69617-84-1

Basic information

• Product Name: 4-(p-hydroxyphenyl)butan-2-ol
• Synonyms: 4-(p-hydroxyphenyl)butan-2-ol;4-(p-Hydroxyphenyl)-2-butanol;4-hydroxy- alpha-methyl-benzenepropano;4-hydroxy-.alpha.-methyl-Benzenepropanol;4-(4-Hydroxyphenyl)-2-butanol;4-Hydroxy-α-methylbenzene-1-propanol;Raspberry alcohol;Ai3-31843
• CAS NO: 69617-84-1
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.21696
• EINECS: 274-056-1
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 69617-84-1.mol
• Article Data: 29

Chemical Properties

• Melting Point: 71℃ (ethanol )
• Boiling Point: 315.4°C at 760 mmHg
• Flash Point: 153.4°C
• Appearance: /
• Density: 1.096g/cm³
• Vapor Pressure: 0.000186mmHg at 25°C
• Refractive Index: 1.552
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.12±0.15(Predicted)
• CAS DataBase Reference: 4-(p-hydroxyphenyl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(p-hydroxyphenyl)butan-2-ol(69617-84-1)
• EPA Substance Registry System: 4-(p-hydroxyphenyl)butan-2-ol(69617-84-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 69617-84-1(Hazardous Substances Data)

Usage

Uses

4-(p-hydroxyphenyl)butan-2-ol is an aroma compound, useful for the treatment of hepatic diseases.

InChI:InChI=1/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3

Upstream product

• 65982-27-6 (1R)-3-(4-hydroxyphenyl)-1-methylpropyl β-D-glucopyranoside 
• 129752-69-8 (R)-(+)-4-(4'-hydroxyphenyl)-2-butyl acetate 
• 138948-80-8 (2R)-4-[4-(benzyloxy)phenyl]butan-2-ol 
• 67-56-1 methanol 
• 22214-30-8 4-(4'-hydroxyphenyl)but-3-en-2-one 
• 22214-30-8 (E)-4-(4-hydroxyphenyl)-3-buten-2-one 
• 168038-86-6 (RS)-rhododendrol 2-O-β-D-glucopyranoside 
• 108-05-4 vinyl acetate 
• 161249-56-5 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionic acid methyl ester 
• 5597-50-2 3-(4-hydroxyphenyl)propionic acid methyl ester 
• 501-97-3 4-hydroxyphenylpropionic acid 
• 152339-86-1 (S)-4-(4′-methoxyphenyl)-2-butanol 
• 152339-88-3 (R)-4-(p-methoxyphenyl)butan-2-ol 3,5-dinitrobenzoate 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 152339-92-9 (R)-4-(p-pivaloyloxyphenyl)butan-2-ol 
• 59092-94-3 (R)-rhododendrol 
• 5471-51-2 4-(4-hydroxyphenyl)-2-oxobutane 
• 59092-94-3 (+)-rhododendrol 
• 215103-47-2 (R)-4-(4'-acetyloxyphenyl)-2-butanol 
• 129752-69-8 (R)-(+)-4-(4'-hydroxyphenyl)-2-butyl acetate 
• 85120-75-8 (R)-(+)-4-(4'-acetoxyphenyl)-2-butyl acetate 
• 1195113-90-6 (R)-4-(3-hydroxybutyl)-4-hydroxy-2,5-cyclohexadien-1-one 
• 1482494-92-7 C₂₂H₄₂O₂Si₂ 
• 1482494-93-8 C₁₆H₂₈O₂Si 
• 1482494-94-9 C₁₆H₂₈O₃Si 
• 98200-87-4 4-(3-hydroxybutyl)phenyl benzoate 
• 1195113-83-7 (R)-4-(3-hydroxybutyl)-4-hydroperoxy-2,5-cyclohexadien-1-one 
• 152339-90-7 rhododendrin pentapivalate 

Relevant articles and documents

Enzymatic production of both enantiomers of rhododendrol

An asymmetric synthetic approach to produce (R)- and (S)-rhododendrol is described. W110A Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase (W110A Te SADH), an (S)-specific mutant of TeSADH, is used in this approach. The enantioselective redu

Expanding the Substrate Specificity of Thermoanaerobacter pseudoethanolicus Secondary Alcohol Dehydrogenase by a Dual Site Mutation

Here, we report the asymmetric reduction of selected phenyl-ring-containing ketones by various single- and dual-site mutants of Thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase (TeSADH). The further expansion of the size of the substrate binding pocket in the mutant W110A/I86A not only allowed the accommodation of substrates of the single mutants W110A and I86A within the expanded active site but also expanded the substrate range of the enzyme to ketones bearing two sterically demanding groups (bulky–bulky ketones), which are not substrates for the TeSADH single mutants. We also report the regio- and enantioselective reduction of diketones with W110A/I86A TeSADH and single TeSADH mutants. The double mutant exhibited dual stereopreference to generate the Prelog products most of the time and the anti-Prelog products in a few cases.

Deracemization of Secondary Alcohols by using a Single Alcohol Dehydrogenase

We developed a single-enzyme-mediated two-step approach for deracemization of secondary alcohols. A single mutant of Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase enables the nonstereoselective oxidation of racemic alcohols to ketones, followed by a stereoselective reduction process. Varying the amounts of acetone and 2-propanol cosubstrates controls the stereoselectivities of the consecutive oxidation and reduction reactions, respectively. We used one enzyme to accomplish the deracemization of secondary alcohols with up to >99 % ee and >99.5 % recovery in one pot and without the need to isolate the prochiral ketone intermediate.