137474-24-9

Basic information

• Product Name: (-)-phenyl(3-tolyl)methanol
• CAS NO: 137474-24-9
• Molecular Weight: 198.265
• Mol File: 137474-24-9.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: (-)-phenyl(3-tolyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-phenyl(3-tolyl)methanol(137474-24-9)
• EPA Substance Registry System: (-)-phenyl(3-tolyl)methanol(137474-24-9)

Safety Data

• Hazardous Substances Data: 137474-24-9(Hazardous Substances Data)

Usage

Description

(-)-Phenyl(3-tolyl)methanol is a chiral auxiliary in asymmetric synthesis and a white crystalline solid belonging to the class of organic compounds known as benzyl alcohols. It is a valuable compound in synthetic chemistry and has potential applications in medicinal chemistry.

Uses

Used in Pharmaceutical and Fine Chemical Production:
(-)-Phenyl(3-tolyl)methanol is used as a precursor for the production of pharmaceuticals and fine chemicals due to its ability to serve as an intermediate in organic synthesis.
Used in Chiral Auxiliary in Asymmetric Synthesis:
(-)-Phenyl(3-tolyl)methanol is used as a chiral auxiliary in asymmetric synthesis, which is important for the production of enantiomerically pure compounds.
Used in Preparation of Chiral Compounds:
(-)-Phenyl(3-tolyl)methanol is used as a reagent in the preparation of various chiral compounds, which are essential for the development of biologically active compounds.
Used in Medicinal Chemistry Research:
(-)-Phenyl(3-tolyl)methanol has been studied for its potential applications in medicinal chemistry, making it a valuable compound in this field.

Upstream product

• 643-65-2 3-methyl benzophenone 
• 620-23-5 m-tolyl aldehyde 
• 98-80-6 phenylboronic acid 
• 100-58-3 phenylmagnesium bromide 
• 99-04-7 m-Toluic acid 
• 591-50-4 iodobenzene 
• 17933-03-8 m-tolylboronic acid 
• 100-52-7 benzaldehyde 
• 123026-51-7 sodium tetrakis(3-methylphenyl)borate 
• 5908-41-8 benzoyltrimethylsilane 
• 108-86-1 bromobenzene 
• 591-17-3 meta-bromotoluene 
• 625-95-6 3-Iodotoluene 
• 66067-43-4 3-ethylbenzophenone 

Downstream Products

• 620-47-3 1-methyl-3-(phenylmethyl)-benzene 
• 643-65-2 3-methyl benzophenone 
• 1426069-06-8 C₂₄H₂₀O 
• 1426069-07-9 C₂₄H₂₀O 
• 109746-88-5 10-methyl-6-phenylphenanthridine 
• 17207-91-9 8-methyl-6-phenylphenanthridine 
• 51339-27-6 (3-methylphenyl)phenylbromomethane 
• 13391-36-1 3-methyl-benzhydryl chloride 
• 147678-08-8 1-phenyl-1-(3-methylphenyl)methyl methyl ether 
• 1426069-05-7 2-acetyl-1,5-dimethyl-3-phenyl-3H-indene 
• 53786-87-1 2-acetyl-1,6-dimethyl-3-phenyl-3H-indene 

Relevant articles and documents

Application of complementary mass spectrometric techniques to the identification of ketoprofen phototransformation products

Ketoprofen (KP) is a nonsteroidal anti-inflammatory drug, which during UV irradiation rapidly transforms into benzophenone derivatives. Such transformation products may occur after topical application of KP, which is then exposed to sunlight resulting in a photo-allergic reaction. These reactions are mediated by the benzophenone moiety independently of the amount of allergen. The same reactions will also occur during wastewater or drinking water treatment albeit their effect in the aqueous environment is yet to be ascertained. In addition, only a few such transformation products have been recognised. To enable the detection and structural elucidation of the widest range of KP transformation products, this study applies complementary chromatographic and mass spectrometric techniques including gas chromatography coupled to single quadrupole or ion trap mass spectrometry and liquid chromatography hyphenated with quadrupole-time-of-flight mass spectrometry. Based on structural information gained in tandem and multiple MS experiments, and on highly accurate molecular mass measurements, chemical structures of 22 transformation products are proposed and used to construct an overall breakdown pathway. Among the identified transformation products all but two compounds retained the benzophenone moietya€"a result, which raises important issues concerning the possible toxic synergistic effects of KP and its transformation products. These findings trigger further research into water treatment technologies that would limit their entrance into environmental or drinking waters. Copyright

Chemistry and stereochemistry of benzyl-benzyl interactions in MH+ ions of dibenzyl esters upon chemical ionization and collision-induced dissociation conditions

Isobutane chemical ionization mass spectra of dibenzyl esters of a wide variety of aliphatic, olefinic, alicyclic and aromatic dicarboxylic acids exhibit abundant m/z 181 C14H13+ ions, indicating a highly general rearrangement process involving the formation of a new bond between the two benzyl groups. An extensive collision-induced dissociation and deuterium labeling study suggested that these ions are an almost equimolar mixture of isomeric α-o-tolylbenzyl, α-p-tolylbenzyl and p-benzylbenzyl cation structures, and this composition is identical for all the diesters examined. This structural assignment of the C14H13 ions suggests a mechanistic pathway for their generation, based on the formation of the new bond between the benzyl methylene group of the protonated benzoxycarbonyl and the phenyl ring of the other ester moiety via π- (and/or ion-neutral) and α-complexes. Stereoisomeric diesters show an unusual steric effect: trans-isomers give rise to much more abundant C14H13+ ions than the cis counterparts. This behavior is explained by stabilized proton-bridged structures of the MH+ ions of the cis-isomers.

I-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions

The direct preparation of ketones from carboxylate anions is greatly limited by the required use of organolithium reagents or activated acyl sources that need to be independently prepared. Herein, a specific magnesium amide additive is used to activate and control the addition of more tolerant Grignard reagents to carboxylate anions. This strategy enables the modular synthesis of ketones from CO2 and the preparation of isotopically labeled pharmaceutical building blocks in a single operation.

CoI-Catalyzed Barbier Reactions of Aromatic Halides with Aromatic Aldehydes and Imines

The reductive Barbier coupling of aromatic halides and electrophiles has been achieved using a CoBr2/1,10-phenanthroline catalytic system and over stoichiometric amounts of zinc. The reaction displayed a broad scope of substrates, including (hetero)aryl chlorides as pro-nucleophiles and aldehydes or imines as electrophiles, leading to diarylmethanols and diarylmethylamines in moderate to excellent yields, respectively.