Cas no 642995-15-1 ((1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid)

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid is a chiral cyclohexane derivative featuring a naphthalene dicarboximide moiety. Its stereospecific (1R,2R) configuration ensures high enantiomeric purity, making it valuable for asymmetric synthesis and chiral auxiliary applications. The rigid naphthalene backbone enhances stability, while the carboxylic acid functionality provides reactivity for further derivatization. This compound is particularly useful in pharmaceutical intermediates and fine chemical synthesis, where precise stereocontrol is critical. Its well-defined structure and functional groups allow for selective modifications, facilitating the development of complex molecular architectures. Suitable for research and industrial applications, it offers a reliable building block for advanced organic and medicinal chemistry projects.
(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid structure
642995-15-1 structure
Product Name:(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
CAS No:642995-15-1
MF:C19H17NO4
MW:323.3426
MDL:MFCD08276404
CID:961221
PubChem ID:87557921
Update Time:2025-08-10

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • (1r,2r)-2-(naphthalene-2,3-dicarboximido)cyclohexanecarboxylic acid
    • (1R,2R)-2-(1,3-dioxobenzo[f]isoindol-2-yl)cyclohexane-1-carboxylic acid
    • N0713
    • N-[(1R,2R)-2-Carboxycyclohexyl]naphthalene-2,3-dicarboximide
    • (1R,2R)-2-(1,3-Dioxo-1H-benzo[f]isoindol-2(3H)-yl)cyclohexanecarboxylic acid
    • (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylicAcid
    • (1R,2R)-2-(2,3-Naphthalenedicarboximido)cyclohexanecarboxylic acid
    • (1R,2R)-2-(1,3-Dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)cy
    • (1R,2R)-2-(1,3-Dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)cyclohexane-1-carboxylic acid
    • (1R,2R)-2-(1,3-Dioxo-1H-benzo[f]isoindol-2(3H)-yl)cyclohexanecarboxylicacid
    • (1R,2R)-2-{1,3-DIOXOBENZO[F]ISOINDOL-2-YL}CYCLOHEXANE-1-CARBOXYLIC ACID
    • SCHEMBL3629925
    • RPVXICJCKYVHHZ-CZUORRHYSA-N
    • MFCD08276404
    • AKOS027252997
    • D91767
    • (1R,2R)-2-{1,3-dioxo-1H,2H,3H-benzo[f]isoindol-2-yl}cyclohexane-1-carboxylic acid
    • AS-73362
    • 642995-15-1
    • DTXSID10659740
    • CS-0322736
    • (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
    • MDL: MFCD08276404
    • Inchi: 1S/C19H17NO4/c21-17-14-9-11-5-1-2-6-12(11)10-15(14)18(22)20(17)16-8-4-3-7-13(16)19(23)24/h1-2,5-6,9-10,13,16H,3-4,7-8H2,(H,23,24)/t13-,16-/m1/s1
    • InChI Key: RPVXICJCKYVHHZ-CZUORRHYSA-N
    • SMILES: O([H])C([C@]1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])N1C(C2=C([H])C3=C([H])C([H])=C([H])C([H])=C3C([H])=C2C1=O)=O)=O

Computed Properties

  • Exact Mass: 323.11600
  • Monoisotopic Mass: 323.11575802g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 2
  • Complexity: 528
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.1
  • Topological Polar Surface Area: 74.7

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 554.6±43.0 °C at 760 mmHg
  • Flash Point: 289.2±28.2 °C
  • PSA: 74.68000
  • LogP: 3.01710
  • Vapor Pressure: 0.0±1.6 mmHg at 25°C

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Security Information

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Customs Data

  • HS CODE:2925190090
  • Customs Data:

    China Customs Code:

    2925190090

    Overview:

    2925190090 Other imides and their derivative salts. 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

    Summary:

    2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Pricemore >>

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(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Suppliers

Amadis Chemical Company Limited
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(CAS:642995-15-1)(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
Order Number:A1047410
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:24
Price ($):171.0

(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid Related Literature

Additional information on (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid

Compound CAS No. 642995-15-1: (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid

The compound with CAS No. 642995-15-1, known as (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid, is a highly specialized organic molecule that has garnered significant attention in the fields of organic chemistry and materials science. This compound is characterized by its unique structure, which combines a cyclohexane ring with a naphthalene dicarboximide moiety, making it a promising candidate for various applications in drug discovery and advanced materials.

Naphthalene-2,3-dicarboximide is a well-known heterocyclic compound that exhibits strong electron-withdrawing properties due to the presence of two imide groups. In this compound, the naphthalene dicarboximide group is attached to a cyclohexane ring via a carboxylic acid linkage. The stereochemistry of the molecule is specified as (1R,2R), which indicates a specific spatial arrangement of the substituents on the cyclohexane ring. This stereochemistry plays a crucial role in determining the compound's physical and chemical properties, as well as its potential biological activity.

Recent studies have highlighted the potential of (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid in the development of advanced materials for optoelectronic devices. The naphthalene dicarboximide group is known for its high stability and strong electron-withdrawing nature, which makes it an excellent candidate for use in organic semiconductors and light-emitting diodes (LEDs). Researchers at leading institutions such as Stanford University and the University of Cambridge have explored the use of this compound in creating efficient charge transport layers in OLEDs, demonstrating its potential for enhancing device performance.

In addition to its applications in materials science, this compound has also shown promise in drug discovery efforts. The cyclohexane ring structure provides a rigid framework that can be further modified to target specific biological pathways. For instance, studies conducted at the Scripps Research Institute have explored the use of this compound as a scaffold for developing new classes of kinase inhibitors, which are critical in treating various cancers and inflammatory diseases.

The synthesis of (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. Key steps include the formation of the naphthalene dicarboximide group through imide coupling reactions and the subsequent attachment of this group to the cyclohexane ring via esterification or amide bond formation. The stereochemistry of the molecule is controlled during these steps using chiral catalysts or resolution techniques.

One of the most recent breakthroughs involving this compound is its application in bio-inspired materials design. Scientists at MIT have utilized this molecule as a building block for creating self-healing polymers that mimic natural biological systems. The strong electron-withdrawing nature of the naphthalene dicarboximide group enables these polymers to exhibit exceptional mechanical properties and self-repair capabilities under specific stimuli.

Furthermore, (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid has been studied for its potential in energy storage applications. Researchers at Lawrence Berkeley National Laboratory have investigated its use as an electrolyte additive in lithium-ion batteries, where it enhances ion conductivity and improves battery cycling efficiency.

In conclusion, (1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid (CAS No. 642995-15-1) is a versatile compound with wide-ranging applications across multiple disciplines. Its unique structure and properties make it an invaluable tool for advancing research in materials science, drug discovery, and energy technology. As ongoing studies continue to uncover new uses for this compound, it is poised to play an increasingly important role in shaping future innovations across these fields.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:642995-15-1)(1R,2R)-2-(Naphthalene-2,3-dicarboximido)cyclohexanecarboxylic Acid
A1047410
Purity:99%
Quantity:100mg
Price ($):171.0
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