40150-92-3

Basic information

• Product Name: (1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE
• Synonyms: (1-HYDROXYETHYL)-4-ISOBUTYLBENZENE;(1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE;1-(4-ISOBUTYLPHENYL)ETHANOL;IBUPROFEN IMP D2;α-(4-Isobutylphenyl)ethanol;α-Methyl-4-(2-Methylpropyl)benzeneMethanol;Ibuprofen IMpurity-Q(EP/BP);1-[4-(2-methylpropyl)phenyl]ethanol
• CAS NO: 40150-92-3
• Molecular Formula: C₁₂H₁₈O
• Molecular Weight: 178.27
• EINECS: 604-604-1
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 40150-92-3.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 245.5 °C at 760 mmHg
• Flash Point: 108.2 °C
• Appearance: /
• Density: 0.954 g/cm³
• Vapor Pressure: 0.0153mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 14.53±0.20(Predicted)
• CAS DataBase Reference: (1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE(40150-92-3)
• EPA Substance Registry System: (1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE(40150-92-3)

Safety Data

• Hazardous Substances Data: 40150-92-3(Hazardous Substances Data)

Usage

Uses

1-(4-Isobutylphenyl)ethanol is a photodegradation product of Ibuprofen (I140000). Shows cytotoxicity activity.

Preparation

1-(4-Isobutylphenyl)ethanol synthesis: A solution of p-isobutylacetophenone (1.20mL), methanol (3.00mL), and sodium borohydride (0.2509g) was mixed in a separatory funnel and allowed to sit for 10min. After the standing time period, a 10 % HCl solution (10.0 mL) was added to remove any unreacted sodium borohydride, and the product was extracted using petroleum ether. 1-(4-Isobutylphenyl)ethanol product (1.002g, 87.2%) was collected and dried using anhydrous sodium sulfate.1HNMR (300MHz, CDCl3): δ7.281 (2H, m, J = 4.0 Hz), δ7.174 (2H, m, J = 4.0 Hz), δ4.855 (1H, s, J =0.92Hz), δ2.714 (3H, q, J =2.2Hz), δ2.554 (2H, t, J = 2.8 Hz), δ1.795 (1H, q, J = 2.7 Hz), δ1.484 (1H, m, J =2.8Hz), δ0.976 (6H, q, J =6.1Hz). 13C NMR (300 MHz, CDCl3): 143.325, 140.684, 129.143, 125.357, 70.034, 45.196, 30.343, 25.076, 22.725, 22.465.

InChI:InChI=1/C12H18O/c1-9(2)8-11-4-6-12(7-5-11)10(3)13/h4-7,9-10,13H,8H2,1-3H3

Upstream product

• 38861-78-8 1-(4-isobutyl-phenyl)-ethanone 
• 15687-27-1 ibuprofen 
• 75-69-4 trichlorofluoromethane 
• 152360-64-0 1-(1,1-Dimethoxy-ethyl)-4-isobutyl-benzene 
• 538-93-2 1-phenyl-2-methylpropane 
• 99-90-1 para-bromoacetophenone 
• 1191-15-7 diisobutylaluminium hydride 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 62049-65-4 S-(-)-1-(-)-[4-isobutylphenyl]-chloroethane 
• 59512-17-3 benzeneacetamide-α-methyl-4-(2-methylpropyl) 
• 144-62-7 oxalic acid 
• 138948-58-0 (RS)-p-isobutyl-1-phenylethanol acetate 
• 51407-46-6 2-(4-isobutylphenyl)propionaldehyde 

Downstream Products

• 169301-05-7 2-Nitro-benzoic acid 1-(4-isobutyl-phenyl)-ethyl ester 
• 15687-27-1 ibuprofen 
• 608119-56-8 1-[(4-isobutylphenyl)ethyl] thioacetate 
• 1025963-03-4 (E)-2-(4-Isobutyl-phenyl)-ethenesulfonyl chloride 
• 110773-62-1 S-2-(p-isobutylphenyl)propionaldehyde 
• 114937-27-8 (2R)-2-<4-(2-Methylpropyl)phenyl>propanal 
• 40764-03-2 3-(4-i-butyl-phenyl)-propanal 
• 59771-01-6 1-(para-isobutyl phenyl)-1-bromoethane 
• 1186634-35-4 methanesulfonic acid 1-(4-isobutylphenyl)ethyl ester 
• 61566-34-5 (+/-)-ibuprofen methyl ester 
• 63753-06-0 1-isobutyl-4-(1-methoxyethyl)benzene 
• 58609-73-7 2-(4-isobutylphenyl)propanenitrile 
• 51146-56-6 (S)-ibuprofen 
• 51146-57-7 (R)-ibuprofene 

Relevant articles and documents

Evaluation of Oxetan-3-ol, Thietan-3-ol, and Derivatives Thereof as Bioisosteres of the Carboxylic Acid Functional Group

The oxetane ring serves as an isostere of the carbonyl moiety, suggesting that oxetan-3-ol may be considered as a potential surrogate of the carboxylic acid functional group. To investigate this structural unit, as well as thietan-3-ol and the corresponding sulfoxide and sulfone derivatives, as potential carboxylic acid bioisosteres, a set of model compounds has been designed, synthesized, and evaluated for physicochemical properties. Similar derivatives of the cyclooxygenase inhibitor, ibuprofen, were also synthesized and evaluated for inhibition of eicosanoid biosynthesis in vitro. Collectively, the data suggest that oxetan-3-ol, thietan-3-ol, and related structures hold promise as isosteric replacements of the carboxylic acid moiety.

Heterogeneous selective catalytic hydrogenation of aryl ketones to alcohols without additives

A selective hydrogenation of different aryl ketones can be obtained by using a heterogeneous copper catalyst under very mild experimental conditions, namely 90°C and 1 atm of hydrogen, without using any kind of additive or poisoning agent.

Preparation method of aryl propionic acid compound

The invention provides a preparation method of an aryl propionic acid compound, wherein the preparation method comprises the following steps: carrying out acetylation reaction on substituted aryl benzene to obtain aryl acetophenone; carrying out hydrogenation reduction reaction on alpha-substituted aryl ethyl ketone to obtain alpha-substituted aryl ethanol; and in an acidic solution, introducing carbon monoxide gas into the alpha-substituted aryl ethanol, and carrying out a carbonylation reaction under the co-catalytic action of a main catalyst and a cocatalyst to obtain the aryl propionic acid compound, wherein the cocatalyst has the following structural formula described in the specification, R1 is one of hydrogen and a substituted carboxylic acid group, and R2 is one of hydrogen, halogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C6 alkoxy, substituted or unsubstituted C3-C12 naphthenic base, substituted carbonyl containing C6-C24 aryl or substitutedaryl, substituted carbonyl containing C3-C12 heterocyclic radical or substituted heterocyclic radical, phenyl, substituted phenyl, naphthyl and substituted naphthyl.

A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids

A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using molecular oxygen as the green oxidant. The addition of NaBH4 to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp3 carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids.