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Cas Database

75-98-9

75-98-9

Identification

  • Product Name:Pivalic acid

  • CAS Number: 75-98-9

  • EINECS:200-922-5

  • Molecular Weight:102.133

  • Molecular Formula: C5H10O2

  • HS Code:2915.90

  • Mol File:75-98-9.mol

Synonyms:Pivalicacid (7CI,8CI);2,2,2-Trimethylacetic acid;2,2-Dimethylpropanoic acid;2,2-Dimethylpropionic acid;NSC 65449;Neopentanoic acid;Neovaleric acid;Trimethylacetic acid;Trimethylmethanecarboxylic acid;Versatic 5 acid;tert-Pentanoic acid;a,a-Dimethylpropionic acid;Propanoic acid,2,2-dimethyl-;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC

  • Hazard Codes: C:Corrosive;

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH315 Causes skin irritation H319 Causes serious eye irritation H331 Toxic if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. In case of skin contact Rinse skin with plenty of water or shower. In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. 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. (USCG, 1999) /SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Organic acids and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Powder, alcohol-resistant foam, water spray, carbon dioxide. COMBUSTIBLE. Produces vapors irritating to eyes and skin. Decomposes to produce acrid smoke and fumes. (USCG, 1999) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable containers as far as possible. If solid: sweep spilled substance into containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. Collect leaking liquid in sealable containers. If solid: sweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. (Extra personal protection: A/P2 filter respirator for organic vapour and harmful dust).

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Separated from strong oxidants and food and feedstuffs.Separated from strong oxidants, food and feedstuffs.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 168 Articles be found

Hydrolysis of amides to carboxylic acids catalyzed by Nb2O5

Siddiki,Rashed, Md. Nurnobi,Touchy, Abeda Sultana,Jamil, Md. A. R.,Jing, Yuan,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-Ichi

, p. 1949 - 1960 (2021/03/26)

Hydrolysis of amides to carboxylic acids is an industrially important reaction but is challenging due to the difficulty of cleaving the resonance stabilized amidic C-N bond. Twenty-three heterogeneous and homogenous catalysts were examined in the hydrolysis of acetamide. Results showed that Nb2O5was the most effective heterogeneous catalyst with the greatest yield of acetic acid. A series of Nb2O5catalysts calcined at various temperatures were characterized and tested in the hydrolysis of acetamide to determine the effects of crystal phase and surface properties of Nb2O5on catalytic performance. The high catalytic performance observed was attributed mainly to the facile activation of the carbonyl bond by Lewis acid sites that function even in the presence of basic inhibitors (NH3and H2O). The catalytic studies showed the synthetic advantages of the present method, such as simple operation, catalyst recyclability, additive free, solvent free, and wide substrate scope (>40 examples; up to 95% isolated yield).

(Hexamethylbenzene)Ru catalysts for the Aldehyde-Water Shift reaction

Phearman, Alexander S.,Moore, Jewelianna M.,Bhagwandin, Dayanni D.,Goldberg, Jonathan M.,Heinekey, D. Michael,Goldberg, Karen I.

supporting information, p. 1609 - 1615 (2021/03/09)

The Aldehyde-Water Shift (AWS) reaction uses H2O as a benign oxidant to convert aldehydes to carboxylic acids, producing H2, a valuable reagent and fuel, as its sole byproduct. (Hexamethylbenzene)RuIIcomplexes are demonstrated to have higher activity and selectivity (up to 95%) for AWS over disproportionation than previously reported catalysts.

Toward Orally Absorbed Prodrugs of the Antibiotic Aztreonam. Design of Novel Prodrugs of Sulfate Containing Drugs. Part 2

Ding, Pingyu,Duncton, Matthew A. J.,Fan, Dazhong,Gordon, Eric M.,Grygorash, Ruslan,Li, Xianfeng,Low, Eddy,Ni, Zhi-Jie,Qi, Longwu,Sun, Jiawei,Wang, Brian J.,Yu, Guijun

supporting information, p. 162 - 165 (2020/01/31)

Aztreonam, first discovered in 1980, is an FDA approved, intravenous, monocyclic beta-lactam antibiotic. Aztreonam is active against Gram-negative bacteria and is still used today. The oral bioavailability of aztreonam in humans is less than 1%. Herein we describe the design and synthesis of potential oral prodrugs of aztreonam.

Nucleophilic reactivity of a mononuclear cobalt(iii)-bis(: Tert -butylperoxo) complex

Cho, Jaeheung,Jeong, Donghyun,Park, Younwoo,Shin, Bongki

supporting information, p. 9449 - 9452 (2020/09/07)

A mononuclear cobalt(III)-bis(tert-butylperoxo) adduct (CoIII-(OOtBu)2) bearing a tetraazamacrocyclic ligand was synthesized and characterized using various physicochemical methods, such as X-ray, UV-vis, ESI-MS, EPR, and NMR analyses. The crystal structure of the CoIII-(OOtBu)2 complex clearly showed that two OOtBu ligands bound to the equatorial position of the cobalt(iii) center. Kinetic studies and product analyses indicate that the CoIII-(OOtBu)2 intermediate exhibits nucleophilic oxidative reactivity toward external organic substrates.

