1-Methylcyclobutanecarboxylic acid

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1-Methylcyclobutanecarboxylic acid manufacturers

1-Methylcyclobutanecarboxylic acid Basic information
Product Name:1-Methylcyclobutanecarboxylic acid
Synonyms:1-Methylcyclobutanecarboxylic acid;1-methyl-1-cyclobutanecarboxylic acid;Cyclobutanecarboxylic acid, 1-methyl-;1-Methylcyclobutane-1-carboxylic acid
CAS:32936-76-8
MF:C6H10O2
MW:114.14
EINECS:
Product Categories:
Mol File:32936-76-8.mol
1-Methylcyclobutanecarboxylic acid Structure
1-Methylcyclobutanecarboxylic acid Chemical Properties
Boiling point 203℃
density 1.122
Fp 92℃
storage temp. Sealed in dry,Room Temperature
pka5.00±0.20(Predicted)
form liquid
color Colourless
InChIInChI=1S/C6H10O2/c1-6(5(7)8)3-2-4-6/h2-4H2,1H3,(H,7,8)
InChIKeyGCZGQVRHZLOCDD-UHFFFAOYSA-N
SMILESC1(C)(C(O)=O)CCC1
Safety Information
RIDADR 3265
HazardClass 8
PackingGroup 
HS Code 2916200090
MSDS Information
1-Methylcyclobutanecarboxylic acid Usage And Synthesis
Uses1-Methylcyclobutanecarboxylic Acid is used for acid chlorination.
Synthesis
Cyclobutanecarboxylic acid

3721-95-7

Iodomethane

74-88-4

1-Methylcyclobutanecarboxylic acid

32936-76-8

Example B19: Diisopropylamine (17 mL, 121 mmol) was dissolved in THF (50 mL) at 0 °C, n-butyllithium (2.5 M hexane solution, 48 mL, 120 mmol) was slowly added and the reaction was stirred for 10 minutes. Subsequently, cyclobutanecarboxylic acid (5.00 g, 49.9 mmol) was added and stirring was continued for 0.5 hours. Next, methyl iodide (9.00 g, 63.4 mmol) was added dropwise to the reaction mixture and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the mixture was concentrated to dryness. The residue was treated with saturated NaHCO3 solution and then extracted with DCM (2×). The organic phases were combined, washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness to afford 1-methylcyclobutanecarboxylic acid (3.54 g, 62% yield) as a brown oil.

References[1] Chemical Communications, 2006, # 39, p. 4107 - 4109
[2] Patent: US2014/275080, 2014, A1. Location in patent: Paragraph 0.384
[3] Journal of Organic Chemistry, 1982, vol. 47, # 17, p. 3242 - 3247
[4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1980, p. 1083 - 1092
[5] Patent: WO2009/98283, 2009, A1. Location in patent: Page/Page column 120-121
1-Methylcyclobutanecarboxylic acid Preparation Products And Raw materials
Raw materialsCyclobutanecarboxylic acid-->Iodomethane-->Hexane-->Diisopropylamine-->n-Butyllithium-->Tetrahydrofuran
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