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Cyclohexanepropionic acid, also known as 3-cyclohexanepropionic acid, is an organic compound with the chemical formula C9H16O2. It is a carboxylic acid that features a cyclohexane ring attached to a propionic acid chain. Cyclohexanepropionic acid is known for its versatile chemical properties and is widely used in various industries.

701-97-3

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701-97-3 Usage

Uses

Used in Pharmaceutical Industry:
Cyclohexanepropionic acid is used as a pharmaceutical intermediate in organic synthesis. It plays a crucial role in the production of various drugs and medications, contributing to the development of new therapies and treatments.
Used in Chemical Synthesis:
Cyclohexanepropionic acid serves as a starting material in the synthesis of several chemical intermediates, such as cyclohexanepropanenitrile, cyclohexanepropanamide, cyclohexanepropanol, and 1-oxaspiro[4.5]decan-2-one. These intermediates are essential in the production of various chemicals and compounds used in different industries.
Used in Synthesis of Pineapple Esters:
Cyclohexanepropionic acid can be used for the synthesis of pineapple esters, which are known for their unique fruity aroma and are used in the flavor and fragrance industry.
Used in Synthesis of 2-[(1,2,4-triazol-3-yl)thio]acetamide Derivatives:
Cyclohexanepropionic acid is used as a starting material in the synthesis of 2-[(1,2,4-triazol-3-yl)thio]acetamide derivatives. These compounds are studied for their potential applications in in vitro paraoxonase-1 (PON1) research, which is related to the prevention of cardiovascular diseases.
Used in Production of 3-Cyclohexyl-Propionyl Chloride:
Cyclohexanepropionic acid can be used to produce 3-cyclohexyl-propionyl chloride, which is another important chemical intermediate used in various chemical reactions and processes.

Biochem/physiol Actions

3-Cyclohexanepropionic acid facilitates oral delivery of cromolyn via permeation across/through the membrane in rats.

Check Digit Verification of cas no

The CAS Registry Mumber 701-97-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 701-97:
(5*7)+(4*0)+(3*1)+(2*9)+(1*7)=63
63 % 10 = 3
So 701-97-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H16O2/c10-9(11)7-6-8-4-2-1-3-5-8/h8H,1-7H2,(H,10,11)

701-97-3 Well-known Company Product Price

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  • Alfa Aesar

  • (B23613)  3-Cyclohexylpropionic acid, 98+%   

  • 701-97-3

  • 50g

  • 541.0CNY

  • Detail
  • Alfa Aesar

  • (B23613)  3-Cyclohexylpropionic acid, 98+%   

  • 701-97-3

  • 250g

  • 2055.0CNY

  • Detail
  • Alfa Aesar

  • (B23613)  3-Cyclohexylpropionic acid, 98+%   

  • 701-97-3

  • 1000g

  • 6893.0CNY

  • Detail

701-97-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Cyclohexanepropionic acid

1.2 Other means of identification

Product number -
Other names Cyclohexanepropanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:701-97-3 SDS

701-97-3Relevant articles and documents

Structure-based linker optimization of 6-(2-cyclohexyl-1-alkyl)-2-(2-oxo-2-phenylethylsulfanyl)pyrimidin-4(3H)-ones as potent non-nucleoside HIV-1 reverse transcriptase inhibitors

Li, Daxiong,Zhang, Chunsheng,Ding, Wei,Huang, Siming,Yu, Le,Lu, Nan,Pan, Wenkai,Li, Yiming,De Clercq, Erik,Pannecouque, Christophe,Zhang, Hongbing,Wang, Yueping,He, Yanping,Chen, Fener

supporting information, p. 1020 - 1024 (2020/10/12)

In continuation of our efforts toward the discovery of potent HIV-1 NNRTIs with diverse structures, a series of novel S-DACO analogues of 6-(2-cyclohexyl-1-alkyl)-2-(2-oxo-2-phenyl-ethylsulfanyl)pyrimidin-4(3H)-ones were designed, synthesized and evaluated for their antiviral activities in MT-4 cells. Most of these new compounds showed moderate to good activities against wild type HIV-1 with IC50 values ranging from 7.55 μmol/L to 0.018 μmol/L. Among them, compound 5c was identified as the most promising inhibitor against HIV-1 replication with an IC50 = 0.018 μmol/L, CC50 = 194 μmol/L, and SI = 12791, which was much more potent than the reference drugs NVP and DLV and comparable to AZT and EFV. In addition, 5c also exhibited improved activity against double mutant HIV-1 strain RES056 compared to that of the reference drugs NVP/DLV and DB02. The preliminary structure-activity relationship (SAR) and molecular modeling studies were also discussed, which provides some useful indications for guiding the further rational design of new S-DACO analogues.