Organocatalyzed Aerobic Oxidation of Aldehydes to Acids

Dai, Peng-Fei,Qu, Jian-Ping,Kang, Yan-Biao

supporting information, p. 1393 - 1396 (2019/02/26)

The first example organocatalyzed aerobic oxidation of aldehydes to carboxylic acids in both organic solvent and water under mild conditions is developed. As low as 5 mol % N-hydroxyphthalimide was used as the organocatalyst, and molecular O2 was used as the sole oxidant. No transition metals or hazardous oxidants or cocatalysts were involved. A wide range of carboxylic acids bearing diverse functional groups were obtained from aldehydes, even from alcohols, in high yields.

Process route upstream and downstream products

Process route

4-nitrophenyl pivalate
4195-17-9

4-nitrophenyl pivalate

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With 1-methyl-1H-imidazole; 2-(cyclohexylamino)ethanesulfonic acid; In acetonitrile; at 27 ℃; Rate constant; other imidazoles; also in the presence of hydroxylamine or in the absence of catalyst;
With human intestinal carboxylesterase; pH=7.4; Reagent/catalyst; Kinetics; aq. buffer; Enzymatic reaction;
With α-chymotrypsin; water; In aq. buffer; at 25 ℃; pH=7; Solvent; Kinetics;
2-<(pivaloxy)methyl>-5-phenyltetrazole

2-<(pivaloxy)methyl>-5-phenyltetrazole

5-Phenyl-1H-tetrazole
18039-42-4,3999-10-8

5-Phenyl-1H-tetrazole

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With potassium hydroxide; water; In methanol; at 23 ℃; Rate constant; other bases; half-life;
1-<(pivaloxy)methyl>-5-phenyltetrazole

1-<(pivaloxy)methyl>-5-phenyltetrazole

5-Phenyl-1H-tetrazole
18039-42-4,3999-10-8

5-Phenyl-1H-tetrazole

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With potassium hydroxide; water; In methanol; at 23 ℃; Rate constant; other bases; half-life;
2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester
87116-21-0

2,2-dimethylpropionic acid (4-nitrophenoxy)methyl ester

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With water; 8D5 antibody; In N,N-dimethyl-formamide; at 31 ℃; pH=7.55; Further Variations:; Catalysts; Enzyme kinetics;
4-nitrosotetrahydro-2H-pyran-4-yl pivalate
1194657-35-6

4-nitrosotetrahydro-2H-pyran-4-yl pivalate

Tetrahydro-4H-pyran-4-one
29943-42-8,143562-54-3

Tetrahydro-4H-pyran-4-one

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With water; In methanol; aq. phosphate buffer; at 20 ℃; pH=7.4; Reagent/catalyst; Kinetics; Sealed tube;
Benzoic trimethylacetic anhydride
19820-60-1

Benzoic trimethylacetic anhydride

2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

benzaldehyde
100-52-7

benzaldehyde

benzoic acid
65-85-0,8013-63-6

benzoic acid

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With hydrogen; tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; at 80 ℃; for 24h; Further byproducts given;
0.94 mmol
1.16 mmol
0.35 mmol
0.16 mmol
2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

benzoic acid anhydride
93-97-0

benzoic acid anhydride

benzaldehyde
100-52-7

benzaldehyde

pivalaldehyde
630-19-3

pivalaldehyde

benzoic acid
65-85-0,8013-63-6

benzoic acid

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With hydrogen; tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; at 80 ℃; for 48h; under 22501.8 Torr; Further Variations:; Catalysts; reaction time; Product distribution;
2.52 mmol
0.72 mmol
2.30 mmol
Benzoic trimethylacetic anhydride
19820-60-1

Benzoic trimethylacetic anhydride

benzaldehyde
100-52-7

benzaldehyde

benzoic acid
65-85-0,8013-63-6

benzoic acid

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With 9,10-dihydroanthracene; In acetonitrile; for 10h; Rate constant; Product distribution; Quantum yield; Irradiation; mechanism; other mixed anhydrides; also in the presence of methanol and benzophenone;
Methyl pivalate
598-98-1

Methyl pivalate

selenoanisole
4346-64-9

selenoanisole

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With benzeneselenolate ion; Mechanism; reaction of esters with phenyl selenide anion;
98%
100%
With Benzeneselenol; sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 2.) HMPA, 6 h, reflux;
Methyl pivalate
598-98-1

Methyl pivalate

Benzeneselenol
645-96-5

Benzeneselenol

selenoanisole
4346-64-9

selenoanisole

Trimethylacetic acid
75-98-9

Trimethylacetic acid

Conditions
Conditions Yield
With sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 2.) HMPA, 3 h, reflux;

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