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Ortho ester information


The general formula of orthoesters.

In organic chemistry, an ortho ester is a functional group containing three alkoxy groups attached to one carbon atom, i.e. with the general formula RC(OR′)3. Orthoesters may be considered as products of exhaustive alkylation of unstable orthocarboxylic acids and it is from these that the name 'ortho ester' is derived. An example is ethyl orthoacetate, CH3C(OCH2CH3)3, more correctly known as 1,1,1-triethoxyethane.[1]

  1. ^ E. H. Cordes (1969). "Ortho Esters". In Saul Patai (ed.). Carboxylic Acids and Esters. PATAI'S Chemistry of Functional Groups. pp. 623–667. doi:10.1002/9780470771099.ch13. ISBN 9780470771099.

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Ortho ester

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In organic chemistry, an ortho ester is a functional group containing three alkoxy groups attached to one carbon atom, i.e. with the general formula RC(OR′)3...

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Ester

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lipid, an ester that is a lipid and an ether Acylal ((R1−C(=O)−O−)(R2−C(=O)−O−)CH−R3) Ortho ester, an ester of an ortho acid (e.g. esters of orthocarboxylic...

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Pinner reaction

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the acid catalysed reaction of a nitrile with an alcohol to form an imino ester salt (alkyl imidate salt); this is sometimes referred to as a Pinner salt...

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Phthalates

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Sokolova NA, Gamburg KZ, Dudareva LV (May 2019). "Biosynthesis of Ortho-Phtalic Acid Esters in Plant and Cell Cultures". Applied Biochemistry and Microbiology...

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Phosphite ester

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transesterification. Phosphinite P(OR)R2 Phosphonite P(OR)2R Ortho ester CH(OR)3 Borate ester B(OR)3 Malowan, John E. (1953). "Diethyl phosphite". Inorganic...

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Ortho acid

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Ortho acids themselves are unstable and cannot be isolated. However, ortho esters can be synthesized by the Pinner reaction, in which nitriles react with...

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Triethyl orthoformate

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compound with the formula HC(OC2H5)3. This colorless volatile liquid, the ortho ester of formic acid, is commercially available. The industrial synthesis is...

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Polyorthoester

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Abdellauoi; Robert Gurny (2002), "Polyanhydrides and Poly(ortho esters): Poly(ortho esters): synthesis, characterization, properties and uses", Advanced...

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Fries rearrangement

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of the ester groups would lead to leaching of phthalate from the plastic. In the anionic Fries rearrangement ortho-metalation of aryl esters, carbamates...

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Orthoformic acid

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frozen mixture of methanol and oxygen. Methanetriol esters, known as orthoformates or ortho esters, are well known and commercially available. Like acetals...

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List of estrogen esters

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O-diacetate ester of cloxestradiol (estradiol 17β-chloral hemiacetal ether) Mestranol (Devocin, Ovastol, Tranel) (component of Enovid, Enavid, Ortho-Novin,...

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Plasticizer

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Phthalate esters of straight-chain and branched-chain alkyl alcohols meet these specifications and are common plasticizers. Ortho-phthalate esters have traditionally...

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List of progestogen esters

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This is a list of progestogen esters, or esters of progestogens. Unlike the case of testosterone and estradiol, progesterone cannot be esterified as it...

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Tricresyl phosphate

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especially the all-ortho isomer, is the causative agent in a number of acute poisonings. Its chronic toxicity is also of concern. The ortho-isomer is rarely...

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Directed ortho metalation

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Directed ortho metalation (DoM) is an adaptation of electrophilic aromatic substitution in which electrophiles attach themselves exclusively to the ortho- position...

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Orthocarbonic acid

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Orthocarbonic acid is one of the group of ortho acids that have the general structure of RC(OH)3. The term ortho acid is also used to refer to the most hydroxylated...

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Boronic acid

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Morten; Vedsø, Per; Begtrup, Mikael (2005). "Synthesis of Ortho Substituted Arylboronic Esters by in situ Traping of Unstable Lithio Intermediates: 2-(5...

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List of organic reactions

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reaction Pinacol rearrangement Pinner amidine synthesis Pinner method for ortho esters Pinner reaction Pinner triazine synthesis Pinnick oxidation Piria reaction...

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Polyester

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Polyester is a category of polymers that contain the ester functional group in every repeat unit of their main chain. As a specific material, it most...

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Dakin oxidation

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oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde)...

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Polyester resin

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Nadic resin and is referred to as a poor man's Ortho, due to sharing many similar properties of an Ortho resin along with the extremely low cost of DCPD...

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Carboxylic acid

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from toluene, terephthalic acid from para-xylene, and phthalic acid from ortho-xylene are illustrative large-scale conversions. Acrylic acid is generated...

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Pechmann condensation

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esterification/transesterification followed by attack of the activated carbonyl ortho to the oxygen to generate the new ring. The final step is a dehydration...

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Claisen rearrangement

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bromide) at the meta-position direct the rearrangement to the ortho-position (71% ortho product), while electron donating groups (such as methoxy), direct...

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Tetraethyl orthosilicate

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Si(OC2H5)4. TEOS is a colorless liquid. It degrades in water. TEOS is the ethyl ester of orthosilicic acid, Si(OH)4. It is the most prevalent alkoxide of silicon...

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Floctafenine

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conversion of ortho-trifluoromethyl aniline (1) to a quinolol. The compound is then condensed with ethoxy methylene malonic diethyl ester (EMME) and cyclized...

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Catellani reaction

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unsubstituted ortho position(s), followed a terminating cross-coupling reaction at the ipso position. This cross-coupling cascade reaction depends on the ortho-directing...

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