 82% at 10 mM substrate concentration. (Figure presented.).

Temperature-Directed Biocatalysis for the Sustainable Production of Aromatic Aldehydes or Alcohols

The biosynthesis of aromatic aldehydes and alcohols from renewable resources is currently receiving considerable attention because of an increase in demand, finite fossil resources, and growing environmental concerns. Here, a temperature-directed whole-cell catalyst was developed by using two novel enzymes from a thermophilic actinomycete. Ferulic acid, a model lignin derivative, was efficiently converted into vanillyl alcohol at a reaction temperature at 30 °C. However, when the temperature was increased to 50 °C, ferulic acid was mainly converted into vanillin with a productivity of 1.1 g L?1 h?1. This is due to the fact that the redundant endogenous alcohol dehydrogenases (ADHs) are not active at this temperature while the functional enzymes from the thermophilic strain remain active. As the biocatalyst could convert many other renewable cinnamic acid derivatives into their corresponding aromatic aldehydes/alcohols, this novel strategy may be extended to generate a vast array of valuable aldehydes or alcohols.