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

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Paragraph 0094-0096; 0098; 0100-0104, (2021/05/29)

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

Catalytic hydrogenation of cinnamic acid and salicylic acid

Shinde, Sunil B.,Deshpande, Raj M.

, p. 339 - 341 (2020/01/08)

Hydrogenation of cinnamic acid and salicylic acid was carried out using 5 %Ru/C, 5 % Pd/C and Ru-Sn/Al2O3 catalyst at 493 K and 6.89 MPa of hydrogen partial pressure. Ru-Sn/Al2O3 catalyst was found to be active for hydrogenation -COOH group to give cinnamyl alcohol. The selectivity to cinnamyl alcohol was low (15 %) as absolute inhibition of C=C bond hydrogenation in cinnamic acid is challenging. 5 %Pd/C catalyst was found to hydrogenate C=C bond and aromatic ring in cinnamic acid. 5 %Ru/C catalyst was found to be least selective catalyst as it hydrogenated C=C bond, aromatic ring and -COOH group in cinnamic acid. Hydrogenation of salicylic acid is not possible at 493 K as decarboxylation of salicylic acid occurs.

Preparation method for synthesizing propiolic acid and derivatives thereof

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Paragraph 0016, (2020/10/14)

The invention provides a preparation method for synthesizing propiolic acid and derivatives thereof. The synthetic route of the method comprises the following steps: firstly, under anhydrous and anaerobic conditions, adding magnesium metal, elemental iodine and a solvent into a reactor, uniformly stirring the reactants, and then dropwise adding halogenated hydrocarbon to react to generate a hydrocarbyl magnesium halide Grignard reagent; dropwise adding terminal alkyne into the reactor for Grignard exchange reaction to obtain alkynyl magnesium halide; and finally, introducing CO2 into the reactor, carrying out nucleophilic addition reaction, and hydrolyzing the product to obtain the propiolic acid compound. The preparation method provided by the invention is simple, safe and mild in operation condition.

Synthetic method of acid compound

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Paragraph 0028-0033; 0042, (2020/08/25)

The invention belongs to the field of organic synthesis, and particularly relates to a synthetic method of an acid compound. An acid anhydride compound and an alkyl bromide or a functionalized alkyl bromide are subjected to a cross-electrophilic coupling reaction to synthesize an acid compound, so that the application of the alkyl bromide in the cross-electrophilic coupling reaction is expanded, and a novel non-traditional method for chemically and selectively constructing a carbon-carbon bond through a decarburization process is provided. The synthesis method is simple, economic, green and environment-friendly, and has wider applicability or is suitable for large-scale production.

Mechanistic study of the selective hydrogenation of carboxylic acid derivatives over supported rhenium catalysts

Toyao, Takashi,Ting, Kah Wei,Siddiki, S. M. A. Hakim,Touchy, Abeda S.,Onodera, Wataru,Maeno, Zen,Ariga-Miwa, Hiroko,Kanda, Yasuharu,Asakura, Kiyotaka,Shimizu, Ken-ichi

, p. 5413 - 5424 (2019/10/29)

