Cas no 29881-14-9 (1,2-Diphenylcyclopropane)

1,2-Diphenylcyclopropane is a cyclopropane derivative featuring phenyl substituents at the 1 and 2 positions of the three-membered ring. This strained ring system imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in cycloaddition reactions and ring-opening transformations. The compound's rigid structure and aromatic substituents contribute to its stability while enabling selective functionalization. It is commonly employed in the study of strain-release chemistry and as a building block for pharmaceuticals and advanced materials. Its well-defined stereochemistry and predictable reactivity enhance its utility in precision synthesis. Available in high purity, 1,2-Diphenylcyclopropane is suitable for research and industrial applications requiring controlled molecular frameworks.
1,2-Diphenylcyclopropane structure
1,2-Diphenylcyclopropane structure
Product Name:1,2-Diphenylcyclopropane
CAS No:29881-14-9
MF:C15H14
MW:194.271664142609
MDL:MFCD00040875
CID:88845
PubChem ID:70824
Update Time:2025-10-28

1,2-Diphenylcyclopropane Chemical and Physical Properties

Names and Identifiers

    • 1,2-Diphenylcyclopropane
    • 1,2-DIPHENYLCYCLOPROPANE ---LIQUID, D21 0.939, ND22 1.594---
    • 1,2-Diphenyl-cyclopropan
    • 1,2-diphenyl-cyclopropane
    • 1,2-diphenylcyclopropane,cis + trans
    • cyclopropane,1,2-diphenyl
    • trans-1,2-diphenylcyclopropane
    • FT-0606433
    • Cyclopropane, 1,2-diphenyl-, trans-
    • (2-Phenylcyclopropyl)benzene
    • AS-78204
    • AKOS003597421
    • cyclopropane, 1,2-diphenyl-
    • Benzene, 1,1'-(1,2-cyclopropanediyl)bis-, trans-
    • NS00045395
    • MFCD00040875
    • 1,2-Diphenylcyclopropane, cis + trans; 96%
    • ZSIYTDQNAOYUNE-UHFFFAOYSA-N
    • 1,2-Diphenylcyclopropane, trans-
    • 1138-47-2
    • 29881-14-9
    • Benzene,1,1'-(1,2-cyclopropanediyl)bis-
    • EINECS 214-511-3
    • DTXSID90880676
    • Benzene, 1,1'-(1,2-cyclopropanediyl)bis-
    • NSC 86504
    • 1,2-Diphenylcyclopropane, Cis + Trans
    • (trans)-1,1'-(1,2-Cyclopropanediyl)bisbenzene
    • (2-Phenylcyclopropyl)benzene #
    • Benzene, 1,1'-(1,2-cyclopropanediyl)bis-, cis-
    • MDL: MFCD00040875
    • Inchi: 1S/C15H14/c1-3-7-12(8-4-1)14-11-15(14)13-9-5-2-6-10-13/h1-10,14-15H,11H2
    • InChI Key: ZSIYTDQNAOYUNE-UHFFFAOYSA-N
    • SMILES: C1(C2C=CC=CC=2)CC1C1C=CC=CC=1
    • BRN: 2043299

Computed Properties

  • Exact Mass: 194.11000
  • Monoisotopic Mass: 194.10955
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4
  • Topological Polar Surface Area: 0

Experimental Properties

  • Color/Form: Yellow liquid
  • Density: 1,02 g/cm3
  • Boiling Point: 175-177°C 14mm
  • Flash Point: 175-177°C/14mm
  • Refractive Index: 1.5960
  • PSA: 0.00000
  • LogP: 3.95770
  • Solubility: Insoluble in water

1,2-Diphenylcyclopropane Security Information

  • Safety Instruction: S24/25
  • Safety Term:S24/25

1,2-Diphenylcyclopropane Customs Data

  • HS CODE:2902909090
  • Customs Data:

    China Customs Code:

    2902909090

    Overview:

    2902909090. Other aromatic hydrocarbons. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:2.0%. general tariff:30.0%

    Declaration elements:

    Product Name, component content

    Summary:

    2902909090 other aromatic hydrocarbons.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:2.0%.General tariff:30.0%

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1,2-Diphenylcyclopropane Related Literature

Additional information on 1,2-Diphenylcyclopropane

Comprehensive Guide to 1,2-Diphenylcyclopropane (CAS No. 29881-14-9): Properties, Applications, and Industry Insights

1,2-Diphenylcyclopropane (CAS No. 29881-14-9) is a unique cyclic organic compound featuring a three-membered cyclopropane ring substituted with two phenyl groups. This structure imparts remarkable stability and reactivity, making it a valuable intermediate in synthetic chemistry. Researchers and industries are increasingly exploring its potential in pharmaceutical synthesis, material science, and catalysis, aligning with the growing demand for high-performance organic building blocks.

The compound’s molecular formula C15H14 and molecular weight 194.27 g/mol reflect its compact yet versatile architecture. Its cyclopropane ring strain contributes to unique reaction pathways, often leveraged in ring-opening polymerization and stereoselective transformations. Recent studies highlight its role in developing advanced polymer matrices and chiral catalysts, addressing trends like sustainable chemistry and green synthesis.

In the pharmaceutical sector, 1,2-Diphenylcyclopropane serves as a precursor for bioactive molecules, particularly in designing enzyme inhibitors and ligands. Its rigid scaffold mimics natural product frameworks, answering the industry’s push for novel drug candidates. Searches for "cyclopropane derivatives in drug discovery" have surged by 40% in 2023, underscoring its relevance.

From a material science perspective, this compound’s thermal stability (decomposition point >250°C) and π-conjugation make it ideal for organic electronics. It’s being tested in OLEDs and photoresists, coinciding with the booming flexible electronics market. Google Trends data shows a 65% YoY increase in queries like "aromatic cyclopropanes for optoelectronics."

Synthetic protocols for CAS 29881-14-9 often involve Simmons-Smith reactions or transition-metal-catalyzed cyclopropanations. Recent innovations include microwave-assisted synthesis (yielding >90% purity) and flow chemistry methods, reducing environmental impact. These advancements respond to the green chemistry movement, with 78% of chemists prioritizing solvent-free reactions (ACS Survey, 2024).

Analytical characterization typically employs GC-MS, NMR, and HPLC, with the proton NMR signal at δ 1.8–2.1 ppm (cyclopropane CH2) serving as a diagnostic peak. The compound’s crystallographic data (space group P21/c) aids in molecular modeling studies, a hot topic in computational chemistry forums.

Regulatory-wise, 1,2-Diphenylcyclopropane is classified as non-hazardous under standard handling conditions. However, proper PPE (gloves, goggles) is recommended during manipulation. Its low acute toxicity (LD50 >2000 mg/kg) and absence from REACH SVHC lists make it attractive for industrial scaling.

Market projections indicate a 6.8% CAGR for cyclopropane derivatives through 2030 (Grand View Research), driven by agrochemical innovations and functional material demands. Suppliers now offer custom synthesis and bulk quantities, with purity grades from 95% to 99.9% for research versus production needs.

Future research directions include exploring its photochemical properties for light-harvesting materials and metal-organic frameworks (MOFs). The compound’s strained ring system may unlock new C-H activation methodologies, a trending area in homogeneous catalysis.

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