7150-55-2

Basic information

• Product Name: 4-CHLORO-4'-HYDROXYBUTYROPHENONE
• Synonyms: 4-CHLORO-4'-HYDROXYBUTYROPHENONE;4-CHLORO-1-(4-HYDROXYPHENYL)-1-BUTANONE;4-Chloro-4'-hydroxybutyrophenone, tech., 95%;4-CHLORO-4''-HYDROXYBUTYROPHENONE TECH 95%;4-Chloro-1-(4-hydroxyphenyl)butan-1-one;4-Chloro-4'-hydroxybutyrophenone, 95%,tech.;1-(4-Hydroxyphenyl)-4-chloro-1-butanone;4'-Hydroxy-γ-chlorobutyrophenone
• CAS NO: 7150-55-2
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.65
• EINECS: 230-485-6
• Mol File: 7150-55-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 109-116 °C
• Boiling Point: 285.11°C (rough estimate)
• Flash Point: 177.1ºC
• Appearance: /
• Density: 1.1698 (rough estimate)
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.06±0.15(Predicted)
• CAS DataBase Reference: 4-CHLORO-4'-HYDROXYBUTYROPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-4'-HYDROXYBUTYROPHENONE(7150-55-2)
• EPA Substance Registry System: 4-CHLORO-4'-HYDROXYBUTYROPHENONE(7150-55-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36
• Hazardous Substances Data: 7150-55-2(Hazardous Substances Data)

Usage

Chemical Properties

light beige to grey-green crystalline powder

Synthesis Reference(s)

Synthetic Communications, 18, p. 2183, 1988 DOI: 10.1080/00397918808068291

Upstream product

• 4635-59-0 4-Chlorobutanoyl chloride 
• 108-95-2 phenol 
• 113425-33-5 4-hydroxy-1-(4-hydroxyphenyl)-butan-1-one 
• 100-66-3 methoxybenzene 

Downstream Products

• 28858-18-6 4-(1,4,5,6-tetrahydro-pyridazin-3-yl)-phenol 
• 36116-18-4 cyclopropyl 4-hydroxyphenyl ketone 
• 7182-48-1 4-(4,5-dihydro-3H-pyrrol-2-yl)-phenol 
• 360553-46-4 (4-(3-chloropropoxy)phenyl)(cyclopropyl)methanone 
• 517867-87-7 {4-[3-((S)-3-Amino-pyrrolidin-1-yl)-propoxy]-phenyl}-cyclopropyl-methanone 
• 360552-56-3 cyclopropyl(4-(3-((1R,4R)-2,5-diazabicyclo(2.2.1)hept-2-yl)propoxy)phenyl)methanone 

Relevant articles and documents

Preparation of cyclopropyl p-hydroxyphenyl ketone and its precursor 3-chloropropyl p-hydroxyphenyl ketone

3-Hydroxypropyl p-hydroxyphenyl ketone (7) is selectively prepared in 96% yield by the Friedel-Crafts reaction of anisole, 4-chlorobutyryl chloride (5) and aluminum chloride in chlorobenzene at 100 °C, followed by quenching the mixture in aqueous hydrochloride at 40 °C. Heating of the quenched aqueous mixture to 100 °C converts hydroxyl compound 7 cleanly to 3-chloropropyl p-hydroxyphenyl ketone (2) in 95-99% yield. Compounds 2 and 7 are interchangeable. Heating chloride 2 with aluminum chloride produces alcohol 7; whereas heating 7 in aqueous hydrochloric acid gives 2 exclusively. The chloride 2 is easily converted to cyclopropyl p-hydroxyphenyl ketone (1) at 0 °C using 6 equiv of aqueous sodium hydroxide or 2 equiv of potassium tert-butoxide in 92 and 96% yields, respectively.