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CAS NUMBER: 4835-90-9
MOLECULAR FORMULA: C5H10O3
MOLECULAR WEIGHT: 118.132
Hydroxypivalic acid is used as a comonomer for fluoropolymer resins for high durability coatings to contribute solubility, adhesion and crosslinking.
With Hydroxypivalic acids hydroxyl functionality, Hydroxypivalic acid can be built into polyurethane systems ato provide pendent unsaturation.
Hydroxypivalic acid is used as a key building block in the production of ethoxylated comonomers for concrete superplasticisers.
Preparation of hydroxypivalic acid esters of the general formula I <IMAGE> in which R stands for a C1-C4-alkyl or -alkenyl group, characterised in that a mixture which contains hydroxypivalic acid (II), neopentyl glycol (III) and various esters (IV) of II and III is treated, for the esterification of II and III, with catalytic amounts of an acid which is stronger than II, the mixture resulting in this case is subjected to transesterification with an alcohol R-OH (V) in the presence of a strong base and I is then separated from the reaction mixture by distillation.
Hydroxypivalic acid was used in the synthesis of 4-hydroxybenzaldoxime, via one-pot chemoenzymatic method.
Hydroxypivalic acid, also known as p-hydroxybenzoic acid (PHBA), is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid.
Hydroxypivalic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone.
Hydroxypivalic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions.
Hydroxypivalic acid is isomeric with 2-hydroxybenzoic acid, known as salicylic acid, a precursor to aspirin, and with 3-hydroxybenzoic acid.
Hydroxypivalic acid is found in plants of the genus Vitex such as V. agnus-castus or V. negundo, and in Hypericum perforatum (St John's wort).
Hydroxypivalic acid is also found in Spongiochloris spongiosa, a freshwater green alga.
Hydroxypivalic acid is also found in Ganoderma lucidum, a medicinal mushroom with the longest record of use.
Hydroxypivalic acid is a bacterium species that produces benzoate from phenol via 4-hydroxybenzoate.
Hydroxypivalic acid can be found naturally in coconut.
Hydroxypivalic acid is one of the main catechins metabolites found in humans after consumption of green tea infusions.
Hydroxypivalic acid is also found in wine,[5] in vanilla, in Macrotyloma uniflorum (horse gram), carob[6] and in Phyllanthus acidus (Otaheite gooseberry).
Hydroxypivalic acid, obtained from the fruit of the açaí palm, is rich in p-hydroxybenzoic acid (892±52 mg/kg).
Hydroxypivalic acid is also found in cloudy olive oil and in the edible mushroom Russula virescens.
Hydroxypivalic acid glucoside can be found in mycorrhizal and non-mycorrhizal roots of Norway spruces (Picea abies).
Hydroxypivalic acid is an anthocyanin, a type of plant pigments, found in blue flowers and incorporating two p-hydroxybenzoic acid residues, one rutinoside and two glucosides associated with a delphinidin.
Hydroxypivalic acid is the ester of aucubin and p-hydroxybenzoic acid.
This enzyme participates in Hydroxypivalic acid degradation.
Hydroxypivalic acid can be found in Candida parapsilosis.
The enzyme Hydroxypivalic acid transforms 4-hydroxybenzoate, NADPH, H+ and O2 into protocatechuate, NADP+ and H2O.
Hydroxypivalic acid participates in benzoate degradation via hydroxylation and 2,4-dichlorobenzoate degradation.
Hydroxypivalic acid can be found in Pseudomonas putida and Pseudomonas fluorescens.
The enzyme Hydroxypivalic acid utilizes 4-hydroxybenzoate, NADH, NADPH, H+ and O2 to produce 3,4-dihydroxybenzoate (protocatechuic acid), NAD+, NADP+ and H2O.
Hydroxypivalic acid participates in benzoate degradation via hydroxylation and 2,4-dichlorobenzoate degradation.
Hydroxypivalic acid can be found in Corynebacterium cyclohexanicum and in Pseudomonas sp.
The enzyme Hydroxypivalic acid uses 4-hydroxybenzoate to produce phenol and CO2.
Hydroxypivalic acid participates in benzoate degradation via coenzyme A (CoA) ligation.
Hydroxypivalic acid can be found in Klebsiella aerogenes (Aerobacter aerogenes).
The enzyme Hydroxypivalic acid ligase transforms ATP, 4-hydroxybenzoate and CoA to produce AMP, diphosphate and 4-hydroxybenzoyl-CoA.
Hydroxypivalic acid participates in benzoate degradation via CoA ligation.
Hydroxypivalic acid is a manufactured fiber, spun from a liquid crystal polymer.
Chemically Hydroxypivalic acid is an aromatic polyester produced by the polycondensation of Hydroxypivalic acid and 6-hydroxynaphthalene-2-carboxylic acid.
The fiber has been shown to exhibit strong radiation shielding used by Bigelow Aerospace and produced by StemRad.
Hydroxypivalic acid is generally prepared by the rearrangement of p-hydroxyphenylbenzoate.
Alternatively, p-hydroxybenzoic acid can be converted to p-acetoxybenzoyl chloride.
Hydroxypivalic acid reacts with phenol to give, after deacetylation, 4,4′-dihydroxybenzophenone.
Examples of drugs made from PHBA include nifuroxazide, orthocaine, ormeloxifene and proxymetacaine.
Hydroxypivalic acid is
a popular antioxidant in part because of its low toxicity.
Hydroxypivalic acid is 2200 mg/kg in mice (oral).
Hydroxypivalic acid has estrogenic activity both in vitro and in vivo, and stimulates the growth of human breast cancer cell lines.
Hydroxypivalic acid is a common metabolite of paraben esters, such as methylparaben.
Hydroxypivalic acid is a relatively weak estrogen, but can produce uterotrophy with sufficient doses to an equivalent extent relative to estradiol, which is unusual for a weakly estrogenic compound and indicates that it may be a full agonist of the estrogen receptor with relatively low binding affinity for the receptor.
Hydroxypivalic acid is about 0.2% to 1% as potent as an estrogen as estradiol.
Hydroxybenzoic acids have a general structure of the C6–C1 type derived directly from benzoic acid.
Variations in structure lie in the hydroxylations and methoxylations of the aromatic cycle.
Four acids dominate the family of these compounds: p-hydroxybenzoic acid, vanillic, syringic, and protocatechuic acids.
The first three are constituents of lignin, from which they are released by alkaline hydrolysis.
Gentisic acid has a particular pattern of hydroxylation, which can be related to that of salicylic acid, but it is much less common.
Gallic acid is another well-known plant acid which participates in the formation of hydrolyzable gallotannins.
Hydroxypivalic acids dimeric condensation product (hexahydrodiphenic acid) and the related dilactone, ellagic acid, are also common plant constituents.
Hydroxybenzoic acids are commonly present in bound form (see Figure 5).
They are the component of a complex structure like lignins and hydrolyzable tannins.
The content of hydroxybenzoic acids in foods of plant origin is generally low, but in some berries and vegetables such as onions and horse-radish, the content of hydroxybenzoic acids may be very high.
The hydroxycinnamic acids are relatively more common, e.g., p-coumaric acid, caffeic acid (CA), ferulic acid, chlorogenic acid and sinapic acid.
Hydroxypivalic acid, both free and esterified, is generally the most abundant phenolic acid and represents between 75–100% of the total hydroxycinnamic acid content of most fruits (e.g., apples, plums, tomatoes and grapes).
Hydroxypivalic acid is the most abundant phenolic acid found in cereal grains (5 mg/g, 90% of total polyphenols).
Hydroxypivalic acid is present in many types of fruits and vegetables and in high concentrations in coffee (~7% of the dried beans).
Hydroxypivalic acid, which contains two ferulic acid molecules linked by a methylene with a β-diketone, is the major yellow pigment in turmeric and mustard.
Hydroxypivalic acids generally decrease during the course of ripening, but total quantities increase as the fruit increases in size.
Hydroxypivalic acids are typically found in berries at low concentrations.
Hydroxypivalic acids contain up to 250 mg kg− 1 comprising protocatechuic acid, p-hydroxybenzoic acid, and gallic acid, red raspberries and sweet cherries up to 40 mg kg− 1, and gooseberries up to 20 mg kg− 1.
Other fruits contain significantly lower amounts, if any.
In general, p-hydroxybenzoic acid and protocatechuic acid are the dominating hydroxybenzoic acids in ripe fruits.
In the literature, a huge variation in the content of phenolic compounds can be found.
This might be due to a number of parameters that are not described in detail and that comprise, for example, the variety, state of ripeness, geographic location, and climate during ripening.
Hydroxypivalic acid is true for the other phenolic compounds as well.
Hydroxypivalic acid is used as pharmaceutical intermediate.
Hydroxypivalic acid neopentylglycolester, Hydroxypivalic acid is a building block for saturated polyesters, unsaturated polyesters and polyurethanes.
Hydroxypivalic acid is suitable for polyesters for solvent-borne paints (stoving enamels for can-& coil-coating, automotive coatings, coatings for industrial applications) and for two-component paints (plastic coatings, repair coatings).
Hydroxypivalic acid polyesters are used preferentially used for waterborne paints, but also suitable for polyesters in powder coatings.
Hydroxypivalic acid shows high reactivity for esterification and trans-esterification.
Hydroxypivalic acid introduces optimal solubility and compatibility in polyester molecules and suppress crystallinity effectively.
Hydroxypivalic acid improves the hydrolytical resistance of polyester molecules, particularly in waterborne coating.
Hydroxybenzoic acid, a precursor of aspirin, is also used as a preservative in food, drugs, and cosmetics.
Hydroxybenzoic acid is the active ingredient in a number of drugs, for example, aspirin.
