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Benzenemethanol, 3-iodo-α-methyl, also known as 3-iodo-α-methylbenzenemethanol or 3-iodo-α-methylbenzyl alcohol, is an organic compound with the chemical formula C8H9IO. It is a derivative of benzyl alcohol, featuring an iodine atom at the 3-position and a methyl group at the α-position. Benzenemethanol, 3-iodo-a-methyl- is a colorless to pale yellow liquid with a molecular weight of 262.06 g/mol. It is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Due to its reactivity and functional groups, it can undergo a range of chemical reactions, such as nucleophilic substitution, oxidation, and reduction. The compound is typically synthesized through various methods, including the reaction of benzyl chloride with iodide ions or the iodination of α-methylbenzyl alcohol. It is important to handle Benzenemethanol, 3-iodo-a-methyl- with care, as it may have potential health and environmental hazards.

79917-56-9

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79917-56-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 79917-56-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,9,1 and 7 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 79917-56:
(7*7)+(6*9)+(5*9)+(4*1)+(3*7)+(2*5)+(1*6)=189
189 % 10 = 9
So 79917-56-9 is a valid CAS Registry Number.

79917-56-9Relevant academic research and scientific papers

Selective C-alkylation Between Alcohols Catalyzed by N-Heterocyclic Carbene Molybdenum

Liu, Jiahao,Li, Weikang,Li, Yinwu,Liu, Yan,Ke, Zhuofeng

supporting information, p. 3124 - 3128 (2021/09/20)

The first implementation of a molybdenum complex with an easily accessible bis-N-heterocyclic carbene ligand to catalyze β-alkylation of secondary alcohols via borrowing-hydrogen (BH) strategy using alcohols as alkylating agents is reported. Remarkably high activity, excellent selectivity, and broad substrate scope compatibility with advantages of catalyst usage low to 0.5 mol%, a catalytic amount of NaOH as the base, and H2O as the by-product are demonstrated in this green and step-economical protocol. Mechanistic studies indicate a plausible outer-sphere mechanism in which the alcohol dehydrogenation is the rate-determining step.

Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols

Estopi?á-Durán, Susana,McLean, Euan B.,Donnelly, Liam J.,Hockin, Bryony M.,Taylor, James E.

supporting information, p. 7547 - 7551 (2020/10/09)

The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C-C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).

Transfer Hydrogenation of Ketones and Imines with Methanol under Base-Free Conditions Catalyzed by an Anionic Metal-Ligand Bifunctional Iridium Catalyst

Han, Xingyou,Li, Feng,Liu, Peng,Wang, Rongzhou,Xu, Jing

, p. 2242 - 2249 (2020/03/13)

An anionic iridium complex [Cp*Ir(2,2′-bpyO)(OH)][Na] was found to be a general and highly efficient catalyst for transfer hydrogenation of ketones and imines with methanol under base-free conditions. Readily reducible or labile substituents, such as nitro, cyano, and ester groups, were tolerated under present reaction conditions. Notably, this study exhibits the unique potential of anionic metal-ligand bifunctional iridium catalysts for transfer hydrogenation with methanol as a hydrogen source.

Candida tenuis xylose reductase catalysed reduction of acetophenones: The effect of ring-substituents on catalytic efficiency

Vogl, Michael,Kratzer, Regina,Nidetzky, Bernd,Brecker, Lothar

, p. 5863 - 5870 (2011/09/30)

The catalytic efficiencies of Candida tenuis xylose reductase catalysed reductions of mono-substituted acetophenones are in reasonable correlation with the σ-Hammett coefficients of the substituted phenyl groups. Variations of the substrate transformation rates are hence mainly caused by mesomeric and inductive effects of the substituents, while differences in substrate binding have a secondary relevance. Some substrate 1H NMR chemical shifts and carbonyl IR absorption bands are in reasonable accordance with the catalytic activities and allow the estimation of the transformation rates with good accuracy. The resulting substituted (S)-1-phenyl ethanols are generated in very high enantiomeric excess.

Bioreduction of acetophenone derivatives by red marine algae Bostrychia radicans and B. tenella, and marine bacteria associated

Mouad, Ana M.,Martins, Mariana P.,Debonsi, Hosana M.,Deoliveira, Ana L. L.,Defelicio, Rafael,Yokoya, Nair S.,Fujii, Mutue T.,Demenezes, Claudia B. A.,Fantinatti-Garboggini, Fabiana,Porto, Andre L. M.

body text, p. 1506 - 1514 (2011/10/08)

The biocatalytic reduction of acetophenone derivatives was exploited by using algal biomass from Bostrychia radicans and B. tenella producing exclusively (S)-2-phenylethanols with high enantiomeric excess (>99% ee). Bacterial populations associated with algal biomass were identified as the Bacillus genus. This report deals with the first investigations involving the use of marine bacteria associated with B. radicans and B. tenella marine algae for the biocatalytic reduction of acetophenone derivatives. Copyright

Kinetic resolution of iodophenylethanols by Candida antarctica lipase and their application for the synthesis of chiral biphenyl compounds

Rocha, Lenilson C.,Rosset, Isac G.,Luiz, Rodrigo F.,Raminelli, Cristiano,Porto, Andre L.M.

experimental part, p. 926 - 929 (2010/08/07)

The kinetic resolution of (±)-iodophenylethanols was carried out using lipase from Candida antarctica and in some cases the enantiomeric excesses were high (up to >98%). Enantiomerically enriched (S)-iodophenylethanols produced by the enzymatic resolution process were used in the synthesis of chiral biphenyl compounds by the Suzuki reaction with good yields (63-65%).

2,4-DIAMINOQUINAZOLINES FOR SPINAL MUSCULAR ATROPHY

-

Page/Page column 49, (2010/02/15)

2,4-Diaminoquinazolines of formulae I-IV and VI (I, II, III, IV and VI) are useful for treating spinal muscular atrophy (SMA).

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