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4-(Hydroxymethyl)phenyl acetate is a chemical compound that features an acetate functional group and a hydroxymethyl group attached to a phenyl ring. It is classified as an aromatic ester and a phenol. 4-(Hydroxymethyl)phenyl acetate is stable under normal conditions, ensuring safe handling without significant risk or danger. However, proper storage is essential for maintaining its stability over time.

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  • 6309-46-2 Structure
  • Basic information

    1. Product Name: 4-(Hydroxymethyl)phenyl acetate
    2. 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
    3. CAS NO:6309-46-2
    4. Molecular Formula: C9H10O3
    5. Molecular Weight: 166.1739
    6. EINECS: N/A
    7. Product Categories: Alcohols;Building Blocks;C9;C9 to C10;Chemical Synthesis;Ethers;New Products for Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
    8. Mol File: 6309-46-2.mol
  • Chemical Properties

    1. Melting Point: 37-42℃
    2. Boiling Point: 110℃ (0.001 Torr)
    3. Flash Point: >110°C
    4. Appearance: /
    5. Density: 1.169g/mLat 25℃
    6. Vapor Pressure: 0.000997mmHg at 25°C
    7. Refractive Index: n20/D 1.529
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-(Hydroxymethyl)phenyl acetate(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-(Hydroxymethyl)phenyl acetate(6309-46-2)
    12. EPA Substance Registry System: 4-(Hydroxymethyl)phenyl acetate(6309-46-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 43
    3. Safety Statements: 36/37
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6309-46-2(Hazardous Substances Data)

6309-46-2 Usage

Uses

Used in Chemical Reactions:
4-(Hydroxymethyl)phenyl acetate is used as a reactant in various chemical reactions due to its reactivity with a range of other substances. Its versatility in chemical processes makes it a valuable compound for synthesizing different products.
Used in Pharmaceutical Industry:
4-(Hydroxymethyl)phenyl acetate is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, contributing to advancements in medicine.
Used in Flavor and Fragrance Industry:
4-(Hydroxymethyl)phenyl acetate is used as a flavoring agent and a fragrance ingredient. Its aromatic properties make it suitable for enhancing the scent and taste of various consumer products, such as perfumes, cosmetics, and food items.
Used in Research and Development:
4-(Hydroxymethyl)phenyl acetate is used as a research compound in academic and industrial settings. Its unique chemical properties provide opportunities for studying its behavior in different reactions and exploring its potential applications in various fields.
Safety Precautions:
When handling 4-(Hydroxymethyl)phenyl acetate, it is crucial to follow safety protocols to prevent chemical accidents or hazards. Proper storage, handling, and disposal methods should be adhered to, ensuring the safety of both the compound and those who work with it.

Check Digit Verification of cas no

The CAS Registry Mumber 6309-46-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,0 and 9 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6309-46:
(6*6)+(5*3)+(4*0)+(3*9)+(2*4)+(1*6)=92
92 % 10 = 2
So 6309-46-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O3/c1-7(11)12-9-4-2-8(6-10)3-5-9/h2-5,10H,6H2,1H3

6309-46-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name [4-(hydroxymethyl)phenyl] acetate

1.2 Other means of identification

Product number -
Other names p-Acetoxybenzyl alcohol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6309-46-2 SDS

6309-46-2Relevant articles and documents

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

Yu, Ping,Zhou, Honglin,Li, Yuanyuan,Du, Zhifeng,Wang, Rui

, p. 754 - 766 (2021/07/06)

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.

Design, synthesis, and biological evaluation of dual targeting inhibitors of histone deacetylase 6/8 and bromodomain BRPF1

Erdmann, Frank,Günther, Stefan,Ghazy, Ehab,Hügle, Martin,Herp, Daniel,Jung, Manfred,Morales, Elizabeth R.,Robaa, Dina,Romier, Christophe,Schmidt, Matthias,Schmidtkunz, Karin,Sippl, Wolfgang,Zeyen, Patrik

supporting information, (2020/06/03)

Histone modifying proteins, specifically histone deacetylases (HDACs) and bromodomains, have emerged as novel promising targets for anticancer therapy. In the current work, based on available crystal structures and docking studies, we designed dual inhibitors of both HDAC6/8 and the bromodomain and PHD finger containing protein 1 (BRPF1). Biochemical and biophysical tests showed that compounds 23a,b and 37 are nanomolar inhibitors of both target proteins. Detailed structure-activity relationships were deduced for the synthesized inhibitors which were supported by extensive docking and molecular dynamics studies. Cellular testing in acute myeloid leukemia (AML) cells showed only a weak effect, most probably because of the poor permeability of the inhibitors. We also aimed to analyse the target engagement and the cellular activity of the novel inhibitors by determining the protein acetylation levels in cells by western blotting (tubulin vs histone acetylation), and by assessing their effects on various cancer cell lines.

