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Benzaldehyde,4-(1,3-dioxolan-2-yl)-, also known as p-dioxane benzaldehyde, is a colorless liquid chemical compound with the molecular formula C9H10O2. It possesses a characteristic almond-like odor and is commonly used as a flavoring agent and fragrance in the food and cosmetic industries. This versatile building block is also utilized in the synthesis of various organic compounds, as well as in the production of pharmaceuticals, dyes, and perfumes. Its ability to react with a wide range of reagents makes it an important intermediate in organic synthesis. However, it should be handled with caution due to its toxicity if ingested or inhaled, and its potential to cause skin and eye irritation.

40681-88-7

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40681-88-7 Usage

Uses

Used in Flavoring and Fragrance Industry:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used as a flavoring agent for its almond-like odor, adding a distinct taste and aroma to various food products.
Used in Cosmetic Industry:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used as a fragrance in the cosmetic industry, providing a pleasant scent to various cosmetic products.
Used in Pharmaceutical Industry:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used as a building block in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs.
Used in Dye Industry:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used in the production of dyes, playing a crucial role in the creation of various colorants for different applications.
Used in Perfume Industry:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used in the formulation of perfumes, enhancing the scent profile and providing a unique olfactory experience.
Used in Organic Synthesis:
Benzaldehyde,4-(1,3-dioxolan-2-yl)is used as an important intermediate in organic synthesis, enabling the creation of a wide range of organic compounds due to its reactivity with various reagents.

Check Digit Verification of cas no

The CAS Registry Mumber 40681-88-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,6,8 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 40681-88:
(7*4)+(6*0)+(5*6)+(4*8)+(3*1)+(2*8)+(1*8)=117
117 % 10 = 7
So 40681-88-7 is a valid CAS Registry Number.

40681-88-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(1,3-Dioxolan-2-yl)benzaldehyde

1.2 Other means of identification

Product number -
Other names 4-(1,3-dioxolane-2-yl)benzaldehyde

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:40681-88-7 SDS

40681-88-7Relevant academic research and scientific papers

Simultaneous extraction and controlled chemical functionalization of hardwood lignin for improved phenolation

Bertella, Stefania,Luterbacher, Jeremy S.

, p. 3459 - 3467 (2021)

Lignin is a promising candidate for the replacement of fossil-based materials, due to its natural abundance and aromatic structure. This same structure poses major challenges to lignin's exploitation for material development. The harsh conditions generall

Ligand-Directed Approach to Activity-Based Sensing: Developing Palladacycle Fluorescent Probes That Enable Endogenous Carbon Monoxide Detection

Brewer, Thomas F.,Bruemmer, Kevin J.,Chang, Christopher J.,H?fler, Denis,Jurss, Jonah W.,Michel, Brian W.,Morstein, Johannes,Rezgui, Samir P.,Saitoe, Minoru,Ueno, Kohei,Walvoord, Ryan R.

, p. 15917 - 15930 (2020/10/02)

Carbon monoxide (CO) is an emerging gasotransmitter and reactive carbon species with broad anti-inflammatory, cytoprotective, and neurotransmitter functions along with therapeutic potential for the treatment of cardiovascular diseases. The study of CO chemistry in biology and medicine relative to other prominent gasotransmitters such as NO and H2S remains challenging, in large part due to limitations in available tools for the direct visualization of this transient and freely diffusing small molecule in complex living systems. Here we report a ligand-directed activity-based sensing (ABS) approach to CO detection through palladium-mediated carbonylation chemistry. Specifically, the design and synthesis of a series of ABS probes with systematic alterations in the palladium-ligand environment (e.g., sp3-S, sp3-N, sp2-N) establish structure-activity relationships for palladacycles to confer selective reactivity with CO under physiological conditions. These fundamental studies led to the development of an optimized probe, termed Carbon Monoxide Probe-3 Ester Pyridine (COP-3E-Py), which enables imaging of CO release in live cell and brain settings, including monitoring of endogenous CO production that triggers presynaptic dopamine release in fly brains. This work provides a unique tool for studying CO in living systems and establishes the utility of a synthetic methods approach to activity-based sensing using principles of organometallic chemistry.

Aerobic Photooxidative Synthesis of β-Alkoxy Monohydroperoxides Using an Organo Photoredox Catalyst Controlled by a Base

Asano, Yuya,Nagasawa, Yoshitomo,Yamaguchi, Eiji,Itoh, Akichika

, p. 409 - 412 (2018/02/21)

Transition-metal-free synthesis of β-alkoxy monohydroperoxides via aerobic photooxidation using an acridinium photocatalyst was developed. This method enables the synthesis of some novel hydroperoxides. The peroxide source is molecular oxygen, which is cost-effective and atomically efficient. Magnesium oxide plays an important role as a base in the catalytic system.

Synthetic utility of iodic acid in the oxidation of benzylic alcohols to aromatic aldehydes and ketones

Imai, Sho,Togo, Hideo

, p. 6948 - 6954 (2016/10/13)

Various primary and secondary benzylic alcohols were efficiently oxidized to aromatic aldehydes and aromatic ketones with iodic acid in DMF at 60?°C for 2?h and with iodic acid in the presence of TEMPO (5?mol?%) in DMF at room temperature, respectively. The former method was effective for the oxidation of sterically hindered alcohols at 60?°C and the latter method was effective for the oxidation of less sterically hindered alcohols at room temperature.

