57794-08-8 Usage
Description
(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL, also known as cis-1,2-cyclohexanediol, is an organic compound with the molecular formula C6H12O2. It is a white to off-white crystalline solid that exists in two enantiomeric forms, (1R,2R) and (1S,2S). (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL is characterized by its chiral center, which gives it unique properties and potential applications in various industries.
Uses
Used in Chemical Synthesis:
(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL is used as a key intermediate in the synthesis of various organic compounds. It is particularly useful in the preparation of (1S,2S)-1,2-cyclohexanediyl bis(4-vinylbenzoate) by reacting with 4-vinylbenzoyl chloride. This reaction can lead to the formation of complex molecular structures with potential applications in materials science and pharmaceuticals.
Used in Chiral Ligand Applications:
(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL is also used as a chiral ligand in the preparation of non-racemic hydroxy phosphonates via titanium alkoxide-catalyzed addition of dimethyl phosphite to the corresponding aldehydes. This application highlights the importance of chirality in the development of pharmaceuticals and other specialty chemicals, as the stereochemistry of a molecule can significantly impact its biological activity and efficacy.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL may be utilized as a building block for the development of new drugs or as a chiral auxiliary in the synthesis of enantiomerically pure compounds. (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL's unique stereochemistry can be exploited to create molecules with specific biological targets, potentially leading to more effective and selective medications.
Used in Materials Science:
(1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL can be employed in the development of novel materials with unique properties, such as improved mechanical strength, thermal stability, or chemical resistance. (1S,2S)-TRANS-1,2-CYCLOHEXANEDIOL's ability to form complex molecular structures through chemical reactions can contribute to the advancement of materials science and the creation of innovative products.
Purification Methods
The enantiomers have been recrystallised from *C6H6 or EtOAc. The (±) diol has been resolved via the distrychnine salt of the hemisulfate [Hayward et al. J Chem Soc Perkin Trans 1 2413 1976], or the 1-menthoxy acetates. {l-trans-diastereoisomer has m 64o, []D -91.7o (c 1.4 EtOH) from pet ether or aqueous EtOH and yields the (-)-trans-diol } and {d-trans-diastereoisomer has m 126-127o, []D -32.7o (c 0.8 EtOH) from pet ether or aqueous EtOH and yields the (+)-trans diol}. The bis-4-nitrobenzoate has m 126.5o []D (-) and (+) 25.5o (c 1.1 CHCl3), and the bis-3,5-dinitrobenzoate has m 160o []D ± 83.0o (c 1.8 CHCl3) [Wilson & Read J Chem Soc 1269 1935]. [Beilstein 6 III 4060.]
Check Digit Verification of cas no
The CAS Registry Mumber 57794-08-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,7,9 and 4 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 57794-08:
(7*5)+(6*7)+(5*7)+(4*9)+(3*4)+(2*0)+(1*8)=168
168 % 10 = 8
So 57794-08-8 is a valid CAS Registry Number.
57794-08-8Relevant articles and documents
SYNTHESIS AND APPLICATION OF CHIRAL SUBSTITUTED POLYVINYLPYRROLIDINONES
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Paragraph 0046; 0047; 0049, (2020/11/24)
Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.
Olefin reaction in the catalyst and the olefin production
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Paragraph 0147; 0149, (2020/10/31)
PROBLEM TO BE SOLVED: To provide a catalyst for obtaining an olefin in high selectivity with a vicinal diol as a raw material.SOLUTION: A catalyst for olefination reaction for use in a reaction to produce an olefin by a reaction of a polyol, having two adjacent carbon atoms each having a hydroxy group, with hydrogen comprises: a carrier; at least one oxide selected from the group consisting of oxides of the group 6 elements and oxides of the group 7 elements supported on the carrier; and at least one metal selected from the group consisting of silver, iridium, and gold supported on the carrier.SELECTED DRAWING: None
Organic salts and merrifield resin supported [PM12O40]3? (M = Mo or W) as catalysts for adipic acid synthesis
Pisk, Jana,Agustin, Dominique,Poli, Rinaldo
, (2019/02/26)
Adipic acid (AA) was obtained by catalyzed oxidation of cyclohexene, epoxycyclohexane, or cyclohexanediol under organic solvent-free conditions using aqueous hydrogen peroxide (30%) as an oxidizing agent and molybdenum- or tungsten-based Keggin polyoxometalates (POMs) surrounded by organic cations or ionically supported on functionalized Merrifield resins. Operating under these environmentally friendly, greener conditions and with low catalyst loading (0.025% for the molecular salts and 0.001–0.007% for the supported POMs), AA could be produced in interesting yields.
