Cas no 72487-05-9 ((1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol)

(1R)-2,2,2-Trifluoro-1-(4-methylphenyl)ethan-1-ol is a chiral fluorinated alcohol featuring a trifluoromethyl group and a para-methylphenyl substituent. Its stereospecific (R)-configuration makes it valuable in asymmetric synthesis and pharmaceutical intermediates, where enantiopurity is critical. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the aromatic methyl group contributes to structural rigidity. This compound is particularly useful in the preparation of bioactive molecules, agrochemicals, and specialty materials requiring fluorinated motifs. Its high optical purity and well-defined stereochemistry ensure reproducibility in research and industrial applications. Suitable for use as a building block in organofluorine chemistry, it offers synthetic flexibility for further functionalization.
(1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol structure
72487-05-9 structure
Product Name:(1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol
CAS No:72487-05-9
MF:C9H9F3O
MW:190.162373304367
CID:5805036
PubChem ID:785412
Update Time:2025-10-28

(1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanol, 4-methyl-α-(trifluoromethyl)-, (αR)-
    • (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol
    • SCHEMBL1932415
    • (R,S)-2,2,2-Trifluoro-1-p-tolyl-ethanol
    • (r)-2,2,2-trifluoro-1-(p-tolyl)ethanol
    • 72487-05-9
    • LNYGOJDJKXEXDR-MRVPVSSYSA-N
    • (R)-alpha-(Trifluoromethyl)-4-methylbenzenemethanol
    • EN300-1930168
    • Inchi: 1S/C9H9F3O/c1-6-2-4-7(5-3-6)8(13)9(10,11)12/h2-5,8,13H,1H3/t8-/m1/s1
    • InChI Key: LNYGOJDJKXEXDR-MRVPVSSYSA-N
    • SMILES: C1([C@H](C(F)(F)F)O)=CC=C(C)C=C1

Computed Properties

  • Exact Mass: 190.06054939g/mol
  • Monoisotopic Mass: 190.06054939g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 159
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • Density: 1.241±0.06 g/cm3(Predicted)
  • Boiling Point: 230.8±40.0 °C(Predicted)
  • pka: 12.08±0.10(Predicted)

(1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol Pricemore >>

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Additional information on (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol

Compound CAS No. 72487-05-9: (1R)-2,2,2-Trifluoro-1-(4-Methylphenyl)Ethan-1-Ol

The compound CAS No. 72487-05-9, also known as (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol, is a highly specialized organic compound with significant applications in various fields of chemistry and materials science. This compound is characterized by its unique structure, which combines a trifluoromethyl group with a chiral alcohol moiety attached to a para-methylphenyl ring. The trifluoromethyl group imparts unique electronic and steric properties, making this compound valuable in the development of advanced materials and pharmaceuticals.

Recent studies have highlighted the potential of (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol in the synthesis of enantioselective catalysts. Researchers have demonstrated that the chiral center at the alcohol position can be effectively utilized to induce high enantioselectivity in various organic reactions. This property makes it an ideal candidate for asymmetric synthesis, particularly in the production of biologically active compounds with specific stereochemical requirements.

The synthesis of CAS No. 72487-05-9 involves a multi-step process that typically begins with the preparation of the trifluoromethyl group. This is often achieved through electrophilic fluorination or nucleophilic substitution reactions. The subsequent steps involve the introduction of the chiral alcohol group and the para-methylphenyl ring, which are carefully controlled to ensure high purity and optical activity. Recent advancements in catalytic asymmetric synthesis have significantly improved the yield and enantiomeric excess of this compound.

In terms of applications, (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol has shown promise in the development of advanced materials for optoelectronic devices. Its unique electronic properties make it suitable for use in organic light-emitting diodes (OLEDs) and organic photovoltaic (OPV) cells. Researchers have reported that incorporating this compound into polymer blends can enhance the charge transport properties and improve device performance.

Another emerging application of this compound is in drug delivery systems. The trifluoromethyl group provides excellent lipophilicity, which enhances drug solubility and bioavailability. Additionally, the chiral alcohol moiety can be functionalized to target specific receptors or enzymes, making it a versatile building block for drug design.

Recent studies have also explored the use of CAS No. 72487-05-9 in bioconjugation chemistry. Its reactivity with various functional groups allows for the creation of complex biomolecules with tailored functionalities. For instance, coupling this compound with peptides or proteins has been shown to enhance stability and specificity in biological assays.

In conclusion, (1R)-2,2,2-trifluoro-1-(4-methylphenyl)ethan-1-ol is a versatile compound with a wide range of applications in chemistry and materials science. Its unique structure and properties make it an invaluable tool for researchers working on asymmetric synthesis, optoelectronic materials, drug delivery systems, and bioconjugation chemistry. As ongoing research continues to uncover new uses for this compound, its significance in these fields is expected to grow further.

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