A fluorogenic probe using a catalytic reaction for the detection of trace intracellular zinc

Takashima, Ippei,Inoue, Yohei,Matsumoto, Nobuyuki,Takagi, Akira,Okuda, Kensuke

supporting information, p. 13327 - 13330 (2020/11/10)

Labile zinc plays various roles in cells at low concentrations which most fluorescent probes are not able to detect. Here we report a cephem-based probe which coordinates to zinc and zinc-bound water cleaves the scaffold and releases the fluorophore. In addition, the zinc is recycled and reacts with multiple probes, amplifying the signal. This signal amplification system is useful for the detection of intracellular zinc at low concentrations and has potential for further development of probes with a similar molecular design. This journal is

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

Li, Xinglin,Wu, Shanchao,Dong, Guoqiang,Chen, Shuqiang,Ma, Zonglin,Liu, Dan,Sheng, Chunquan

supporting information, p. 439 - 444 (2020/03/16)

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.

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

Duan, Weihua,Ji, Sifan,Guan, Yu,Mu, Xueluer,Fang, Sha,Lu, Yingxi,Zhou, Xianfeng,Sun, Jing,Li, Zhibo

, p. 5093 - 5103 (2020/12/02)

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.

Esterase-Triggered Self-Immolative Thiocarbamates Provide Insights into COS Cytotoxicity

Levinn, Carolyn M.,Steiger, Andrea K.,Pluth, Michael D.

, (2019/01/25)

Hydrogen sulfide (H2S) is an important gasotransmitter and biomolecule, and many synthetic small-molecule H2S donors have been developed for H2S-related research. One important class of triggerable H2S donors is

Preparation method for synthesis of phenolic ester through thiocarboxylic acid mediated visible light catalyzed phenol acylation reaction

-

Paragraph 0079; 0080; 0106; 0107; 0108, (2018/07/30)

The invention discloses a preparation method for synthesis of phenolic ester through a thiocarboxylic acid mediated visible light catalyzed phenol acylation reaction. Thiocarboxylic acid compounds andphenol compounds are subjected to a site specific reaction under certain conditions to produce phenolic ester compounds, wherein the certain conditions are as follows: under the conditions of normaltemperature, normal pressure and visible light, K2CO3 is used as an alkaline catalyst, terpyridyl ruthenium dichloride hexahydrate is used as a photosensitizer and acetonitrile is used as a reaction solvent. Synthesis of phenolic ester under catalysis of visible light is realized, thiocarboxylic acid is used as an acylation reagent, and the site specific phenol esterification reaction is realizedefficiently under mild conditions of normal temperature, normal pressure and visible light. The method has mild reaction conditions, large substrate functional group tolerance, high applicability andhigh yield, and an efficient, reliable and economical preparation method is provided for synthesis of phenolic ester.

3, 5-disubstituted hydantoin compound as well as preparation method and application thereof

-

Paragraph 0042; 0073; 0074; 0077; 0078, (2018/10/19)

The invention provides a 3, 5-disubstituted hydantoin compound as well as a preparation method and an application thereof. The structure of the compound is shown in formula I in the description. The application of the 3, 5-disubstituted hydantoin compound shown in the formula I or solvates, hydrates or salts of the compound in preparation of medicines for treating Alzheimer's disease, vascular dementia and other dementia diseases with memory impairment also belongs to the protection scope. Animal experiments prove that the compound has the effect of saving memory of animal models, has high safety, does not have mutagenicity, can stay in blood for several hours after oral administration and intravenous injection, and can enter the brain.

4-oxo-alkylated tetramic acid compounds and preparation method thereof

-

Paragraph 0100; 0101, (2017/12/09)

The invention relates to novel compounds and a preparation method thereof. The general structural formula is shown as formula I in the description. Animal experiments prove that the compounds have the effect of saving memories of animal models, are high in safety, have no mutagenicity, can remain in blood for hours after oral administration and intravenous injection, can enter brains and can be used for preparing drugs for treating diseases such as Alzihemer's disease, Parkinson's disease, Huntington's disease, vascular dementia, schizophrenia, autism and the like.

The synthesis and antistaphylococcal activity of 9, 13-disubstituted berberine derivatives

Wang, Jing,Yang, Teng,Chen, Huang,Xu, Yun-Nan,Yu, Li-Fang,Liu, Ting,Tang, Jie,Yi, Zhengfang,Yang, Cai-Guang,Xue, Wei,Yang, Fan

, p. 424 - 433 (2017/01/17)

A series of novel 9, 13-disubstituted berberine derivatives have been synthesized and evaluated for the antibacterial activities against Staphylococcus aureus, including Newman strain and multidrug-resistant strains (NRS-1, NRS-70, NRS-100, NRS-108, and NRS-271). Compound 20 shows the most potent activity against the growth of Newman strain, with a MIC value of 0.78?μg/mL, which is comparable with the positive control vancomycin. In addition, compound 20, 21, and 33 are highly antistaphylococcal active against five strains of multidrug-resistant S.?aureus, with MIC values of 0.78–1.56?μg/mL. Of note, theses antibacterial active compounds have no obvious toxicity to the viability of human fibroblast (HAF) cells at the MIC concentration.

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