100349-67-5

Usage

Uses

Used in Pharmaceutical Industry:
Benzenemethanol, a-(iodomethyl)-, (S)is used as a chiral building block for the synthesis of chiral pharmaceuticals and agrochemicals. Its importance lies in its role in creating enantiomerically pure compounds, which are essential for the development of effective and safe drugs.
Used in Organic Synthesis:
Benzenemethanol, a-(iodomethyl)-, (S)is utilized as a key intermediate in organic synthesis, particularly for the preparation of biologically active molecules. Its ability to facilitate asymmetric synthesis makes it a valuable tool in the production of various drugs and other important chemicals.

Upstream product

• 100-42-5 styrene 
• 67-56-1 methanol 
• 96-09-3 styrene oxide 
• 4636-16-2 iodoacetophenone 
• 75-11-6 diiodomethane 
• 100-52-7 benzaldehyde 
• 127-65-1 chloroamine-T 
• 421-85-2 Trifluoromethanesulfonamide 
• 124-38-9 carbon dioxide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 66222-29-5 tri-n-butylstannylmethyl iodide 
• 40435-14-1 (S)-1-phenyl-2-(tosyloxy)ethanol 
• 20780-53-4 (R)-Styrene oxide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 98-86-2 acetophenone 
• 698-87-3 3-phenyl-2-propanol 
• 96-09-3 styrene oxide 
• 98-85-1 1-Phenylethanol 
• 22383-53-5 2-ethoxy-1-phenylethanol 
• 122-78-1 phenylacetaldehyde 
• 6853-14-1 2-dimethylamino-1-phenylethanol 
• 14746-52-2 (2-hydroxy-2-phenylethyl)trimethylammonium iodide 
• 60-12-8 2-phenylethanol 
• 3587-84-6 2-methoxy-1-phenylethanol 
• 20780-54-5 (S)-styrene oxide 
• 87604-59-9 2-benzyloxy-2-phenyl ethanol 
• 17628-72-7 R-(-)-2-methoxy-2-phenyl ethanol 
• 111686-19-2 C₈H₁₁O₂⁽¹⁷⁾O⁽¹⁸⁾OPS 

Relevant academic research and scientific papers

Envirocat (K10-MX)-catalyzed regioselective transformation of alkenes into iodohydrins and β-iodo ethers and further conversion of iodohydrins to epoxides using Al2O3-Na2Co3 under MWI

Commercial K10 clay was converted to extremely efficient and environmentally friendly catalyst K10-MX for the preparation of iodohydrins and β-iodo ethers from alkenes (terminal as well as internal) using microwave irradiation. This method was further extended for the conversion of alkenes to epoxides via iodohydrin intermediate in a one-pot reaction system. Copyright Taylor & Francis Group, LLC.

Highly facile biomimetic regioselective ring opening of epoxides to halohydrins in the presence of β-cyclodextrin

Highly regioselective ring opening of epoxides to halohydrins has been carried out in impressive yields with hydrogen and lithium halides in presence of β-cyclodextrin using water as solvent.

Coiodination of styrene with commercial clays: A convenient preparation of styrene oxide

Styrene oxide is easily prepared in 82-91% yield by the reaction of styrene with iodine/water in the presence of commercial clays, followed by in situ addition of KOH in n-hexane/water.

A New Synthesis of trans-Iodohydrins using Iodine-Cerium(IV) Salts

The reaction of cycloalkene with iodine-cerium(IV) ammonium nitrate (CAN) in acetonitrile-water (10:1-1:1) affords the corresponding trans-iodohydrins and trans-iodonitrates; when iodine-cerium(IV) sulfate (CS) in acetonitrile-water (10:1) at 50 deg C is used, trans-iodohydrins are obtained preferentially.

Regioselective synthesis of vic-halo alcohols and symmetrical or unsymmetrical vic-dihalides from epoxides using triphenylphosphine -N-halo imides

A simple, novel, and highly regioselective cleavage of epoxides into vicinal halo alcohols and symmetrical or unsymmetrical dihalides is described using different stoichiometries of triphenylphosphine (PPh3) and N-halo succinimide (NXS) or N-halo saccharine (NXSac).

An improved synthesis of iodohydrins from alkenes

A series of iodohydrins was prepared in excellent yields in a one-step procedure by treating the corresponding alkenes at -20°C with NIS in a mixture of H2O and DME.

Selenium-catalyzed iodohydrin formation from alkenes

A new simple method for catalyzed iodohydroxylation of alkenes using stoichiometric amounts of water is described. The iodohydrins were prepared in good yields from the corresponding alkenes using N-iodosuccinimide, 2 equiv of H2O, and catalytic amounts of diphenyl diselenide in MeCN.

Iodine-catalyzed aziridination of alkenes using chloramine-T as a nitrogen source

Iodine was found to be an efficient catalyst for the aziridination of alkenes utilizing Chloramine-T (N-chloro-N-sodio-p-toluenesulfonamide) as a nitrogen source. For example, when two equivalents of styrene were added to Chloramine-T in the presence of a

Benzyl(triphenyl)phosphonium Dichloroiodate: A New Reagent for Coiodination of Alkenes

A mild, efficient, and regio- and stereoselective method for iodoalkoxylation and iodohydroxylation of olefins has been developed using benzyl(triphenyl)phosphonium dichloroiodate as iodine source. This procedure led to the corresponding iodoalkoxylated and iodohydroxylated products in moderate to excellent yields.

Conversion of epoxides to halohydrins with elemental halogen catalyzed by phenylhydrazine

The highly regioselective method for the synthesis of β-iodohydrins and β-bromohydrins by the direct ring opening of 1,2-epoxides with elemental halogen in the presence of phenylhydrazine is described. This method occurs under neutral and mild conditions with high yields in various aprotic solvents even when sensitive functional groups are present.