Oxidation of alcohols to aldehydes or ketones with 1-acetoxy-1,2- benziodoxole-3(1H)-one derivatives

Iinuma, Masataka,Moriyama, Katsuhiko,Togo, Hideo

, p. 772 - 780 (2014/03/21)

Various benzylic and aliphatic alcohols were smoothly oxidized to the corresponding aromatic aldehydes and ketones as well as aliphatic ketones by treatment with 1-acetoxy-5-nitro-1,2-benziodoxole-3(1H)-one (ANBX), 1-acetoxy-5-bromo-1,2-benziodoxole-3(1H)-one (ABBX), 1-acetoxy-5-chloro-1,2- benziodoxole-3(1H)-one (ACBX), and 1-acetoxy-5-fluoro-1,2-benziodoxole-3(1H)-one (AFBX). These new tri-valent iodine compounds were prepared from 5-substituted 2-iodobenzoic acids and meta-chloroperoxybenzoic acid (m-CPBA). ANBX and ABBX were the most effective reagents for this oxidation of alcohols, and this present reaction is very attractive because of the ease of product isolation and the reusability of the reagents.

Oxidation of Alcohols to Aldehydes or Ketones with 1-Acetoxy-1,2-benziodoxole-3(1H)-one Derivatives

Iinuma, Masataka,Moriyama, Katsuhiko,Togo, Hideo

, p. 772 - 780 (2015/10/05)

Various benzylic and aliphatic alcohols were smoothly oxidized to the corresponding aromatic aldehydes and ketones as well as aliphatic ketones by treatment with 1-acetoxy-5-nitro-1,2-benziodoxole-3(1H)-one (ANBX), 1-acetoxy-5-bromo-1,2-benziodoxole-3(1H)-one (ABBX), 1-acetoxy-5-chloro-1,2-benziodoxole-3(1H)-one (ACBX), and 1-acetoxy-5-fluoro-1,2-benziodoxole-3(1H)-one (AFBX). These new trivalent iodine compounds were prepared from 5-substituted 2-iodobenzoic acids and meta-chloroperoxybenzoic acid (m-CPBA). ANBX and ABBX were the most effective reagents for this oxidation of alcohols, and this present reaction is very attractive because of the ease of product isolation and the reusability of the reagents.

BODIPY modified silica coated magnetite nanoparticles as fluorescent hybrid material for Cu (II) detection in aqueous medium

Isaad, Jalal,El Achari, Ahmida

, p. 878 - 886 (2013/09/12)

A novel ratiometric fluorescent sensor for copper II based on silica coated magnetite hybrid fluorescent material functionalized with boron-dipyrromethene containing a di (2-picolyl) amine was prepared and characterized. The binding abilities of the functionalized silica coated magnetite nanoparticles towards different metal ions have been examined by fluorescence spectroscopy, and displays high selectivity and sensitivity for Copper II among the all tested metals in Ethanol/water: 8:2.

Palladium-catalyzed reductive carbonylation of aryl halides with N-formylsaccharin as a CO source

Ueda, Tsuyoshi,Konishi, Hideyuki,Manabe, Kei

supporting information, p. 8611 - 8615 (2013/09/12)

Easy peasy: The title reaction employs N-formylsaccharin, which is an easily accessible crystalline compound, as an effective CO source. The reactions proceed with a small excess of the CO source at moderate temperatures and were successfully applied to a wide range of aryl bromides. DMF=N,N- dimethylformamide, dppb=1,4-bis-(diphenylphosphino)butane. Copyright

Dual inhibitor of MurD and MurE ligases from escherichia coli and staphylococcus aureus

Tomasic, Tihomir,Sink, Roman,Zidar, Nace,Fic, Anja,Gobec, Stanislav,Zega, Anamarija,Kikelj, Danijel,Masic, Lucija Peterlin,Contreras-Martel, Carlos,Dessen, Andrea,Patin, Delphine,Blanot, Didier,Mueller-Premru, Manica

supporting information, p. 626 - 630,5 (2020/08/31)

MurD and MurE ligases, consecutive enzymes participating in the intracellular steps of bacterial peptidoglycan biosynthesis, are important targets for antibacterial drug discovery. We have designed, synthesized, and evaluated the first d-glutamic acid-containing dual inhibitor of MurD and MurE ligases from Escherichia coli and Staphylococcus aureus (IC50 values between 6.4 and 180 μM) possessing antibacterial activity against Gram-positive S. aureus and its methicillin-resistant strain (MRSA) with minimal inhibitory concentration (MIC) values of 8 μg/mL. The inhibitor was also found to be noncytotoxic for human HepG2 cells at concentrations below 200 μM.

Structure-based design of a new series of d-glutamic acid based inhibitors of bacterial UDP-N-acetylmuramoyl-l-alanine: D-glutamate ligase (MurD)

Toma?i?, Tihomir,Zidar, Nace,?ink, Roman,Kova?, Andreja,Blanot, Didier,Contreras-Martel, Carlos,Dessen, Andréa,Müller-Premru, Manica,Zega, Anamarija,Gobec, Stanislav,Kikelj, Danijel,Peterlin Ma?i?, Lucija

supporting information; experimental part, p. 4600 - 4610 (2011/09/14)

MurD ligase is one of the key enzymes participating in the intracellular steps of peptidoglycan biosynthesis and constitutes a viable target in the search for novel antibacterial drugs to combat bacterial drug-resistance. We have designed, synthesized, and evaluated a new series of d-glutamic acid-based Escherichia coli MurD inhibitors incorporating the 5-benzylidenethiazolidin-4- one scaffold. The crystal structure of 16 in the MurD active site has provided a good starting point for the design of structurally optimized inhibitors 73-75 endowed with improved MurD inhibitory potency (IC50 between 3 and 7 μM). Inhibitors 74 and 75 showed weak activity against Gram-positive Staphylococcus aureus and Enterococcus faecalis. Compounds 73-75, with IC 50 values in the low micromolar range, represent the most potent d-Glu-based MurD inhibitors reported to date.

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