Pivalic acid

Base Information

• Chemical Name: Pivalic acid
• CAS No.: 75-98-9
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 2915.90
• European Community (EC) Number: 200-922-5
• ICSC Number: 0486
• NSC Number: 65449
• UN Number: 3261
• UNII: 813RE8BX41
• DSSTox Substance ID: DTXSID8026432
• Nikkaji Number: J4.166A
• Wikipedia: Pivalic acid,Pivalic_acid
• Wikidata: Q421509
• Metabolomics Workbench ID: 143
• ChEMBL ID: CHEMBL322719
• Mol file: 75-98-9.mol

Synonyms:2,2-dimethylpropionic acid;pivalic acid;pivalic acid, sodium salt

Chemical Property of Pivalic acid

Chemical Property:

• Appearance/Colour: white crystalline low melting mass
• Vapor Pressure: 0.907mmHg at 25°C
• Melting Point: 32-35 °C
• Refractive Index: 1.393
• Boiling Point: 166.2 °C at 760 mmHg
• Flash Point: 68.3 °C
• PSA: 37.30000
• Density: 0.965 g/cm³
• LogP: 1.11710
• Water Solubility.: 25 g/L (20℃)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 78.6
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R21/22:; R34:
• Safety Statements: S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C)(C)C(=O)O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and upper respiratory tract. The substance is irritating to the gastrointestinal tract.

Technology Process of Pivalic acid

There total 316 articles about Pivalic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Methyl pivalate (598-98-1) → selenoanisole (4346-64-9) + Trimethylacetic acid (75-98-9)

Guidance literature:

With benzeneselenolate ion; Mechanism; reaction of esters with phenyl selenide anion;

DOI:10.1021/jo00326a001

Reference yield: 78.0%

3,5-Dimethoxybenzyl pivalate (157843-81-7) → 1,3-dimethoxy-5-methylbenzene (4179-19-5) + Trimethylacetic acid (75-98-9)

Guidance literature:

With N¹,N¹,N¹²,N¹²-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine; In N,N-dimethyl-formamide; for 24h; Inert atmosphere; Glovebox; UV-irradiation;

DOI:10.1002/anie.201208066

Reference yield:

4-nitrophenyl pivalate (4195-17-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Trimethylacetic acid (75-98-9)

Guidance literature:

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;

DOI:10.1021/jo00283a015

upstream raw materials:

1,4-dioxane

2,2-dimethylpropiophenone

potassium tert-butylate

pyridine

Downstream raw materials:

2,2-dimethyl-1-(2-thienyl)-1-propanone

2-Amino-5-t-butyl-1,3,4-thiadiazole

2,2-dimethylpropanoic anhydride

N-pivaloylaniline

Refernces

• 1、 Garrett. "-". . p. 1071,1072. Retrieved 1957.
• 2、 Luzgin, Mikhail V.,Stepanov, Alexander G.,Sassi, Alain,Sommer, Jean. "Formation of carboxylic acids from small alkanes in zeolite H-ZSM-5". . p. 2368 - 2376. Retrieved 2000.
• 3、 Story,Burgess. "-". . p. 1287. Retrieved 1968.
• 4、 Siddiki,Rashed, Md. Nurnobi,Touchy, Abeda Sultana,Jamil, Md. A. R.,Jing, Yuan,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-Ichi. "Hydrolysis of amides to carboxylic acids catalyzed by Nb2O5". . p. 1949 - 1960. Retrieved 2021/03/26.
• 5、 Cho, Jaeheung,Jeong, Donghyun,Park, Younwoo,Shin, Bongki. "Nucleophilic reactivity of a mononuclear cobalt(iii)-bis(: Tert -butylperoxo) complex". supporting information. p. 9449 - 9452. Retrieved 2020/09/07.