22991-03-3

Basic information

• Product Name: 3-(3-CHLORO-PHENYL)-PROPAN-1-OL
• Synonyms: 3-(3-CHLORO-PHENYL)-PROPAN-1-OL
• CAS NO: 22991-03-3
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.63604
• Mol File: 22991-03-3.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 270.691°C at 760 mmHg
• Flash Point: 117.51°C
• Appearance: /
• Density: 1.151g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(3-CHLORO-PHENYL)-PROPAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-CHLORO-PHENYL)-PROPAN-1-OL(22991-03-3)
• EPA Substance Registry System: 3-(3-CHLORO-PHENYL)-PROPAN-1-OL(22991-03-3)

Safety Data

• Hazardous Substances Data: 22991-03-3(Hazardous Substances Data)

Usage

General Description

3-(3-chloro-phenyl)-propan-1-ol, also known as m-chlorophenylpropanol, is a chemical compound with the molecular formula C9H11ClO. It is a colorless to pale yellow liquid with a slightly sweet odor. 3-(3-CHLORO-PHENYL)-PROPAN-1-OL is used as an intermediate in the manufacturing of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a fragrance ingredient in perfumes and personal care products. 3-(3-chloro-phenyl)-propan-1-ol is considered to be moderately toxic and should be handled with caution, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C9H11ClO/c10-9-5-1-3-8(7-9)4-2-6-11/h1,3,5,7,11H,2,4,6H2

Upstream product

• 64-18-6 formic acid 
• 201230-82-2 carbon monoxide 
• 2039-85-2 3-Chlorostyrene 
• 56578-37-1 3-(3-chlorophenyl)acrylaldehyde 
• 1866-38-2 m-Chlorocinnamic acid 
• 21640-48-2 3-chlorohydrocinnamic acid 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 
• 82444-40-4 (E)-methyl 3-methylcinnamate 
• 587-04-2 m-Chlorobenzaldehyde 
• 42175-03-1 methyl (E)-3-(3-chlorophenyl)prop-2-enoate 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 2373-88-8 ethyl (E)-3-(3-chlorophenyl)prop-2-enoate 
• 3840-17-3 1-allyl-3-chlorobenzene 
• 7116-35-0 ethyl 3-(3-chlorophenyl)propanoate 

Downstream Products

• 30267-80-2 2-chloro-3-(3-chlorophenyl)propanal 
• 3722-71-2 6-chlorochromane 
• 3722-69-8 8-Chlorchroman 
• 1204313-91-6 (R)-tert-butyl (1-(naphthalen-1-yl)ethyl)(3-(3-(trifluoromethyl)phenyl)propyl)carbamate 
• 1355993-10-0 (R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid 

Relevant articles and documents

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

Structure-Guided Optimization of Dipeptidyl Inhibitors of Norovirus 3CL Protease

Acute gastroenteritis caused by noroviruses has a major impact on public health worldwide in terms of morbidity, mortality, and economic burden. The disease impacts most severely immunocompromised patients, the elderly, and children. The current lack of approved vaccines and small-molecule therapeutics for the treatment and prophylaxis of norovirus infections underscores the need for the development of norovirus-specific drugs. The studies described herein entail the use of the gem-dimethyl moiety as a means of improving the pharmacological activity and physicochemical properties of a dipeptidyl series of transition state inhibitors of norovirus 3CL protease, an enzyme essential for viral replication. Several compounds were found to be potent inhibitors of the enzyme in biochemical and cell-based assays. The pharmacological activity and cellular permeability of the inhibitors were found to be sensitive to the location of the gem-dimethyl group.

Carbene-Catalyzed α-Carbon Amination of Chloroaldehydes for Enantioselective Access to Dihydroquinoxaline Derivatives

An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.