1009-11-6

Basic information

• Product Name: 1-(4-Hydroxyphenyl)-1-butanone
• Synonyms: 4'-HYDROXYBUTYROPHENONE;4-HYDROXYBUTANOPHENONE;4-HYDROXYPHENYL PROPYL KETONE;1-(4-HYDROXYPHENYL)BUTAN-1-ONE;1-(4-HYDROXYPHENYL)BUTANONE;1-(4-HYDROXYPHENYL)-1-BUTANONE;P-HYDROXYBUTYROPHENONE;PROPYL 4-HYDROXYPHENYL KETONE
• CAS NO: 1009-11-6
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 213-766-8
• Mol File: 1009-11-6.mol
• Article Data: 23

Chemical Properties

• Melting Point: 93°C
• Boiling Point: 174 °C / 40mmHg
• Flash Point: 131.8 °C
• Appearance: white crystal
• Density: 1.077 g/cm³
• Vapor Pressure: 0.000307mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 8.05±0.15(Predicted)
• CAS DataBase Reference: 1-(4-Hydroxyphenyl)-1-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Hydroxyphenyl)-1-butanone(1009-11-6)
• EPA Substance Registry System: 1-(4-Hydroxyphenyl)-1-butanone(1009-11-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1009-11-6(Hazardous Substances Data)

Usage

Uses

4'-HYDROXYBUTYROPHENONE is a useful research chemical.

InChI:InChI=1/C10H12O2/c1-2-3-10(12)8-4-6-9(11)7-5-8/h4-7,11H,2-3H2,1H3

Upstream product

• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 123-08-0 4-hydroxy-benzaldehyde 
• 939-49-1 4'-Hydroxy-crotonophenon 
• 627-19-0 1-Pentyne 
• 106-51-4 p-benzoquinone 
• 108-95-2 phenol 
• 13610-02-1 1-phenoxy-2-propyne 
• 107-92-6 butyric acid 
• 141-75-3 butyryl chloride 
• 4346-18-3 phenyl butanoate 
• 7446-70-0 aluminium trichloride 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 142-82-5 n-heptane 
• 109-74-0 propyl cyanide 

Downstream Products

• 17572-35-9 4-<1-Propyl-octen-(1)-yl>-phenol 
• 17404-17-0 4-<1-Propylhexen-(1)-yl>-phenol 
• 55097-94-4 4-Pentyloxy-benzoic acid 4-butyryl-phenyl ester 
• 1638-22-8 4-n-butylphenol 
• 36116-08-2 1-{4-[3-(4-Butyryl-phenoxy)-2-hydroxy-propoxy]-phenyl}-butan-1-one 
• 939-49-1 (E)-1-(4-hydroxyphenyl)but-2-en-1-one 
• 56490-86-9 3'-Chlormethyl-4'-hydroxybutyrophenon 
• 26945-71-1 p-Benzyloxybutyrophenon 
• 71289-81-1 1-[4-(2,4-Dichloro-benzyloxy)-phenyl]-butan-1-one 
• 55097-93-3 4-Butoxy-benzoic acid 4-butyryl-phenyl ester 
• 70-70-2 1-[4-(3-Chloro-propoxy)-phenyl]-butan-1-one 
• 37087-84-6 1-[4-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-phenyl]-butan-1-one 
• 3705-05-3 4'-<2-Dimethylamino-1-methyl-aethoxy>-butyrophenon 
• 17404-15-8 4-<1-Propyl-penten-(1)-yl>-phenol 

Relevant articles and documents

Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a series of 4-hydroxyphenyl ketones as potential inhibitors of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3)

We report the preliminary results of the synthesis and biochemical evaluation of a number of 4-hydroxyphenyl ketones as inhibitors of the isozyme of the enzyme 17β-hydroxysteroid dehydrogenase (17β-HSD) responsible for the conversion of androstenedione (AD) to testosterone (T), more specifically type 3 (17β-HSD3). The results of our study suggest that we have synthesised compounds which are, in general, potent inhibitors of 17β-HSD3, in particular, we discovered that 1-(4-hydroxy-phenyl)-nonan-1-one (8) was the most potent (IC50 = 2.86 ± 0.03 μM). We have therefore provided good lead compounds in the synthesis of novel non-steroidal inhibitors of 17β-HSD3.

Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones

We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.

Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

A single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene-alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.

THIOSEMICARBAZONES INHIBITORS OF LYSOPHOSPHATIDIC ACID ACYLTRANSFERASE AND USES THEREOF

Lysophosphatidic acid acyltransferase-beta (LPAAT-β) catalyzes the production of phosphatidic acid (PA) from lysophosphatidic acid (LPA). The lipid cofactor PA contributes to the activation of c-Raf, BRAF, mTOR and PKC-ζ. LPAAT-β expression is a prognostic factor in gynecologic malignancies and is being investigated as a therapeutic target in a variety of tumor types. A class of thiosemicarbazones was identified as inhibitors of LPAAT-β from a screen of a library of small molecules. A focused library of thiosemicarbazones derivatives was prepared and led to the development of compounds which potently inhibit LPAAT-β and inhibit the growth of MiaPaCa2 human pancreatic cancer cells.