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2-Ethylbenzoic acid, also known as o-tolylic acid, is a chemical compound with the molecular formula C9H10O2. It is a derivative of benzoic acid, with the addition of an ethyl group on the second carbon of the aromatic ring. 2-Ethylbenzoic acid is known for its use as an intermediate in the production of various industrial chemicals, as well as for its potential antimicrobial and anti-inflammatory properties.

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  • 50604-01-8 Structure
  • Basic information

    1. Product Name: 2-Ethylbenzoic acid
    2. Synonyms: 2-Ethylbenzoic acid methyl ester
    3. CAS NO:50604-01-8
    4. Molecular Formula: C10H12O2
    5. Molecular Weight: 164.2
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 50604-01-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 243.9°C at 760 mmHg
    3. Flash Point: 109.3°C
    4. Appearance: /
    5. Density: 1.025g/cm3
    6. Vapor Pressure: 0.0313mmHg at 25°C
    7. Refractive Index: 1.505
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-Ethylbenzoic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Ethylbenzoic acid(50604-01-8)
    12. EPA Substance Registry System: 2-Ethylbenzoic acid(50604-01-8)
  • 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: 50604-01-8(Hazardous Substances Data)

50604-01-8 Usage

Uses

Used in Chemical Production:
2-Ethylbenzoic acid is used as an intermediate for the production of various industrial chemicals, including dyes, pharmaceuticals, and fragrances. Its unique structure allows it to be a versatile building block in the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
2-Ethylbenzoic acid is used as a starting material for the synthesis of pharmaceuticals, due to its potential antimicrobial and anti-inflammatory properties. Its ability to be modified and incorporated into various drug molecules makes it a valuable component in the development of new medications.
Used in Fragrance Industry:
2-Ethylbenzoic acid is used as a component in the creation of fragrances, where its unique aromatic properties contribute to the overall scent profile of various products.
Used in Dye Industry:
As an intermediate in dye production, 2-Ethylbenzoic acid plays a crucial role in the synthesis of dyes used in textiles, plastics, and other materials, providing color and stability to these products.
Used in Synthesis of Liquid Crystalline Polymers:
2-Ethylbenzoic acid is used as a key ingredient in the synthesis of liquid crystalline polymers, which have applications in the production of high-performance materials. These polymers are valued for their unique properties, such as their ability to align and respond to external stimuli, making them useful in various advanced applications.

Check Digit Verification of cas no

The CAS Registry Mumber 50604-01-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,6,0 and 4 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 50604-01:
(7*5)+(6*0)+(5*6)+(4*0)+(3*4)+(2*0)+(1*1)=78
78 % 10 = 8
So 50604-01-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O2/c1-3-8-6-4-5-7-9(8)10(11)12-2/h4-7H,3H2,1-2H3

50604-01-8Relevant articles and documents

Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling

Neate, Peter G.N.,Zhang, Bufan,Conforti, Jessica,Brennessel, William W.,Neidig, Michael L.

supporting information, p. 5958 - 5963 (2021/08/18)

Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada-Tamao-Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.

Robust synthesis of NIR-emissive P-rhodamine fluorophores

Arndt, Hans-Dieter,Nasufovic, Veselin,Sauer, Maria,Vilotijevic, Ivan

supporting information, p. 1567 - 1571 (2020/03/06)

P-Rhodamines were accessed by implementing a robust three step sequence consisting of (i) addition of m-metallated anilines to dichlorophosphine oxides, (ii) selective dibromination, and (iii) cyclization of the diaryllithium reagents derived from the dib

Nickel-catalyzed direct alkynylation of C(sp2)-H bonds of amides: An "inverse Sonogashira strategy" to ortho-alkynylbenzoic acids

Landge, Vinod G.,Shewale, Chinmay H.,Jaiswal, Garima,Sahoo, Manoj K.,Midya, Siba P.,Balaraman, Ekambaram

, p. 1946 - 1951 (2016/04/05)

Nickel-catalyzed direct alkynylation of C(sp2)-H bonds of amides using commercially available, inexpensive 8-aminoquinoline as a removable bidentate directing group is described. The present ortho-alkynylation has a broad substrate scope, funct

Lipase-mediated resolution of substituted 2-aryl-propanols: Application to the enantioselective synthesis of phenolic sesquiterpenes

Serra, Stefano

experimental part, p. 619 - 628 (2011/07/08)

A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished.

ALPHA7 NICOTINIC ACETYLCHOLINE RECEPTOR INHIBITORS

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Page/Page column 63-64, (2010/04/03)

The present invention provides compounds and compositions, methods of making them, and methods of using them to modulate α7 nicotinic acetylcholine receptors and/or to treat any of a variety of disorders, diseases, and conditions. Provided compounds can a

SYNTHESIS OF PYRAZOLES

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Page/Page column 46-47; 47-48, (2009/08/16)

The present invention provides methods of making HCl salts, and methods of using them to modulate alpha7 nicotinic acetylcholine receptors and/or to treat any of a variety of disorders, diseases, and conditions. Provided compounds can affect, among other

NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS

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Page/Page column 47; 48, (2008/12/07)

The present invention provides compounds of formula (I) and compositions thereof, methods of making them, and methods of using them to modulate alpha7 nicotinic acetylcholine receptors and/or to treat any of a variety of disorders, diseases, and conditions. Provided compounds can affect, among other things, neurological, psychiatric and/or inflammatory system.

Novel Rh catalysis in cross-coupling between alkyl halides and arylzinc compounds possessing ortho-COX (X = OR, NMe2, or Ph) groups

Takahashi, Hideki,Inagaki, Shinya,Nishihara, Yasushi,Shibata, Takanori,Takagi, Kentaro

, p. 3037 - 3040 (2007/10/03)

Rh-dppf was found to be an efficient catalyst for the cross-coupling between primary alkyl halides bearings-hydrogens and arylzinc compounds possessing carbonyl groups such as ester, amide, or ketone at the ortho position. Various functional groups such as ester, nitrite, or acyloxylate moieties on the halides were tolerated under the catalysis conditions. Arylzinc compounds free of ortho-carbonyl groups reacted well with ethyl 3-iodopropanoate, suggesting that the essential intramolecular interaction between carbonyl groups and Rh promotes the reductive elimination.

Negishi-type coupling of bromoarenes with dimethylzinc

Herbert, John M.

, p. 817 - 819 (2007/10/03)

Treatment of bromoarenes with dimethylzinc in the presence of a palladium catalyst provides a high-yielding route to methylarenes. The process accommodates a wide range of aromatic substituents and, in the majority of cases, is free of side reactions.

Protoberberins from Reissert Compounds VI [1]. Diastereoselective Synthesis and Relative Configuration of 2-Benzoyl-1-cyano-1-(1-phenylalkyl)-1,2-dihydroisoquinolines

Reimann, Eberhard,Erdle, Wolfgang,Weigl, Claudia,Polborn, Kurt

, p. 313 - 326 (2007/10/03)

The alkylation of Reissert compounds 8 by sec-benzyl bromides 4, 7, and 10 diastereoselectively affords the title compounds 11 and 12. X-Ray structure analysis confirms an opposite configuration of the chiral centers in 11 and 12. The benzyl bromides 4, 7, and 10 are prepared by standard procedures.

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