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4630-80-2

4630-80-2 Structure

4630-80-2 Structure
IdentificationMore
[Name]

METHYL CYCLOPENTANECARBOXYLATE
[CAS]

4630-80-2
[Synonyms]

METHYL CYCLOPENTANECARBOXYLATE
RARECHEM AL BF 0721
Cyclopentane-1-carboxylic acid methyl ester
Cyclopentanecarboxylic acid methyl
[EINECS(EC#)]

225-049-7
[Molecular Formula]

C7H12O2
[MDL Number]

MFCD00019290
[Molecular Weight]

128.17
[MOL File]

4630-80-2.mol
Chemical PropertiesBack Directory
[Melting point ]

77-78℃
[Boiling point ]

81-82°C 5mm
[density ]

1.014
[refractive index ]

1.4360
[Fp ]

81-82°C/5mm
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Difficult to mix.
[form ]

clear liquid
[color ]

Colorless to Almost colorless
[BRN ]

2040762
[InChI]

InChI=1S/C7H12O2/c1-9-7(8)6-4-2-3-5-6/h6H,2-5H2,1H3
[InChIKey]

IIHIJFJSXPDTNO-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)CCCC1
[CAS DataBase Reference]

4630-80-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H226
[Precautionary statements ]

P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 3272 3/PG III
[HazardClass ]

IRRITANT
[PackingGroup ]

III
[HS Code ]

2916200090
Hazard InformationBack Directory
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 39, p. 3273, 1974 DOI: 10.1021/jo00936a022
[Synthesis]

Methanol

67-56-1

Cyclopentanecarboxylic acid

3400-45-1

METHYL CYCLOPENTANECARBOXYLATE

4630-80-2

Cyclopentanecarboxylic acid (9.5 mL, 87.6 mmol) was dissolved in anhydrous CH2Cl2 (100 mL) in an oven-dried flask equipped with anhydrous CaCl2 drying tube. Subsequently, oxalyl chloride (8.8 mL, 105.1 mmol) was slowly added dropwise and 2 drops of DMF was added as a catalyst. After the reaction was carried out for 7 hours, the mixture was concentrated under vacuum. The concentrated residue was dissolved in MeOH (25 mL) and the reaction was continued for 19 hours. After completion of the reaction, the mixture was again concentrated under vacuum. The residue was redissolved in CH2Cl2 (100 mL) and washed sequentially with saturated NaHCO3 solution and brine. The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated under vacuum. Finally, the residue was purified by simple distillation to afford methyl cyclopentanoate (9.5 g, 74.3 mmol, 85% yield) as a colorless oil.

[References]

[1] Journal of Organic Chemistry, 1993, vol. 58, # 24, p. 6843 - 6850
[2] Synlett, 2017, vol. 28, # 13, p. 1570 - 1575
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 2, p. 574 - 578
[4] Angew. Chem., 2018, vol. 130, p. 583 - 587,5
[5] Journal of the American Chemical Society, 1981, vol. 103, # 2, p. 436 - 442
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL CYCLOPENTANECARBOXYLATE(4630-80-2)1HNMR
METHYL CYCLOPENTANECARBOXYLATE(4630-80-2)13CNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Methyl cyclopentanecarboxylate, 98%(4630-80-2)
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