4521-28-2

Basic information

• Product Name: 4-(4-Methoxyphenyl)butyric acid
• Synonyms: 4-(4-METHOXYPHENYL)BUTANOIC ACID;4-(4-METHOXYPHENYL)BUTYRIC ACID;4-(p-methoxyphenyl)butyricacid;4-methoxyphenylbutyricacid;Benzenebutanoic acid, 4-methoxy-;butanoicacid,4-(4-methoxyphenyl)-;4-(4-Methoxyphenyl)butanoic acid 98%;4-(4-METHOXYPHENYL)-1-BUTYRIC ACID
• CAS NO: 4521-28-2
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• EINECS: 224-849-3
• Product Categories: Benzene derivatives;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 4521-28-2.mol
• Article Data: 40

Chemical Properties

• Melting Point: 56-59 °C(lit.)
• Boiling Point: 196 °C / 10mmHg
• Flash Point: 129.3 °C
• Appearance: Cream to slightly yellow/Powder
• Density: 1.116 g/cm³
• Vapor Pressure: 4.94E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Slightly soluble in methanol. Insoluble in chloroform.
• PKA: 4.76±0.10(Predicted)
• Water Solubility: 994.9g/L(37 oC)
• BRN: 2416568
• CAS DataBase Reference: 4-(4-Methoxyphenyl)butyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)butyric acid(4521-28-2)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)butyric acid(4521-28-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4521-28-2(Hazardous Substances Data)

Usage

Chemical Properties

cream to slightly yellow powder

Uses

4-(4-Methoxyphenyl)butyric acid on demethylation with pyridinium hydrochloride affords 4-hydroxyphenylbutyric acid, a key starting material for the synthesis of preclinical candidate LY518674.

InChI:InChI=1/C11H14O3/c1-14-10-7-5-9(6-8-10)3-2-4-11(12)13/h5-8H,2-4H2,1H3,(H,12,13)/p-1

Upstream product

• 57293-19-3 3-(4-methoxyphenyl)propyl bromide 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 4586-89-4 ethyl 4-(4-methoxyphenyl)butanoate 
• 108-30-5 succinic acid anhydride 
• 100-66-3 methoxybenzene 
• 60112-44-9 5-(4-methoxyphenyl)furan-2(3H)-one 
• 141-78-6 ethyl acetate 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 140-67-0 Estragole 
• 64-18-6 formic acid 
• 156050-38-3 2-<(4-methoxyphenyl)methylsulfonyl>benzothiazole 
• 625-38-7 but-3-enoic acid 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 4586-89-4 ethyl 4-(4-methoxyphenyl)butanoate 
• 183145-05-3 Undec-10-ynoic acid (S)-3-benzyloxy-2-[4-(4-methoxy-phenyl)-butyryloxy]-propyl ester 
• 946412-74-4 1-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)butan-1-ol 
• 946412-80-2 1-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)butan-1-one 
• 946412-86-8 5-[4-(4-methoxyphenyl)butyl]-1,3-benzodioxole 
• 56047-51-9 4-(4-methoxyphenyl)butyraldehyde 
• 124681-15-8 1,2,3,4-Tetrahydro-1,1-dimethyl-6-hydroxy-7-acetylphenanthrene 
• 184592-34-5 4-(4-Methoxymethoxy-phenyl)-butan-1-ol 
• 184592-40-3 4-(4-Methoxymethoxy-phenyl)-butyric acid methoxymethyl ester 
• 1026568-26-2 3,5-Bis-benzyloxy-4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoic acid 4-(4-methoxymethoxy-phenyl)-butyl ester 
• 1311276-10-4 C₁₇H₁₉NO₃ 
• 20637-08-5 4-(4-methoxyphenyl)butyric acid methyl ester 
• 143303-04-2 2,4-dihydroxy-ω-(p-methoxyphenyl)butyrophenone 
• 6836-18-6 4-(4-methoxyphenyl) butanoyl chloride 

Relevant articles and documents

Pd-Catalyzed Regioselective Branched Hydrocarboxylation of Terminal Olefins with Formic Acid

A regioselective Pd-catalyzed hydrocarboxylation of terminal olefins with HCOOH is described. A wide variety of branched carboxylic acids can readily be obtained with high regioselectivities under mild reaction conditions. The reaction is operationally simple and requires no handling of toxic CO. The ligand and LiCl are important factors for reaction reactivity and selectivity.

A heavy-metal-free desulfonylative Giese-type reaction of benzothiazole sulfones under visible-light conditions

A visible-light-induced desulfonylative Giese-type reaction has been developed. Essential to the success is the employment of Hantzsch ester to activate benzothiazole sulfones without any heavy-metal additives. Not only benzylic benzothiazole sulfones but also alkyl ones were viable substrates and reacted with electron-deficient alkenes and a propiol amide.

Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.