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Ethynylbenzaldehyde
4-Ethynylbenzaldehyde, or ''p''-ethynylbenzaldehyde, is an organic compound with the formula HC2C6H4COH. It is an ethynyl derivative of benzaldehyde, or may also be viewed as a formylated derivative of phenylacetylene. Preparation 4-Ethynylbenzaldehyde may be prepared by the Sonogashira coupling of 4-bromobenzaldehyde with trimethylsilylacetylene to form 4-((trimethylsilyl)ethynyl)benzaldehyde, followed by removal of the trimethylsilyl group with base to form 4-ethynylbenzaldehyde. Reactions The ethynyl functionality of 4-ethynylbenzaldehyde may undergo a Sonogashira coupling with another molecule of 4-bromobenzaldehyde to form the symmetrical dialdehyde In organic chemistry, an aldehyde () is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group ... 4,4'-(ethyne-1,2-diyl)dibenzaldehyde. References {{DEFAULTSORT:Ethy ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
ChemSpider
ChemSpider is a database of chemicals. ChemSpider is owned by the Royal Society of Chemistry. Database The database contains information on more than 100 million molecules from over 270 data sources including: * EPA DSSTox * U.S. Food and Drug Administration (FDA) * Human Metabolome Database * Journal of Heterocyclic Chemistry * KEGG * KUMGM * LeadScope * LipidMAPS * Marinlit * MDPI * MICAD * MLSMR * MMDB * MOLI * MTDP * Nanogen * Nature Chemical Biology * NCGC * NIAID * National Institutes of Health (NIH) * NINDS Approved Drug Screening Program * NIST * NIST Chemistry WebBook * NMMLSC * NMRShiftDB * PANACHE * PCMD * PDSP * Peptides * Prous Science Drugs of the Future * QSAR * R&D Chemicals * San Diego Center for Chemical Genomics * SGCOxCompounds, SGCStoCompounds * SMID * Specs * Structural Genomics Consortium * SureChem * Synthon-Lab * Thomson Pharma * Total TOSLab Building-Blocks * UM-BBD * UPCMLD * UsefulChem * Web of Science * xPharm Each chemical is given a uniq ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Livin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ethynyl
In organic chemistry, the term ethynyl designates a functional group with a double bond with 2 carbon atoms both with sp hybridisation and a triple bond(1 sigma and 2 pi bond) . It is a species similar to acetylene (or in IUPAC ethyne ) with a less H atom thus joined to root chain. * An ethynyl group (HC≡C–), also designated as acetylenic group (from acetylene), and referred to in IUPAC chemical nomenclature as -yne suffix. Also sometimes designed as ''ethinyl'' in compounds (ethinylestradiol, ethisterone (ethinyltestosterone)). See main page alkynes. * The ethynyl radical (HC≡C·), the compound found in interstellar medium, and transiently on earth during chemical reactions. * The ethynyl carbanion Acetylide (HC≡C−) See also * Ethynylation * Propynyl ( H3C–C≡C–R, 1-propynyl group; or HC≡C–CH2–R, 2-propynyl group, Propargyl In organic chemistry, the propargyl group is a functional group of 2- propynyl with the structure . It is an alkyl group der ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Benzaldehyde
Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor. The primary component of bitter almond oil, benzaldehyde can be extracted from a number of other natural sources. Synthetic benzaldehyde is the flavoring agent in imitation almond extract, which is used to flavor cakes and other baked goods. History Benzaldehyde was first extracted in 1803 by the French pharmacist Martrès. His experiments focused on elucidating the nature of amygdalin, the poisonous material found in bitter almonds, the fruit of '' Prunus dulcis''. Further work on the oil by Pierre Robiquet and Antoine Boutron-Charlard, two French chemists, produced benzaldehyde. In 1832, Friedrich Wöhler and Justus von Liebig first synthesized benzaldehyde. Production As of 1999, 7000 tonnes of synthetic and 100 tonnes of nat ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aldehyde
In organic chemistry, an aldehyde () is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are common and play important roles in the technology and biological spheres. Structure and bonding Aldehydes feature a carbon center that is connected by a double bond to oxygen and a single bond to hydrogen and single bond to a third substituent, which is carbon or, in the case of formaldehyde, hydrogen. The central carbon is often described as being sp2-Orbital hybridisation, hybridized. The aldehyde group is somewhat polar molecule, polar. The C=O bond length is about 120-122 picometers. Physical properties and characterization Aldehydes have properties that are diverse and that depend on the remainder of the molecule. Smaller aldehydes are more soluble in water, formaldehyde and acetaldehyde completely so. The volatile ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phenylacetylene
Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas. Preparation In the laboratory, phenylacetylene can be prepared by elimination of hydrogen bromide from styrene dibromide using sodium amide in ammonia: : It can also be prepared by the elimination of hydrogen bromide from bromostyrene using molten potassium hydroxide. Reactions Phenylacetylene is a prototypical terminal acetylene, undergoing many reactions expected of that functional group. It undergoes semihydrogenated over Lindlar catalyst to give styrene. In the presence of base and copper(II) salts, it undergoes oxidative coupling to give diphenylbutadiyne. In the presence of metal catalysts, it undergoes oligomerization, trimerization, and even polymerization. : In the presence of gold or mercury reagents, phenylacetylene hydrates to give a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sonogashira Coupling
The Sonogashira reaction is a cross-coupling reaction used in organic synthesis to form carbon–carbon bonds. It employs a palladium catalyst as well as copper co-catalyst to form a carbon–carbon bond between a terminal alkyne and an aryl or vinyl halide. :* : aryl or vinyl :* : arbitrary :* X: I, Br, Cl or OTf The Sonogashira cross-coupling reaction has been employed in a wide variety of areas, due to its usefulness in the formation of carbon–carbon bonds. The reaction can be carried out under mild conditions, such as at room temperature, in aqueous media, and with a mild base, which has allowed for the use of the Sonogashira cross-coupling reaction in the synthesis of complex molecules. Its applications include pharmaceuticals, natural products, organic materials, and nanomaterials. Specific examples include its use in the synthesis of tazarotene, which is a treatment for psoriasis and acne, and in the preparation of SIB-1508Y, also known as Altinicline, a nicotinic recep ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trimethylsilylacetylene
Trimethylsilylacetylene is the organosilicon compound with the formula . A colorless liquid, "tms acetylene", as it is also called, is used as a source of "HC2−" in organic synthesis. Use Trimethylsilylacetylene is used in Sonogashira couplings as the equivalent of acetylene. Using this protected alkyne, as opposed to acetylene itself, prevents further coupling reactions. The trimethylsilyl group can then be cleaved off with TBAF or DBU, either separately or as part of a one-pot Sonogashira reaction to form phenylacetylene derivatives. A less expensive alternative reagent is 2-methylbut-3-yn-2-ol, which after alkynylation is deprotected with base. Trimethylsilylacetylene is commercially available. It may also be prepared in a manner similar to other silyl compounds: deprotonation of acetylene with a Grignard reagent, followed by reaction with trimethylsilyl chloride. Trimethylsilylacetylene is a precursor to 1,4-bis(trimethylsilyl)buta-1,3-diyne, a protected form of 1,3-but ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
4-((trimethylsilyl)ethynyl)benzaldehyde
A coxless four is a rowing boat used in the sport of competitive rowing. It is designed for four persons who propel the boat with sweep oars, without a coxswain. The crew consists of four rowers, each having one oar. There are two rowers on the stroke side (rower's right hand side) and two on the bow side (rower's lefthand side). There is no coxswain, but the rudder is controlled by one of the crew, normally with the rudder cable attached to the toe of one of their shoes which can pivot about the ball of the foot, moving the cable left or right. The steersman may row at bow, who has the best vision when looking over their shoulder, or on straighter courses stroke may steer, since they can point the stern of the boat at some landmark at the start of the course. The equivalent boat when it is steered by a coxswain is called a "coxed four". Racing boats (often called "shells") are long, narrow, and broadly semi-circular in cross-section with gradual tapers, causing little dra ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trimethylsilyl Group
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom minus;Si(CH3)3 which is in turn bonded to the rest of a molecule. This structural group is characterized by chemical inertness and a large molecular volume, which makes it useful in a number of applications. A trimethylsilyl group bonded to a methyl group forms tetramethylsilane, which is abbreviated as TMS as well. Compounds with trimethylsilyl groups are not normally found in nature. Chemists sometimes use a trimethylsilylating reagent to derivatize rather non-volatile compounds such as certain alcohols, phenols, or carboxylic acids by substituting a trimethylsilyl group for a hydrogen in the hydroxyl groups on the compounds. This way trimethylsiloxy groups minus;O-Si(CH3)3are formed on the molecule. A couple of examples of trimethylsilylating agents include trimethylsilyl chloride and bis(trimethylsilyl)acetamide. Trimeth ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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