Methyl pivalate

Base Information

• Chemical Name: Methyl pivalate
• CAS No.: 598-98-1
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915.60
• European Community (EC) Number: 209-959-1
• UNII: BFX9W386OX
• DSSTox Substance ID: DTXSID4027234
• Nikkaji Number: J94.922A
• Wikipedia: Methyl_pivalate
• Wikidata: Q39087209
• ChEMBL ID: CHEMBL32422
• Mol file: 598-98-1.mol

Synonyms:Methyl pivalate;Methyl trimethylacetate;598-98-1;Propanoic acid, 2,2-dimethyl-, methyl ester;methyl 2,2-dimethylpropanoate;Pivalic acid, methyl ester;UNII-BFX9W386OX;BFX9W386OX;DTXSID4027234;EINECS 209-959-1;2,2-Dimethyl-propionic acid methyl ester;methyl pivaloate;PIVALIC ACID METHYL ESTER;tert-C4H9COOCH3;2,2-Dimethylpropanoic acid methyl ester;SCHEMBL15139;CHEMBL32422;Methyl trimethylacetate, 99%;DTXCID607234;Trimethylacetic Acid Methyl Ester;Methyl pivalate, analytical standard;Tox21_200448;MFCD00008843;AKOS009157158;2,2-Dimethylpropionic Acid Methyl Ester;NCGC00248622-01;NCGC00258002-01;CAS-598-98-1;FT-0676041;P0462;Methyl pivalate, for GC/MS, >=99.9% (GC);Q2717340

Chemical Property of Methyl pivalate

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 40.6mmHg at 25°C
• Melting Point: <-70°C
• Refractive Index: 1.3891
• Boiling Point: 98 °C at 760 mmHg
• Flash Point: 6.7 °C
• PSA: 26.30000
• Density: 0.885 g/cm³
• LogP: 1.20550
• Storage Temp.: Flammables area
• Solubility.: 15.0g/l
• Water Solubility.: 水不溶，极易溶于乙醇，乙醚。
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 89.2

Purity/Quality:

98% ^*data from raw suppliers

Methyl Pivalate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-9-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CC(C)(C)C(=O)OC
• Description: Methyl trimethylacetate is a colorless liquid, the methyl ester of pivalic acid. The ester is well known for being resistant to hydrolysis to the parent acid. Hydrolysis can be effected with a solution of trimethylsilyl iodide in hot acetonitrile followed by aqueous workup. It is used to make vinyl chloride resins, as a chemical intermediate, and in adhesives, lubricants, greases, and fuel additives.
• Uses: Methyl Pivalate is a useful chemical reagent for the preparation of esters and transesterification.

Technology Process of Methyl pivalate

There total 52 articles about Methyl pivalate 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: 96.0%

methanol (67-56-1) + C21H30N4OPbS(2+)*2ClO4(1-) + tetramethyl ammoniumhydroxide (75-59-2,104422-11-9,123626-97-1,154636-59-6,195460-17-4,78017-87-5,93615-68-0,129654-61-1) → Methyl pivalate (598-98-1) + N-((ethylthio)ethyl)-N-((6-amino-2-pyridyl)methyl)-N-((2-pyridyl)-methyl)amine + tetramethylammonium perchlorate (2537-36-2)

Guidance literature:

methanol; C₂₁H₃₀N₄OPbS⁽²⁺⁾*2ClO₄^(1-); tetramethyl ammoniumhydroxide; at 20 ℃; for 24h;

tetramethyl ammoniumhydroxide; In water; for 0.333333h;

DOI:10.1021/ic401782x

Reference yield: 92.0%

methyl 1-imidazolecarboxylate (61985-23-7) + Trimethylacetic acid (75-98-9) → Methyl pivalate (598-98-1)

Guidance literature:

In acetonitrile; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol1018882

Reference yield: 90.0%

methanol (67-56-1) + pivaloyl chloride (3282-30-2) → Methyl pivalate (598-98-1)

Guidance literature:

for 7h; Heating;

upstream raw materials:

diazomethane

Trimethylacetic acid

3-bromo-3-methyl-2-butanone

sodium methylate

Downstream raw materials:

3-ethyl-2,2-dimethyl-3-pentanol

2,2-dimethyl-3-pentanol

Di-t-butyl ketone

tri-tert-butylcarbinol

Refernces

• 1、 Schwengers, Sebastian A.,De, Chandra Kanta,Grossmann, Oleg,Grimm, Joyce A. A.,Sadlowski, Natascha R.,Gerosa, Gabriela G.,List, Benjamin. "Unified Approach to Imidodiphosphate-Type Br?nsted Acids with Tunable Confinement and Acidity". supporting information. p. 14835 - 14844. Retrieved 2021/09/18.
• 2、 Wang, Xie,Xie, Peipei,Qiu, Renhua,Zhu, Longzhi,Liu, Ting,Li, You,Iwasaki, Takanori,Au, Chak-Tong,Xu, Xinhua,Xia, Yuanzhi,Yin, Shuang-Feng,Kambe, Nobuaki. "Nickel-catalysed direct alkylation of thiophenes via double C(sp3)-H/C(sp2)-H bond cleavage: The importance of KH2PO4". supporting information. p. 8316 - 8319. Retrieved 2017/07/26.