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1-(2-methylphenyl)ethanol, also known as o-cresol, is an organic compound with the chemical formula C8H10O. It is a colorless liquid characterized by a floral odor. 1-(2-methylphenyl)ethanol is recognized for its versatile applications across various industries due to its unique properties.

7287-82-3

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7287-82-3 Usage

Uses

Used in Fragrance Industry:
1-(2-methylphenyl)ethanol is used as a fragrance ingredient for its distinct floral scent, contributing to the creation of various perfumes and scented products.
Used in Pharmaceutical and Chemical Industries:
1-(2-methylphenyl)ethanol is utilized as a solvent in these industries, leveraging its ability to dissolve a wide range of substances, which is essential for numerous chemical reactions and processes.
Used in Disinfection and Sanitization:
1-(2-methylphenyl)ethanol is employed as a disinfectant and bactericide due to its antiseptic properties, playing a crucial role in maintaining hygiene and preventing the spread of infections.
However, it is important to note that 1-(2-methylphenyl)ethanol is toxic and can cause irritation to the skin, eyes, and respiratory system. Prolonged exposure has also been associated with potential long-term health effects, including liver and kidney damage. Therefore, careful handling and proper safety measures are imperative when working with this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 7287-82-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,8 and 7 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 7287-82:
(6*7)+(5*2)+(4*8)+(3*7)+(2*8)+(1*2)=123
123 % 10 = 3
So 7287-82-3 is a valid CAS Registry Number.

7287-82-3 Well-known Company Product Price

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  • Alfa Aesar

  • (L08065)  1-(2-Methylphenyl)ethanol, 97%   

  • 7287-82-3

  • 5g

  • 554.0CNY

  • Detail
  • Alfa Aesar

  • (L08065)  1-(2-Methylphenyl)ethanol, 97%   

  • 7287-82-3

  • 25g

  • 1305.0CNY

  • Detail

7287-82-3Relevant articles and documents

Origin of the detrimental effect of lithium halides on an enantioselective nucleophilic alkylation of aldehydes

Pate, Franck,Duguet, Nicolas,Oulyadi, Hassan,Harrison-Marchand, Anne,Fressigne, Catherine,Valnot, Jean-Yves,Lasne, Marie-Claire,Maddaluno, Jacques

, p. 6982 - 6991 (2007)

(Chemical Equation Presented) The effect of lithium halides on the enantioselectivity of the addition of methyllithium on o-tolualdehyde, in the presence of chiral lithium amides derived from chiral 3-aminopyrrolidines (3APLi), has been investigated. The enantiomeric excess of the resulting 1-o-tolylethanol was found to drop upon addition of significant amounts of LiCl, introduced before the aldehyde. The competitive affinity between the lithium amide, the methyllithium, and the lithium halides in THF was examined by multinuclear NMR spectroscopy and DFT calculations. The results showed that the original mixed aggregate of the chiral lithium amide and methyllithium is rapidly, totally, and irreversibly replaced by a similar 1:1 complex involving one lithium chloride or bromide and one lithium amide. While the MeLi/LiX substitution occurs with some degree of epimerization at the nitrogen for the endo-MeLi:3APLi complex, it is mostly stereospecific for the exo-type arrangements of the aggregate. The thermodynamic preference for mixed aggregates between 3APLi and LiX was confirmed by static DFT calculations: the data show that the LiCl and LiBr aggregates are more stable than their MeLi counterparts by more than 10 kcal·mol-1 provided THF is explicitly taken into account. These results suggest that a sequestration of the source of chirality by the lithium halides is at the origin of the detrimental effect of these additives on the ee of the model reaction.

Ruthenium(II) supported by phosphine-functionalized N-heterocyclic carbene ligands as catalysts for the transfer hydrogenation of ketones

Humphries, Matthew E.,Pecak, Wiktoria H.,Hohenboken, Sallie A.,Alvarado, Samuel R.,Swenson, Dale C.,Domski, Gregory J.

