6309-46-2

Basic information

• Product Name: 4-(Hydroxymethyl)phenyl acetate
• Synonyms: 4-(Hydroxymethyl)phenyl acetate;Benzyl alcohol, p-hydroxy-, acetate (8CI);4-(Acetyloxy)benzenemethanol;4-Acetoxybenzyl alcohol;Acetic acid 4-hydroxymethylphenyl ester;NSC 42564;p-Acetoxybenzyl alcohol;p-Hydroxymethylphenol acetate
• CAS NO: 6309-46-2
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• Product Categories: Alcohols;Building Blocks;C9;C9 to C10;Chemical Synthesis;Ethers;New Products for Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 6309-46-2.mol
• Article Data: 47

Chemical Properties

• Melting Point: 37-42℃
• Boiling Point: 110℃ (0.001 Torr)
• Flash Point: >110°C
• Appearance: /
• Density: 1.169g/mLat 25℃
• Vapor Pressure: 0.000997mmHg at 25°C
• Refractive Index: n20/D 1.529
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(Hydroxymethyl)phenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Hydroxymethyl)phenyl acetate(6309-46-2)
• EPA Substance Registry System: 4-(Hydroxymethyl)phenyl acetate(6309-46-2)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 6309-46-2(Hazardous Substances Data)

Usage

General Description

4-(Hydroxymethyl)phenyl acetate is a chemical compound characterized by the presence of an acetate functional group and a hydroxymethyl group attached to a phenyl ring. It falls under the category of aromatic esters and phenols. The compound is stable under normal conditions and does not pose any significant risk or danger upon handling. However, it should be stored correctly to ensure its stability over time. It is used in various chemical reactions due to its ability to react with a variety of other substances. Several safety precautions should be taken when handling this compound to prevent any chemical accidents or hazards from occurring.

InChI:InChI=1/C9H10O3/c1-7(11)12-9-4-2-8(6-10)3-5-9/h2-5,10H,6H2,1H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 80767-12-0 4-hydroxybenzyl acetate 
• 126070-20-0 4-((tert-butyldimethylsilyloxy)methyl)phenol 
• 108-05-4 vinyl acetate 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 878-00-2 4-formylphenyl acetate 
• 108-24-7 acetic anhydride 
• 60-29-7 diethyl ether 
• 228106-33-0 4-trityloxymethyl-phenol 
• 228106-32-9 acetic acid 4-trityloxymethyl-phenyl ester 
• 75-36-5 acetyl chloride 
• 52727-95-4 4-acetoxybenzyl bromide 
• 115287-29-1 Acetic acid 4-trimethylsilanyloxymethyl-phenyl ester 

Downstream Products

• 136825-69-9 di(4-acetoxybenzyl) methylphosphonate 
• 171284-20-1 4-acetoxybenzyl N,N,N’,N’-tetraisopropylphosphoramidite 
• 86157-54-2 4-(acetoxy)benzyl chloroformate 
• 228106-19-2 Acetic acid 4-(2,2,2-trichloro-acetimidoyloxymethyl)-phenyl ester 
• 19260-33-4 p-acetoxybenzyl iodide 
• 228106-20-5 Acetic acid 4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-phenyl ester 
• 1346128-57-1 4-((((3-nitropyridin-4-yl)carbamoyl)oxy)methyl)phenyl acetate 
• 1346128-45-7 4-((((3-aminopyridin-4-yl)carbamoyl)oxy)methyl)phenyl acetate 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 878-00-2 4-formylphenyl acetate 
• 39720-27-9 4-acetoxybenzyl chloride 
• 52727-95-4 4-acetoxybenzyl bromide 
• 151239-26-8 4-{[({[4-(acetyloxy)phenyl]methoxy}[bis(propan-2-yl)amino]phosphanyl)oxy]methyl}phenyl acetate 

Relevant articles and documents

Fluorescent labeling of s2T-incorporated DNA and m5s2U-modified RNA

We report herein comprehensive investigations of alkylation/sulfur exchange reactions of sulfur-containing substrates including nucleosides such as s2U, m5s2U, s4U, s2A and s2T-incorporated DNA enable by comprehensive screenings of the reagents (2a–2h). It has been proven that iodoacetamide (2a) displays the most promising feasibility toward sulfur-containing substrates including s2T, s2U, m5s2U, s4U and s2A. In sharp contrast, the alkylation process with S-benzyl methanethiosulfonate (BMTS, 2h) displays the best application potential only for s4U. Based on these results, the fluorescent labeling of s2T-incorporated DNA and m5s2U-modified RNA has been achieved. Supplemental data for this article is available online at https://doi.org/10.1080/15257770.2021.1942044.

Esterase-Responsive Polypeptide Vesicles as Fast-Response and Sustained-Release Nanocompartments for Fibroblast-Exempt Drug Delivery

Enzyme-responsive polypeptide vesicles have attracted considerable attention for precision theranostics because of their biocompatibility, biodegradability, and unique secondary conformation transition triggered by the catalytic actions of enzymes. These promising potentials of polypeptide vesicles could be limited in a drug delivery system by the very slow enzyme diffusion rate into vesicles that could reduce the efficacy of the drug. On the other hand, stimuli-responsive polymeric vesicles that respond to stimuli can undergo microstructure destruction for the burst release of drugs, which would penetrate through the membrane of dead cells and the tumor extracellular matrix, inducing acute toxicity to neighboring cells. Here, we designed amphiphilic PEG-polypeptide copolymers containing esterase-labile carbamate-caged primary amines. It was found that the diblock can self-assemble into vesicular structures. Esterase-triggered self-immolative decaging reactions could quickly release the primary amine moiety of monomers that can undergo an amidation reaction for transition of the bilayer of vesicles from hydrophobic to partially hydrophilic. This esterase-responsive process retains the nanostructure of vesicles but permeabilizes the vesicle membrane, which can afford the sustained release of encapsulating drugs. These esterase-responsive polypeptide vesicles mediate selective cytotoxicity in cancer cells with high esterase expression over normal fibroblasts with low esterase, enabling the potent anticancer chemotherapy with minimized side effects.

Natural Product Evodiamine with Borate Trigger Unit: Discovery of Potent Antitumor Agents against Colon Cancer

In order to improve the antitumor potency of the natural product evodiamine, novel boron-containing evodiamine derivatives were designed by incorporating boronic acid and boronate as trigger units. Boronate derivative 13a could be triggered by reactive oxygen species (ROS) in the HCT116 colon cancer cell line and showed excellent antitumor activity in vitro and in vivo. It induced apoptosis in HCT116 cancer cells in a dose-dependent manner and cell growth arrest at the G2 phase.