Hydroxypivalic acid is an aromatic acid.
Hydroxypivalic Acid Neopentylglycolester Molten (Hydroxypivalic acid) is a colorless, odorless molten solid.
Hydroxypivalic acid CAS:4835-90-9 is white crystal powder with good solubility in water.
Hydroxypivalic acid is hygroscopic at high relative humidities and must be stored and handled to prevent moisture.
Hydroxypivalic acid is packed in 25 kg paper bags.
Hydroxypivalic acid is not regulated as a hazardous material for land, maritime and air transport.
Hydroxypivalic acid CAS:4835-90-9 has been supplying in large quantity, which is always available under 20MT from warehouse.
Hydroxypivalic acid is a carboxylic acid with a molecular formula of (CH3)3CCO2H.
This colourless, odiferous organic compound is solid at room temperature.
Such reactions require an acid catalyst such as hydrogen fluoride.
Globally, several million kilograms are produced annually.
Hydroxypivalic acid is also economically recovered as a byproduct from the production of semisynthetic penicillins like ampicillin and amoxycillin.
Relative to esters of most carboxylic acids, esters of pivalic acid are unusually resistant to hydrolysis.
Some applications result from this thermal stability.
Hydroxypivalic acids derived from pivalate esters of vinyl alcohol are highly reflective lacquers.
Hydroxypivalic acid group is a protective group for alcohols in organic synthesis.
Hydroxypivalic acid is sometimes used as an internal chemical shift standard for Hydroxypivalic acid spectra of aqueous solutions.
While Hydroxypivalic acid is more commonly used for this purpose, the minor peaks from protons on the three methylene bridges in DSS can be problematic.
The Hydroxypivalic acid spectrum at 25 °C and neutral pH is a singlet at 1.08 ppm.
Hydroxypivalic acid is employed as co-catalyst in some of the Palladium catalyzed C-H functionalization reaction.
APPLICATIONS:
-Auto OEM
-Auto refinish
-Building materials
-Coil coatings-appliances
-Paints & coatings
-Process additives
PHYSICAL AND CHEMICAL PROPERTIES:
-Boiling point: 164°C
-Melting point: 36°C
-Relative density (water = 1): 0.91
-Solubility in water, g/100ml at 20°C: 2.5 (sparingly soluble)
-Vapour pressure, Pa at 20°C: 85
-Relative vapour density (air = 1): 3.5
-Relative density of the vapour/air-mixture at 20°C (air = 1): 1.00
-Flash point: 64°C c.c.
-Auto-ignition temperature: 560°C
-Explosive limits, vol% in air: 1.6-?
-Octanol/water partition coefficient as log Pow: 1.4
-Viscosity: 4.2 mm²/s at 37.8°C
SPECIFICAIONS:
-Color: White
-Melting Point: 126°C
-Quantity: 25g
-Formula Weight: 118.13
-Physical Form: Crystal-Powder at 20°C
-Percent Purity: ≥98.0% (GC,T)
-Chemical Name or Material: Hydroxypivalic Acid
PROPERTIES:
-Quality Level: 100
-product line: ReagentPlus
-assay: ≥99%
-form: powder
-mp: 213-217 °C (lit.)
-SMILES string: OC(=O)c1ccc(O)cc1
-InChI: 1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
-InChI key: FJKROLUGYXJWQN-UHFFFAOYSA-N
ATTRIBUTES:
-Excellent weathering
-Improved flexibility
-Improved resin solubility
-Lower resin melt viscosity
-Reduced resin crystallinity
-Reduced resin glass transition temperature
STORAGE:
Separated from strong oxidants, bases and food and feedstuffs.
Dry.
Well closed.
Ventilation along the floor.
SYNONYM:
4835-90-9
3-Hydroxy-2,2-dimethylpropanoic acid
Hydroxypivalic acid
3-Hydroxypivalic acid
2,2-Dimethyl-3-hydroxypropionic acid
3-Hydroxy-2,2-dimethylpropionic acid
Propanoic acid, 3-hydroxy-2,2-dimethyl-
UNII-BJP2CXK56P
BJP2CXK56P
MFCD00059953
EINECS 225-419-8
NSC 115936
3- Hydroxypivalic acid
ACMC-1ARBC
beta-hydroxy pivalic acid
HYDROXY PIVALIC ACID
SCHEMBL38932
DTXSID4063616
ZINC4100966
2,2-Dimethy13-hydroxypropionic acid
AC7895
GEO-0199
NSC115936
SBB053589
AKOS006229590
2,2-dimethyl-3-hydroxy propanoic acid
2,2-Dimethyl-3-hydroxy propionic acid
2,2-dimethyl-3-hydroxy-propionic acid
3-hydroxy-2,2-dimethyl-propionic acid
ACN-036173
AM90214
CS-W011224
MCULE-8700273400
NSC-115936
3-Hydroxy-2,2-dimethylpropanoic acid
