4840-68-0

Basic information

• Product Name: 1-Cyclohexene-1-carboxylic acid, 2-hydroxy-, ethyl ester
• CAS NO: 4840-68-0
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Mol File: 4840-68-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Cyclohexene-1-carboxylic acid, 2-hydroxy-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexene-1-carboxylic acid, 2-hydroxy-, ethyl ester(4840-68-0)
• EPA Substance Registry System: 1-Cyclohexene-1-carboxylic acid, 2-hydroxy-, ethyl ester(4840-68-0)

Safety Data

• Hazardous Substances Data: 4840-68-0(Hazardous Substances Data)

Usage

Chemical structure

A cyclohexene ring with a carboxylic acid group at position 1 and a hydroxyl group at position 2, with an ethyl ester group attached to the carboxylic acid.

Physical state

Colorless liquid

Odor

Sweet, fruity

Applications

a. Fragrance industry
b. Flavor industry
c. Production of pharmaceuticals
d. Solvent in chemical reactions

Flammability

Flammable

Health hazards

a. Skin irritation
b. Eye irritation
c. Harmful if ingested or inhaled in large quantities

Safety precautions

Proper handling and usage with appropriate safety measures to prevent contact with skin and eyes, as well as ingestion or inhalation.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 17605-06-0 ethyl 3-oxohept-6-enoate 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Downstream Products

• 1452877-22-3 (2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 2-hydroxycyclohex-1-enecarboxylate 
• 1362386-08-0 allyl 2-hydroxycyclohex-1-enecarboxylate 
• 1452877-23-4 (2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate 
• 1452877-44-9 C₄₈H₆₉N₃O₁₂ 
• 1452877-43-8 C₆₃H₉₃N₃O₁₈ 
• 1452877-40-5 (S)-(N-Boc-pyrrolidin-2-yl)methyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate 
• 1452877-35-8 C₃₃H₄₂O₁₂ 
• 1452877-34-7 C₄₂H₅₄O₁₂ 
• 1452877-32-5 allyl 1-(iodomethyl)-2-oxocyclohexanecarboxylate 
• 122135-83-5 ethyl 2-trifluoromethanesulfonyloxycyclohex-1-enecarboxylate 
• 85458-79-3 (RS)-3-N-(2',3'-dihydroxypropyl)-5,6-tetramethyleneuracil 
• 70071-65-7 1,2,3,4,9,10,11,12,13,14-decahydro-dibenzo[b,j][1,10]phenanthroline-5,8-dione 
• 70071-61-3 N,N'-bis(ethyl cyclohex-1-en-2-yl-carboxylate)-1,2-benzenediamine 

Relevant articles and documents

Pd(OAc)2-catalyzed orthogonal synthesis of 2-hydroxybenzoates and substituted cyclohexanones from acyclic unsaturated 1,3-carbonyl compounds

A Pd-catalyzed orthogonal synthesis of substituted 2-hydroxybenzoates and substituted cyclohexanones was developed for the first time. The substituted 2-hydroxybenzoates were obtained from acyclic unsaturated 1,3-carbonyl compounds using a combination of catalytic Pd(OAc)2 and Cu(OAc)2. On the other hand, the substituted cyclohexanones were produced from similar substrates via catalytic Pd(OAc)2 and hydrogen chloride. Each transformation was clean, easy to work up, provided the desired compounds in good purities, and did not require column chromatography purification.

Kinetics and Equilibria of Keto-Enol Conversion in Aqueous Solution. Rate and Equilibrium Constants Determined from a Single Experiment

The zero-order bromination of 2-carbethoxycyclohexanone in aqueous solution, followed spectrophotometrically at 267 nm, transforms near the end of the reaction quite suddenly into an opposing first-order process, representing a restoration of the perturbed keto-enol equilibrium.This is partly due to a (coincidental) overlap of the spectra for bromine and the substrate (enol) in the range 250-280 nm.Rate constants and the equilibrium constant for the keto-enol conversion can be determined (in principle) from a single kinetic experiment.The keto-enol conversion studied here is catalyzed only by bases, although a small component of catalysis by the hydronium ion is also found.Catalytic data for twelve bases, including water and the hydroxide ion, are correlated with pKA in a Broensted plot.Carboxylates form a linear correlation with a Broensted slope of β=0.67, in accordance with earlier observations.Phosphates exhibit moderately negative deviations, presumably due to electrostatic effects.Stronger bases show large negative deviations, undoubtedly relating to strong solvation of these ions.Kinetic experiments by stopped-flow in aqueous hydroxide provide a basis for determining the acidity constants for the substrate.