1125-88-8 | Benzaldehyde dimethyl acetal

Packsize	Purity	Availability	Price	Discounted Price
100g	98%	in stock	$8.00	$5.00
500g	98%	in stock	$34.00	$24.00
1000g	98%	in stock	$66.00	$47.00

Description

• Catalog Number: AB45582
• Chemical Name: Benzaldehyde dimethyl acetal
• CAS Number: 1125-88-8
• Molecular Formula: C9H12O2
• Molecular Weight: 152.1904
• MDL Number: MFCD00008491
• SMILES: COC(c1ccccc1)OC
• NSC Number: 286137

Computed Properties

• Complexity: 93.7
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• XLogP3: 1.6

Upstream Synthesis Route

Benzaldehyde Dimethyl Acetal, also known as Bitter Almond Oil, is a versatile chemical compound widely used in chemical synthesis applications. Its unique properties make it a valuable reagent in various reactions, particularly in the formation of acetals and as a protecting group in organic synthesis.One of the primary applications of Benzaldehyde Dimethyl Acetal is as a reagent in the Dakin-West reaction, where it is utilized for the preparation of α-hydroxycarbonyl compounds. This reaction plays a crucial role in the synthesis of pharmaceuticals, perfumes, and agrochemicals, making Benzaldehyde Dimethyl Acetal a key component in the pharmaceutical and fragrance industries.Furthermore, Benzaldehyde Dimethyl Acetal is commonly employed as a protective group for carbonyl compounds in organic synthesis. By forming acetals with aldehydes or ketones, it can block the reactivity of the carbonyl group, allowing selective reactions to take place without interference from other functional groups. This protective role is essential in complex molecule synthesis, where precise control over reaction pathways is crucial.Overall, Benzaldehyde Dimethyl Acetal's versatile reactivity and capability as a protecting group make it a valuable tool in the hands of synthetic chemists, enabling the efficient and selective synthesis of a wide range of chemical compounds.

Literature

• Contribution of phosphates and adenine to the potency of adenophostins at the IP₃ receptor: synthesis of all possible bisphosphates of adenophostin A.

  Journal of medicinal chemistry 20120223

• Mesoporous silica with site-isolated amine and phosphotungstic acid groups: a solid catalyst with tunable antagonistic functions for one-pot tandem reactions.

  Angewandte Chemie (International ed. in English) 20111004

• Ethyl 3-[2-(3,4-dimeth-oxy-benz-yl)-1-phenyl-sulfonyl-1H-indol-3-yl]acrylate chloro-form hemisolvate.

  Acta crystallographica. Section E, Structure reports online 20110601

• FeCl3 mediated arylidenation of carbohydrates.

  Carbohydrate research 20110401

• 1,2,3,3',4',6'-Hexaacetyl-4,6-O-benzyl-idenesucrose.

  Acta crystallographica. Section E, Structure reports online 20110201

• Chemical synthesis of ubiquitin, ubiquitin-based probes, and diubiquitin.

  Angewandte Chemie (International ed. in English) 20101227

• Multifunctional hybrid organic-inorganic catalytic materials with a hierarchical system of well-defined micro- and mesopores.

  Journal of the American Chemical Society 20101027

• p-Tolyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzyl-idene-1-thio-α-l-idopyran-oside.

  Acta crystallographica. Section E, Structure reports online 20100701

• First principles insight into the alpha-glucan structures of starch: their synthesis, conformation, and hydration.

  Chemical reviews 20100414

• GC-MS and GC-IRD studies on dimethoxyamphetamines (DMA): regioisomers related to 2,5-DMA.

  Forensic science international 20091120

• 2-{4-[(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl-idene)methyl-amino]phen-yl}acetonitrile.

  Acta crystallographica. Section E, Structure reports online 20090601

• 5-[(3,4-Dimethoxy-benzyl)-aminomethyl-ene]-2,2-dimethyl-1,3-dioxane-4,6-dione.

  Acta crystallographica. Section E, Structure reports online 20090601

• Polystyrene bound oxidovanadium(IV) and dioxidovanadium(V) complexes of histamine derived ligand for the oxidation of methyl phenyl sulfide, diphenyl sulfide and benzoin.

  Dalton transactions (Cambridge, England : 2003) 20090328

• Unexpected catalysis: aprotic pyridinium ions as active and recyclable Brønsted acid catalysts in protic media.

  Organic letters 20081106

• Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.

  Chemical research in toxicology 20080401

• Synthesis and biological evaluation of phosphate prodrugs of 4-phospho-D-erythronohydroxamic acid, an inhibitor of 6-phosphogluconate dehydrogenase.

  ChemMedChem 20070813

• Solution-phase parallel synthesis with oligoethylene glycol sorting tags. Preparation of all four stereoisomers of the hydroxybutenolide fragment of murisolin and related acetogenins.

  The Journal of organic chemistry 20060428

• Synthesis of alpha-fluorosulfonamides by electrophilic fluorination.

  Organic letters 20041111

• Effects of odorants on the hypothalamic-pituitary-adrenal axis and interleukin-6 (IL-6) and IL-6 receptor mRNA expression in rat hypothalamus after restraint stress.

  Chemical senses 20031101

• 6-amino-2-(3,4-dimethoxybenzylamino)-3-methyl-5-nitrosopyrimidin-4(3H)-one: hydrogen-bonded sheets form interdigitated bilayers.

  Acta crystallographica. Section C, Crystal structure communications 20030501

• Analysis of quinazoline and pyrido[2,3-d]pyrimidine N9-C10 reversed-bridge antifolates in complex with NADP+ and Pneumocystis carinii dihydrofolate reductase.

  Acta crystallographica. Section D, Biological crystallography 20020901