The structure and performance of TiO2-supported Re (Re/TiO2) catalysts for selective hydrogenation of carboxylic acid derivatives have been investigated. Re/TiO2 promotes selective hydrogenation reactions of carboxylic acids and esters that form the corresponding alcohols, and of amides that generate the corresponding amines. These processes are not accompanied by reduction of aromatic moieties. A Re loading amount of 5 wt% and a catalyst pretreatment with H2 at 500 °C were identified as being optimal to obtain the highest catalytic activity for the hydrogenation processes. The results of studies using various characterization methods, including X-ray diffraction (XRD), X-ray absorption fine structure (XAFS), X-ray photoelectron spectroscopy (XPS), and scanning transmission electron microscopy (STEM), indicate that the Re species responsible for the catalytic hydrogenation processes have sub-nanometer to a few nanometer sizes and average oxidation states higher than 0 and below +4. The presence of either a carboxylic acid and/or its corresponding alcohol is critical for preventing the Re/TiO2 catalyst from promoting production of dearomatized byproducts. Although Re/TiO2 is intrinsically capable of hydrogenating aromatic rings, carboxylic acids, alcohols, amides, and amines strongly adsorb on the Re species, which leads to suppression of this process. Moreover, the developed catalytic system was applied to selective hydrogenation of triglycerides that form the corresponding alcohols.

Pd-Catalyzed Highly Chemo- And Regioselective Hydrocarboxylation of Terminal Alkyl Olefins with Formic Acid

Ren, Wenlong,Chu, Jianxiao,Sun, Fei,Shi, Yian

supporting information, p. 5967 - 5970 (2019/08/26)

An efficient Pd-catalyzed hydrocarboxylation of alkenes with HCOOH is described. A wide variety of linear carboxylic acids bearing various functional groups can be obtained with excellent chemo- and regioselectivities under mild reaction conditions. The reaction process is operationally simple and requires no handling of toxic CO.

Synthetic method of terminal carboxylic acid

-

Paragraph 0099-0102, (2019/11/21)

The invention discloses a synthetic method of a terminal carboxylic acid. The synthetic method is characterized by comprising the steps of adding an olefin represented by a formula (3) shown in the description, formic acid, acetic anhydride, Pd(OAc)2 and a monophosphorus ligand TFPP into an organic solvent in a proportion, carrying out hydrogen carbonylation reaction on the olefin represented by the formula (3) shown in the description, formic acid and acetic anhydride at 80-90 DEG C for 48h-72h under the catalysis of the metal palladium salt Pd(OAc)2 and the monophosphorus ligand TFPP so as to obtain the terminal carboxylic acid represented by a formula shown in the description, and separating a target product, namely the terminal carboxylic acid after the reaction is finished, wherein olefin represented by the formula (3) is selected from cycloolefins, or linear olefins of which the R1 is electron donating groups. By virtue of the method disclosed by the invention, corresponding terminal carboxylic acid and a derivative thereof can be prepared through the reaction under mild conditions of low temperature and no high pressure; and the steps of the synthetic method are simple and convenient, the operation is convenient, the yield is high, the energy source can be greatly saved, and the synthetic efficiency can be greatly improved.

Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals

Wu, Fu-Peng,Li, Da,Peng, Jin-Bao,Wu, Xiao-Feng

supporting information, p. 5699 - 5703 (2019/08/01)

In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.

Method for synthesizing 3-cyclohexyl propionic acid

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Paragraph 0025-0033, (2019/06/30)

The invention discloses a method for synthesizing 3-cyclohexylpropionic acid, and relates to the 3-cyclohexylpropionic acid. The method comprises the following steps: adding a silver carbon catalyst into an alkaline solution, adding cinnamaldehyde, filtering out the silver carbon catalyst after oxidation reaction, wherein the filtrate is a cinnamate mixed solution; transferring the cinnamate mixedsolution into a hydrogenation reaction kettle, introducing hydrogen under the catalysis of a ruthenium carbon catalyst, heating to carry out hydrogenation reaction, filtering out the ruthenium carboncatalyst, acidifying the filtrate with acid until the pH value is 2-3, and standing and layering to obtain the 3-cyclohexylpropionic acid. Oxidizing the reaction solution with the cinnamaldehyde without post-treatment, and directly carrying out hydrogenation reaction to obtain 3-cyclohexylpropionic acid; the total yield can be more than 90%. The reaction liquid obtained after the oxidation reaction is directly used by the oxidation reaction liquid without the treatment of acidification, washing, decolorization, purification and the like;according to the new method for synthesizing the 3-cyclohexylpropionic acid by hydrogenation technology, the synthesis cost of 3-cyclohexylpropionic acid can be significantly saved.

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