Pivalic acid
- Product Name
- Pivalic acid
- CAS No.
- 75-98-9
- Chemical Name
- Pivalic acid
- Synonyms
- PivoH;TRIMETHYLACETIC ACID;Propanoic acid, 2,2-dimethyl-;2,2-DIMETHYLPROPANOIC ACID;Pivaloylacid;Neopentanicacid;Dimethylpropionic acid;versatic5;PA)Pivalic;PIVALIC ACID
- CBNumber
- CB4244051
- Molecular Formula
- C5H10O2
- Formula Weight
- 102.13
- MOL File
- 75-98-9.mol
Pivalic acid Property
- Melting point:
- 32-35 °C(lit.)
- Boiling point:
- 163-164 °C(lit.)
- Density
- 0.889 g/mL at 25 °C(lit.)
- vapor density
- 3.6 (vs air)
- vapor pressure
- 9.75 mm Hg ( 60 °C)
- refractive index
- 1.393
- Flash point:
- 147 °F
- storage temp.
- Store below +30°C.
- solubility
- 25g/l
- form
- Powder, Crystals and/or Chunks
- pka
- 5.03(at 25℃)
- color
- Yellow to orange to tan
- Specific Gravity
- 1.121
- PH
- 4.04(1 mM solution);3.52(10 mM solution);3.02(100 mM solution)
- explosive limit
- 1.6%(V)
- Water Solubility
- 25 g/L (20 ºC)
- FreezingPoint
- 32.0 to 36.0 ℃
- Merck
- 14,7511
- BRN
- 969480
- InChIKey
- IUGYQRQAERSCNH-UHFFFAOYSA-N
- LogP
- 1.480
- CAS DataBase Reference
- 75-98-9(CAS DataBase Reference)
- NIST Chemistry Reference
- Pivalic acid(75-98-9)
- EPA Substance Registry System
- Pivalic acid (75-98-9)
Safety
- Hazard Codes
- C
- Risk Statements
- 21/22-34
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 1
- RTECS
- TO7700000
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29159000
- Hazardous Substances Data
- 75-98-9(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: 900 mg/kg LD50 dermal Rat 1900 mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T71803
- Product name
- Pivalic acid
- Purity
- 99%
- Packaging
- 5ml
- Price
- $34.7
- Updated
- 2024/03/01
- Product number
- T71803
- Product name
- Pivalic acid
- Purity
- 99%
- Packaging
- 100ml
- Price
- $38.7
- Updated
- 2024/03/01
- Product number
- 8.01336
- Product name
- Pivalic acid
- Purity
- for synthesis
- Packaging
- 100mL
- Price
- $37.5
- Updated
- 2024/03/01
- Product number
- 8.01336
- Product name
- Pivalic acid
- Purity
- for synthesis
- Packaging
- 1L
- Price
- $80.6
- Updated
- 2024/03/01
- Product number
- P0461
- Product name
- Pivalic Acid
- Purity
- >99.0%(GC)
- Packaging
- 25g
- Price
- $20
- Updated
- 2024/03/01
Pivalic acid Chemical Properties,Usage,Production
Chemical Properties
white crystalline low melting mass
Uses
Pivalic acid can be employed:
- As a co-catalyst with palladium for the arylation of unactivated arenes and N-heterocycles.
- As an additive to facilitate the carbonylative suzuki reactions to synthesize biaryl ketones from aryl iodides and arylboronic acids by using palladium nanoparticles as catalyst.
- In the cyclization reaction of benzamides with alkynes to synthesize isoquinolones in the presence of 8-aminoquinoline ligand and cobalt catalyst.
Uses
Valuable building block offered as a solution in dichloromethane for more convenient handling.
Uses
Pivalic Acid is a metabolite of oral cephem (β-lactam) antibiotics such as S-1108, containing pivaloyl moieties.
Definition
ChEBI: Pivalic acid is a branched, short-chain fatty acid composed of propanoic acid having two methyl substituents at the 2-position. It is a branched-chain saturated fatty acid, a methyl-branched fatty acid and a short-chain fatty acid. It is a conjugate acid of a pivalate.
Synthesis Reference(s)
Journal of the American Chemical Society, 98, p. 1275, 1976 DOI: 10.1021/ja00421a046
Organic Syntheses, Coll. Vol. 1, p. 524, 1941
General Description
Pivalic acid is a colored crystalline solid of low toxicity that is soluble in water, ethyl alcohol and diethyl ether.
Air & Water Reactions
With mixing, water soluble.
Reactivity Profile
Pivalic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Pivalic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Health Hazard
CALL FOR MEDICAL AID. SOLID: Irritating to eyes and skin. Harmful if swallowed. IF IN EYES OR ON SKIN, flush with running water for at least 15 minutes; hold eyelids open if necessary. Wash skin with soap and water. Remove and isolate contaminated clothing and shoes at the site. If SWALLOWED and victim is UNCONSCIOUS OR HAVING CONVULSIONS, do nothing except keep victim warm. Because of low volatility, it is relatively harmless when inhaled at normal ambient temperature (around 20°C). It is slightly toxic by ingestion or skin absorption. The vapor is irritating at elevated temperatures. Can cause considerable discomfort by oral routes; may cause reversible or irreversible changes to exposed tissue, not permanent injury or death.
Fire Hazard
COMBUSTIBLE. Produces vapors irritating to eyes and skin. Decomposes to produce acrid smoke and fumes.
reaction suitability
reaction type: C-H Activation
Safety Profile
Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Fractionally distil the acid under reduced pressure, then fractionally crystallise it from its melt. Recrystallise it from *benzene. [Beilstein 2 IV 908.]
Pivalic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Pivalic acid manufacturers
- Product
- Pivalic acid 75-98-9
- Price
- US $75.00-20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-06-06
- Product
- Pivalic acid 75-98-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-06-20
- Product
- Pivalic acid 75-98-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000MT
- Release date
- 2024-03-29