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(5-chloro-2-methylphenyl)methanol, also known as 5-chloro-2-methylbenzyl alcohol, is an organic compound with the molecular formula C8H9ClO. It features a phenyl group substituted with a chlorine atom and a methyl group, along with a hydroxyl group attached to the benzene ring. (5-chloro-2-methylphenyl)methanol serves as a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.

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  • 58966-29-3 Structure
  • Basic information

    1. Product Name: (5-chloro-2-Methylphenyl)Methanol
    2. Synonyms: (5-chloro-2-Methylphenyl)Methanol;2-methyl-5-chlorobenzyl alcohol
    3. CAS NO:58966-29-3
    4. Molecular Formula: C8H9ClO
    5. Molecular Weight: 156.60946
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 58966-29-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (5-chloro-2-Methylphenyl)Methanol(CAS DataBase Reference)
    10. NIST Chemistry Reference: (5-chloro-2-Methylphenyl)Methanol(58966-29-3)
    11. EPA Substance Registry System: (5-chloro-2-Methylphenyl)Methanol(58966-29-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 58966-29-3(Hazardous Substances Data)

58966-29-3 Usage

Uses

Used in Pharmaceutical Synthesis:
(5-chloro-2-methylphenyl)methanol is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into complex organic molecules, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
In the agrochemical industry, (5-chloro-2-methylphenyl)methanol is utilized as a precursor in the creation of compounds that can be used in pesticides or other agricultural chemicals, enhancing crop protection and yield.
Used as an Antimicrobial Agent:
(5-chloro-2-methylphenyl)methanol is recognized for its potential as an antimicrobial agent, making it a candidate for use in disinfectants and preservatives, where it can help prevent the growth of harmful microorganisms.
Used in Asymmetric Synthesis:
As a chiral auxiliary, (5-chloro-2-methylphenyl)methanol is employed in asymmetric synthesis to facilitate the production of enantiomerically pure compounds, which is crucial in the development of pharmaceuticals with specific biological activities.
Overall, (5-chloro-2-methylphenyl)methanol has a wide range of applications across different industries, from healthcare to agriculture, and continues to be a subject of research for its potential uses in organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 58966-29-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,9,6 and 6 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 58966-29:
(7*5)+(6*8)+(5*9)+(4*6)+(3*6)+(2*2)+(1*9)=183
183 % 10 = 3
So 58966-29-3 is a valid CAS Registry Number.

58966-29-3Relevant articles and documents

Enantioselective Intermolecular C-H Amination Directed by a Chiral Cation

Fanourakis, Alexander,Paterson, Kieran J.,Phipps, Robert J.,Williams, Benjamin D.

supporting information, p. 10070 - 10076 (2021/07/21)

The enantioselective amination of C(sp3)-H bonds is a powerful synthetic transformation yet highly challenging to achieve in an intermolecular sense. We have developed a family of anionic variants of the best-in-class catalyst for Rh-catalyzed C-H amination, Rh2(esp)2, with which we have associated chiral cations derived from quaternized cinchona alkaloids. These ion-paired catalysts enable high levels of enantioselectivity to be achieved in the benzylic C-H amination of substrates bearing pendant hydroxyl groups. Additionally, the quinoline of the chiral cation appears to engage in axial ligation to the rhodium complex, providing improved yields of product versus Rh2(esp)2 and highlighting the dual role that the cation is playing. These results underline the potential of using chiral cations to control enantioselectivity in challenging transition-metal-catalyzed transformations.

SUBSTITUTED DIHYDROISOQUINOLINONE COMPOUNDS

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Paragraph 0518, (2015/12/30)

This invention relates to compounds of general formula (I) in which R1, R2, R3, R4, L, X and Z are as defined herein, and the pharmaceutically acceptable salts thereof, to pharmaceutical compositions comprising such compounds and salts, and to methods of using such compounds, salts and compositions for the treatment of abnormal cell growth, including cancer.

Amine compound and a manufacturing method thereof, and use thereof

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Paragraph 0082, (2020/07/01)

PROBLEM TO BE SOLVED: To provide a material for an organic EL developing a higher efficiency than conventional materials, and a material very useful particularly in an organic EL device using a phosphorescent material. SOLUTION: The material is an a

SELECTIVITY AND MECHANISM IN THE MICROSOMAL BENZYLIC HYDROXYLATION

Amodeo, Rachele,Baciocchi, Enrico,Crescenzi, Manuela,Lanzalunga, Osvaldo

, p. 3477 - 3480 (2007/10/02)

The oxidation by rat liver microsomes of 4-Z-1,2-dimethylbenzenes (1) and 4-methoxybenzyltrimethylsilane (2) has been investigated.The reaction of the former substrates leads to the expected isomeric benzyl alcohols 3 and 4, with a very low intramolecular

SELECTIVITY AND MECHANISM IN THE SIDE-CHAIN HALOGENATION OF METHYLBENZENES PROMOTED PHOTOCHEMICALLY AND BY METAL COMPLEXES IN THE PRESENCE OF HALIDE IONS

Baciocchi, Enrico,Crescenzi, Manuela

, p. 6525 - 6536 (2007/10/02)

The intramolecular selectivity in a variety of side-chain halogenations of alkyl-aromatics has been determined in AcOH by measuring the isomeric distribution in the reactions of 4-t-butyl- and 4-chloro-1,2-dimethylbenzene (1 and 2, respectively) with: Br2/hν, CAN/Br-, CAN=cerium(IV) ammonium nitrate, cobalt(III) acetate/Br-, S2O8=/Br-, N-bromosuccinimide (in CCl4), Cl2/hν, CAN/Cl-, cobalt(III) acetate/Cl-.In the bromination reactions selectivity is independent of the reaction conditions, thus suggesting that in all brominating systems Br. is the actual reacting species.Very surprisingly, with 1 as the substrate, Cl2/hν is a more selective system than Br2/hν.With 2 the two systems display similar selectivity.It has been suggested that in AcOH the transition state for photochlorination has an electron transfer character which increases as the substrate becomes more electron rich.The idea of a "variable" transition state for the photochlorination in AcOH is supported by data of relative reactivity of substituted toluenes indicating that the effect on the rate increases as the substituent becomes more electron donor.AcOH must have an essential role in this respect since in CCl4 situation returns to be "normal" with chlorination less selective than bromination.Selectivity of CAN/Cl- is very similar to that of Cl2/hν, whereas significant differences are observed with cobalt(III) acetate/Cl-.Probably Cl. and a cobalt(III) chloride complex are the reacting species in CAN/Cl- and cobalt(III) acetate/Cl-, respectively.

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