, p. 138 - 143 (2013)

We have prepared and characterized two ruthenium(II) complexes supported by phosphine-functionalized N-heterocyclic (NHC) ligands. One of the complexes (2a) underwent ortho-metalation of the N-phenyl moiety giving rise to a tridentate PCNHCCsu

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun

supporting information, p. 415 - 419 (2022/01/12)

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes

Tran, Hai N.,Stanley, Levi M.

supporting information, p. 395 - 399 (2021/12/27)

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

Application of nitrogen-containing heterocyclic mercaptan cuprous compound in photocatalytic reaction of carbonyl compound

-

Paragraph 0013; 0033-0034, (2021/06/06)

The invention discloses an application of a nitrogen-containing heterocyclic mercaptan cuprous compound in a photocatalytic reaction of a carbonyl compound, relates to the technical field of application of photocatalysts; in particular, photocatalytic reduction reaction is carried out on the carbonyl compound by adopting the nitrogen-containing heterocyclic mercaptan cuprous compound as a photocatalyst to prepare an alcohol compound. The nitrogen-containing heterocyclic mercaptan cuprous compound is used as the photocatalyst for the photocatalytic reduction reaction of the carbonyl compound, visible light is successfully catalyzed to induce reduction of the carbonyl compound into the alcohol compound, the catalyst is low in price and good in catalytic effect, and the production cost can be reduced.

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

Oestreich, Martin,Seliger, Jan

supporting information, p. 247 - 251 (2020/10/29)

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Ambient-pressure highly active hydrogenation of ketones and aldehydes catalyzed by a metal-ligand bifunctional iridium catalyst under base-free conditions in water

Wang, Rongzhou,Yue, Yuancheng,Qi, Jipeng,Liu, Shiyuan,Song, Ao,Zhuo, Shuping,Xing, Ling-Bao

, p. 1 - 7 (2021/05/17)

A green, efficient, and high active catalytic system for the hydrogenation of ketones and aldehydes to produce corresponding alcohols under atmospheric-pressure H2 gas and ambient temperature conditions was developed by a water-soluble metal–ligand bifunctional catalyst [Cp*Ir(2,2′-bpyO)(OH)][Na] in water without addition of a base. The catalyst exhibited high activity for the hydrogenation of ketones and aldehydes. Furthermore, it was worth noting that many readily reducible or labile functional groups in the same molecule, such as cyan, nitro, and ester groups, remained unchanged. Interestingly, the unsaturated aldehydes can be also selectively hydrogenated to give corresponding unsaturated alcohols with remaining C=C bond in good yields. In addition, this reaction could be extended to gram levels and has a large potential of wide application in future industrial.

Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

Topf, Christoph,Vielhaber, Thomas

, (2021/07/10)

We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated C[dbnd]C[sbnd]bonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.

Method for synthesizing secondary alcohol in water phase

-

Paragraph 0025-0026, (2021/07/14)

The invention discloses a method for synthesizing secondary alcohol in a water phase. The method comprises the following steps: taking ketone as a raw material, selecting water as a solvent, and carrying out catalytic hydrogenation reaction on the ketone in the presence of a water-soluble catalyst to obtain the secondary alcohol, wherein the catalyst is a metal iridium complex [Cp * Ir (2, 2'-bpyO)(OH)][Na]. Water is used as the solvent, so that the use of an organic solvent is avoided, and the method is more environment-friendly; the reaction is carried out at relatively low temperature and normal pressure, and the reaction conditions are mild; alkali is not needed in the reaction, so that generation of byproducts is avoided; and the conversion rate of the raw materials is high, and the yield of the obtained product is high. The method not only has academic research value, but also has a certain industrialization prospect.

The solvent determines the product in the hydrogenation of aromatic ketones using unligated RhCl3as catalyst precursor

Bartling, Stephan,Chakrabortty, Soumyadeep,De Vries, Johannes G.,Kamer, Paul C. J.,Lund, Henrik,Müller, Bernd H.,Rockstroh, Nils

, p. 7608 - 7616 (2021/12/13)

Alkyl cyclohexanes were synthesized in high selectivity via a combined hydrogenation/hydrodeoxygenation of aromatic ketones using ligand-free RhCl3 as pre-catalyst in trifluoroethanol as solvent. The true catalyst consists of rhodium nanoparticles (Rh NPs), generated in situ during the reaction. A range of conjugated as well as non-conjugated aromatic ketones were directly hydrodeoxygenated to the corresponding saturated cyclohexane derivatives at relatively mild conditions. The solvent was found to be the determining factor to switch the selectivity of the ketone hydrogenation. Cyclohexyl alkyl-alcohols were the products using water as a solvent.

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