METHYL CYCLOPENTANECARBOXYLATE Chemical Properties

Melting point:

77-78℃

Boiling point:

81-82°C 5mm

Density 

1.014

refractive index 

1.4360

Flash point:

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 Information

Safety Statements 

24/25

RIDADR 

UN 3272 3/PG III

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

2916200090

MSDS

• Language:English Provider:ALFA

METHYL CYCLOPENTANECARBOXYLATE Usage And Synthesis

Synthesis Reference(s)

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

Synthesis

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

METHYL CYCLOPENTANECARBOXYLATE(4630-80-2)Related Product Information

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• NAPHTHENIC ACID
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• PICROTOXIN
• Methyl 2-cyclopentanonecarboxylate
• CARBETAPENTANE CITRATE
• 1,2,3,4-CYCLOPENTANETETRACARBOXYLIC DIANHYDRIDE
• DL-CAMPHORIC ANHYDRIDE
• BETULINIC ACID METHYL ESTER
• METHYL CYCLOPENTANECARBOXYLATE
• caramiphen
• 1,2,3,4-CYCLOPENTANETETRACARBOXYLIC ACID
• Himic anhydride
• Ethyl 2-oxocyclopentanecarboxylate
• Methyl 1-amino-1-cyclopentanecarboxylate
• Methyl formate
• GIBBERELLIN A9 METHYL ESTER
• gibberellin A4 methyl ester