17764-93-1

Basic information

• Product Name: 5'-BROMO-2'-HYDROXYPROPIOPHENONE 97
• Synonyms: 5'-BROMO-2'-HYDROXYPROPIOPHENONE 97
• CAS NO: 17764-93-1
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.072
• Product Categories: Building Blocks;C9;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks
• Mol File: 17764-93-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 78-79°C
• Boiling Point: 156°C/21mmHg(lit.)
• Flash Point: 133.3 °C
• Appearance: /
• Density: 1.506 g/cm³
• PKA: 7.68±0.48(Predicted)
• CAS DataBase Reference: 5'-BROMO-2'-HYDROXYPROPIOPHENONE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-BROMO-2'-HYDROXYPROPIOPHENONE 97(17764-93-1)
• EPA Substance Registry System: 5'-BROMO-2'-HYDROXYPROPIOPHENONE 97(17764-93-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 17764-93-1(Hazardous Substances Data)

Usage

Preparation

Preparation by Fries rearrangement of 4-bromophenyl propionate with aluminium chloride at 165° for 1 h (97%), at 150–160° for 30 min or at 120° for 30–40 min (80%) Preparation by bromination of o-hydroxypropiophenone with bromine in 80% aqueous acetic acid at r.t. (66%) Also obtained by acylation of p-bromophenol with propionic acid in the presence of boron trifluoride in a sealed tube at 120° for 1 h (59%).

Upstream product

• 106-41-2 4-bromo-phenol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 79-03-8 propionyl chloride 
• 23600-77-3 4-bromophenyl propionate 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 802294-64-0 propionic acid 

Downstream Products

• 108720-90-7 (3-ethyl-5-bromo-benzofuran-2-yl)-(4-methoxy-phenyl)-ketone 
• 92-08-0 1-(4-hydroxy-[1,1'-biphenyl]-3-yl)propan-1-one 

Relevant articles and documents

A Baker-Venkataraman retro-Claisen cascade delivers a novel alkyl migration process for the synthesis of amides

A simple extension of the carbamoyl Baker-Venkataraman rearrangement has been developed. If residual water in the reaction is not strictly excluded a Baker-Venkataraman retro-Claisen cascade takes place, giving amide products, in which an alkyl group apparently migrates between two functionalities of the substrate.

Synthesis of the potassium channel opener (3S,4R)-3,4-dihydro-4-(2,3- dihydro-2-methyl-3-oxo-pyridazin-6-yl)oxy-3-hydroxy-6-(3-hydroxyphenyl) sulphonyl-2,2,3-trimethyl-2H-benzo[b]pyran

The preparation of the potassium channel opener (3S,4R)-3,4-dihydro-4-(2,3- dihydro-2-methyl-3-oxo-pyridazin-6-yl)oxy-3-hydroxy-6-(3-hydroxyphenyl) sulphonyl-2,2,3-trimethyl-2H-benzo[b]pyran (1) as a single enantiomer is reported. Considerable improvement

BENZOPYRANES AS POTASSIUM CHANNEL OPENERS

The present invention relates to compounds of formula (I) and the pharmaceutically acceptable salts thereof, wherein the dashed line represents an optional covalent bond; X is O, NH, S or a direct link; R. sup.3 is hydroxy when the dashed line does not represent a covalent bond and R 3 is absent when the dashed line represents a covalent bond; R. sup.4 is (a), when X is O, a group of formula (i), (b), when X is O, NH or S, optionally substituted hydroxyphenyl, (c) an optionally substituted 4-to 7-membered heterocyclic ring, or (d), when X is NH, a group of formula (ii). The compounds are useful for the treatment of disease associated with the altered tone or motility of smooth muscle. STR1