Cas no 97023-48-8 (2-Cyclohexylbenzoic acid)

2-Cyclohexylbenzoic acid is a substituted benzoic acid derivative characterized by a cyclohexyl group attached to the aromatic ring at the 2-position. This structure imparts unique steric and electronic properties, making it a valuable intermediate in organic synthesis and pharmaceutical applications. The cyclohexyl moiety enhances lipophilicity, which can influence solubility and binding affinity in drug design. Its carboxylic acid functionality allows for further derivatization, enabling the synthesis of esters, amides, and other derivatives. The compound is typically utilized in research settings for the development of bioactive molecules and materials science. Its stability and well-defined reactivity profile make it a reliable building block for specialized chemical processes.
2-Cyclohexylbenzoic acid structure
2-Cyclohexylbenzoic acid structure
Product Name:2-Cyclohexylbenzoic acid
CAS No:97023-48-8
MF:C13H16O2
MW:204.264944076538
MDL:MFCD00452653
CID:91135
PubChem ID:7020572
Update Time:2025-05-20

2-Cyclohexylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Cyclohexylbenzoic acid
    • 2-Cyclohexyl-benzoesaeure
    • 2-cyclohexyl-benzoic acid
    • o-Cyclohexylbenzoesaeure
    • 2-Cyclohexylbenzoic acid (ACI)
    • Benzoic acid, o-cyclohexyl- (7CI)
    • XDA02348
    • SCHEMBL50486
    • DA-26332
    • CS-0318954
    • AE-641/01665050
    • MFCD00452653
    • 2-CYCLOHEXYLBENZOICACID
    • Benzoic acid, 2-cyclohexyl-
    • 2-cyclohexyl benzoic acid
    • 2-Cyclohexylbenzoic acid, AldrichCPR
    • AS-59997
    • AKOS015840906
    • G29365
    • DTXSID40427257
    • cyclohexylbenzoic acid
    • ZKTFZNPTAJIXMK-UHFFFAOYSA-N
    • 97023-48-8
    • EN300-378232
    • MDL: MFCD00452653
    • Inchi: 1S/C13H16O2/c14-13(15)12-9-5-4-8-11(12)10-6-2-1-3-7-10/h4-5,8-10H,1-3,6-7H2,(H,14,15)
    • InChI Key: ZKTFZNPTAJIXMK-UHFFFAOYSA-N
    • SMILES: O=C(C1C(C2CCCCC2)=CC=CC=1)O
    • BRN: 2452158

Computed Properties

  • Exact Mass: 204.11500
  • Monoisotopic Mass: 204.115029749g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 219
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • Color/Form: White powder
  • Density: 1.1±0.1 g/cm3
  • Melting Point: 103-105°C
  • Boiling Point: 332.4±21.0 °C at 760 mmHg
  • Flash Point: 156.8±16.7 °C
  • Refractive Index: 1.557
  • PSA: 37.30000
  • LogP: 3.43250
  • Solubility: Insoluble in water
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

2-Cyclohexylbenzoic acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-Cyclohexylbenzoic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Zinc chloride Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
1.2 Catalysts: Palladium(1+), chloro(N2,N6-dibutyl-2,6-pyridinedicarbothioamide-κN1,κS2,κS6)-, … ;  40 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt
Reference
Pincer thioamide and pincer thioimide palladium complexes catalyze highly efficient Negishi coupling of primary and secondary alkyl zinc reagents at room temperature
Wang, Haibo; Liu, Jing; Deng, Yi; Min, Tianyin; Yu, Ganxiang; et al, Chemistry - A European Journal, 2009, 15(6), 1499-1507

Production Method 2

Reaction Conditions
1.1 Reagents: Acetaldehyde ,  Hydrochloric acid ,  Oxygen Catalysts: Cobalt diacetate
Reference
Synthesis of cyclohexylbenzoic acids by liquid-phase catalytic oxidation of cyclohexyltoluenes
Koshel, S. G.; Obukhova, T. A.; Krylova, N. N.; Smirnova, G. B.; Mironov, G. S., Neftekhimiya, 1989, 29(2), 257-61

Production Method 3

Reaction Conditions
Reference
Preparation of cyclic amine derivatives as CCR3 antagonists
, World Intellectual Property Organization, , ,

Production Method 4

Reaction Conditions
1.1 Reagents: tert-Butyl peroxide Catalysts: 1,4-Bis(diphenylphosphino)butane ,  Triruthenium dodecacarbonyl ;  12 h, 135 °C
Reference
Ruthenium-Catalyzed Para-Selective Oxidative Cross-Coupling of Arenes and Cycloalkanes
Guo, Xiangyu; Li, Chao-Jun, Organic Letters, 2011, 13(19), 4977-4979

Production Method 5

Reaction Conditions
1.1 Reagents: Acetaldehyde ,  Oxygen Catalysts: Cobalt diacetate Solvents: Acetic acid ;  85 - 95 °C
Reference
Liquid-phase catalytic oxidation of methyl derivatives of biphenyl
Koshel', G. N.; Koshel', S. G.; Postnova, M. V.; Lebedeva, N. V.; Kuznetsova, E. A.; et al, Kinetics and Catalysis, 2004, 45(6), 821-825

