7151-68-0

Basic information

• Product Name: 3-Methoxy-4-methylbenzoic acid
• Synonyms: 3-METHOXY-P-TOLUIC ACID;3-METHOXY-4-METHYLBENZOIC ACID;3-METHOXY-4-TOLUIC ACID;4-METHYL-M-ANISIC ACID;3-Methoxy-p-toluic acid~4-Methyl-m-anisic acid;COOH=1;3-Methoxy-4-methylbenzoic;3-METHOXY-4-METHYLBENZOIC ACID 97%
• CAS NO: 7151-68-0
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 230-486-1
• Product Categories: C9;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;FINE Chemical & INTERMEDIATES;Chemical intermediate for Zafirlukast;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Building Blocks
• Mol File: 7151-68-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 152-154 °C(lit.)
• Boiling Point: 309.9 °C at 760 mmHg
• Flash Point: 126.2 °C
• Appearance: slightly yellow fine powder
• Density: 1.168 g/cm³
• Vapor Pressure: 0.000267mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.25±0.10(Predicted)
• BRN: 1938389
• CAS DataBase Reference: 3-Methoxy-4-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-4-methylbenzoic acid(7151-68-0)
• EPA Substance Registry System: 3-Methoxy-4-methylbenzoic acid(7151-68-0)

Safety Data

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7151-68-0(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow fine powder

Uses

3-Methoxy-4-methylbenzoic Acid is used in the preparation of acyl pentapetide lactone in actinomycin-prodcing streptoycetes.

InChI:InChI=1/C9H10O3/c1-6-3-4-7(9(10)11)5-8(6)12-2/h3-5H,1-2H3,(H,10,11)/p-1

Upstream product

• 3556-83-0 methyl 4-methyl-3-methoxybenzoate 
• 67868-73-9 5-bromo-2-methylphenol methyl ether 
• 1706-11-2 2,5-Dimethyl-anisol 
• 586-38-9 3-Methoxybenzoic acid 
• 74-88-4 methyl iodide 
• 586-30-1 3-hydroxy-4-methylbenzoic acid 
• 77-78-1 dimethyl sulfate 
• 7697-37-2 nitric acid 
• 36138-76-8 5-bromo-2-methylphenol 

Downstream Products

• 586-30-1 3-hydroxy-4-methylbenzoic acid 
• 87808-44-4 3-methoxy-4-methylbenzoyl chloride 
• 57281-77-3 3-methoxy-4-methyl-2-nitro-benzoic acid 
• 3556-83-0 methyl 4-methyl-3-methoxybenzoate 
• 129632-82-2 3-Methoxy-4-methyl-benzoic acid 1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl ester 
• 3556-60-3 3-methoxy-4-methylcyano-benzene 
• 81983-87-1 3-Methoxy-4-methyl-cyclohexa-2,5-dienecarboxylic acid 
• 81983-88-2 3-Methoxy-4-methyl-cyclohex-2-enecarboxylic acid 
• 87995-02-6 1-(2-Bromo-allyl)-4-methyl-5-oxo-cyclohex-3-enecarboxylic acid methyl ester 
• 104436-90-0 tert-butyl 3-methoxy-4-methylbenzoate 
• 118684-13-2 4-bromomethyl-3-methoxybenzoic acid 
• 945389-13-9 C₁₄H₁₇NO₃ 
• 950508-44-8 (3-methoxy-4-methyl)benzoyl azide 
• 105702-85-0 N-carbethoxy-3-methoxy-4-methyl-benzenamine 

Relevant articles and documents

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Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base

(Chemical Equation Presented) If employed in THF at 0°C, LTMP metalates meta-anisic acid at the doubly activated position. In contrast, n-BuLi/t-BuOK deprotonates position C-4 preferentially at low temperature. Functionalization at C-6 requires protection of the C-2 site beforehand. As a result of these findings, a new mechanism is proposed for the heteroatom-directed ortholithiation of aromatic compounds.

Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone

Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.