Production Method 6

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium ,  Methanesulfonic acid, 1,1,1-trifluoro-, hafnium(4+) salt (4:1) Solvents: 1-Butanol ;  12 h, 1 atm, 120 °C
1.2 Reagents: Potassium hydroxide Solvents: Methanol ;  6 h, 80 °C
Reference
Strategic Approach to the Metamorphosis of γ-Lactones to NH γ-Lactams via Reductive Cleavage and C-H Amidation
Jung, Hoi-Yun ; Chang, Sukbok ; Hong, Sungwoo, Organic Letters, 2019, 21(17), 7099-7103

Production Method 7

Reaction Conditions
1.1 Reagents: Zinc chloride Solvents: Tetrahydrofuran ;  1 h, rt
1.2 Catalysts: Palladium(1+), chloro(N2,N6-dibutyl-2,6-pyridinedicarbothioamide-κN1,κS2,κS6)-, … ;  2 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water
Reference
Process for preparation of 2,6-pyridinedicarbothioamides metal complexes as cross coupling reaction catalysts
, China, , ,

Production Method 8

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  48 h, 120 °C
Reference
Cobalt-catalyzed C(sp3)-H/C(sp2)-H oxidative coupling between alkanes and benzamides
Li, Shuangjie; Wang, Bao; Dong, Guangyu; Li, Chunpu; Liu, Hong, RSC Advances, 2018, 8(24), 13454-13458

Production Method 9

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  0.5 h, -78 °C
1.2 1 h, -78 °C; 20 min, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water
Reference
Peroxydisulfate-Mediated Transition-Metal-Free Oxidative C(sp3)-H Bond Lactonization
Nozawa-Kumada, Kanako; Kurosu, Satoshi; Shigeno, Masanori ; Kondo, Yoshinori, Asian Journal of Organic Chemistry, 2019, 8(7), 1080-1083

Production Method 10

Reaction Conditions
Reference
Synthesis of biphenylpolycarboxylic acids. II. Oxidation of cyclohexyltoluenes and methylbiphenyls to carboxylic acids
Koshel, S. G.; Shutova, I. V.; Shapiro, Yu. E.; Obukhova, T. A.; Rusakov, A. I.; et al, Zhurnal Organicheskoi Khimii, 1992, 28(2), 363-6

2-Cyclohexylbenzoic acid Raw materials

2-Cyclohexylbenzoic acid Preparation Products

Additional information on 2-Cyclohexylbenzoic acid

Comprehensive Overview of 2-Cyclohexylbenzoic Acid (CAS No. 97023-48-8): Properties, Applications, and Industry Insights

2-Cyclohexylbenzoic acid (CAS No. 97023-48-8) is a versatile organic compound with a molecular structure combining a benzoic acid moiety and a cyclohexyl group. This unique configuration grants it distinct chemical properties, making it valuable in pharmaceuticals, agrochemicals, and specialty chemical synthesis. As demand for high-purity intermediates grows, this compound has garnered attention for its role in drug development and material science.

The compound’s IUPAC name, 2-cyclohexylbenzoic acid, reflects its structural specificity, while its CAS registry number (97023-48-8) ensures precise identification in global databases. Researchers often search for "2-Cyclohexylbenzoic acid synthesis" or "97023-48-8 supplier," highlighting its commercial and academic relevance. Its melting point (typically 120–125°C) and solubility in organic solvents like ethanol and DMSO are critical for laboratory and industrial applications.

In pharmaceuticals, 2-Cyclohexylbenzoic acid serves as a key intermediate for anti-inflammatory and antimicrobial agents. Recent studies explore its derivatives for targeted drug delivery, aligning with trends in personalized medicine. The agrochemical sector utilizes it in crop protection formulations, addressing the global push for sustainable agriculture. These applications respond to frequent queries like "benzoic acid derivatives in medicine" or "eco-friendly agrochemicals."

From a synthetic chemistry perspective, the compound’s cyclohexyl group enhances stability, reducing degradation in harsh environments—a feature often searched as "sterically hindered benzoic acids." Advanced purification techniques, such as recrystallization or chromatography, ensure the high purity required for sensitive reactions. This aligns with industry demands for "ultra-pure chemical intermediates," a trending topic in quality control forums.

Environmental and regulatory considerations are paramount. 2-Cyclohexylbenzoic acid is not classified as hazardous under major safety frameworks (e.g., GHS), but proper handling protocols are recommended. Searches for "benzoic acid biodegradability" or "green chemistry alternatives" reflect growing eco-consciousness. Manufacturers emphasize waste minimization and energy-efficient synthesis to meet these expectations.

The market for 2-Cyclohexylbenzoic acid is expanding, driven by R&D investments in bioactive compounds and functional materials. Analysts note rising queries like "CAS 97023-48-8 price trends" and "bulk suppliers in Asia," indicating its global trade significance. Innovations in catalytic processes aim to reduce production costs, a hotspot in chemical engineering research.

In summary, 2-Cyclohexylbenzoic acid (CAS No. 97023-48-8) bridges multiple industries with its adaptable chemistry. Its relevance to drug discovery, sustainable agriculture, and advanced materials ensures continued interest. As synthetic methodologies evolve, this compound will likely play a pivotal role in addressing global health and environmental challenges.

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