65537-54-4

Basic information

• Product Name: 3-(3-BROMO-PHENYL)-PROPAN-1-OL
• Synonyms: 3-(3-BROMO-PHENYL)-PROPAN-1-OL;3-(3-Bromophenyl)-1-propanol;BENZENEPROPANOL, 3-BROMO-
• CAS NO: 65537-54-4
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.08704
• Mol File: 65537-54-4.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 299.9°C at 760 mmHg
• Flash Point: 135.2°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0.000515mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Room temperature.
• PKA: 15.05±0.10(Predicted)
• CAS DataBase Reference: 3-(3-BROMO-PHENYL)-PROPAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-BROMO-PHENYL)-PROPAN-1-OL(65537-54-4)
• EPA Substance Registry System: 3-(3-BROMO-PHENYL)-PROPAN-1-OL(65537-54-4)

Safety Data

• Hazardous Substances Data: 65537-54-4(Hazardous Substances Data)

Usage

General Description

3-(3-Bromo-phenyl)-propan-1-ol is a chemical compound with the molecular formula C9H11BrO. It consists of a propyl chain with a hydroxyl group attached to the first carbon and a bromine atom attached to the third carbon, which is in turn part of a phenyl ring. 3-(3-BROMO-PHENYL)-PROPAN-1-OL is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various chemicals and pharmaceutical compounds. It is a colorless to pale yellow liquid with a molecular weight of 209.08 g/mol. The compound is considered to be potentially hazardous and should be handled with care, as it may cause skin and eye irritation, and could be harmful if ingested or inhaled.

InChI:InChI=1/C9H11BrO/c10-9-5-1-3-8(7-9)4-2-6-11/h1,3,5,7,11H,2,4,6H2

Upstream product

• 14473-91-7 3-Bromocinnamic acid 
• 18257-89-1 1-allyl-3-bromo-benzene 
• 14473-91-7 3-bromocinnamic acid 
• 3132-99-8 m-bromobenzoic aldehyde 
• 24398-80-9 ethyl 3-bromo-cinnamate 
• 40640-97-9 ethyl 3-(3-bromophenyl)propanoate 
• 170859-80-0 3-(3-bromophenyl)-2-propyn-1-ol 
• 42287-90-1 3-(3-bromophenyl)propanoic acid 

Downstream Products

• 165803-62-3 methanesulfonic acid 3-(3-bromo-phenyl)-propyl ester 
• 852540-82-0 tert-butyl 3-(3-bromophenyl)propylcarbamate 
• 852540-85-3 {3-[3-(4-oxo-butyl)-phenyl]-propyl}-carbamic acid tert-butyl ester 
• 852540-84-2 {3-[3-(4-hydroxy-butyl)-phenyl]-propyl}-carbamic acid tert-butyl ester 
• 852540-83-1 {3-[3-(4-hydroxy-but-1-ynyl)-phenyl]-propyl}-carbamic acid tert-butyl ester 
• 852540-93-3 7-{5-[3-(3-amino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid 
• 852541-12-9 (3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester 
• 852540-92-2 7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid 
• 852540-91-1 [3-(3-{5-[7-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-4-oxo-pentyl}-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 852540-89-7 [3-(3-{5-benzenesulfonyl-5-[7-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-4-hydroxy-pentyl}-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 852540-90-0 [3-(3-{5-benzenesulfonyl-5-[7-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-4-oxo-pentyl}-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 198633-83-9 1-(3-azido-propyl)-3-bromo-benzene 
• 476193-96-1 C₃₁H₃₇NO₅S 
• 476194-23-7 C₂₆H₃₄BrNO₆S 

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.).

Discovery and SAR of Natural-Product-Inspired RXR Agonists with Heterodimer Selectivity to PPARδ-RXR

A known natural product, magnaldehyde B, was identified as an agonist of retinoid X receptor (RXR) α. Magnaldehyde B was isolated from Magnolia obovata (Magnoliaceae) and synthesized along with more potent analogs for screening of their RXRα agonistic activities. Structural optimization of magnaldehyde B resulted in the development of a candidate molecule that displayed a 440-fold increase in potency. Receptor-ligand docking simulations indicated that this molecule has the highest affinity with the ligand binding domain of RXRα among the analogs synthesized in this study. Furthermore, the selective activation of the peroxisome proliferator-activated receptor (PPAR) δ-RXR heterodimer with a stronger efficacy compared to those of PPARα-RXR and PPARγ-RXR was achieved in luciferase reporter assays using the PPAR response element driven reporter (PPRE-Luc). The PPARδactivity of the molecule was significantly inhibited by the antagonists of both RXR and PPARδ, whereas the activity of GW501516 was not affected by the RXR antagonist. Furthermore, the molecule exhibited a particularly weak PPARδagonistic activity in reporter gene assays using the Gal4 hybrid system. The obtained data therefore suggest that the weak PPARδagonistic activity of the optimized molecule is synergistically enhanced by its own RXR agonistic activity, indicating the potent agonistic activity of the PPARδ-RXR heterodimer.

Tandem IBX-Promoted Primary Alcohol Oxidation/Opening of Intermediate β,γ-Diolcarbonate Aldehydes to (E)-γ-Hydroxy-α,β-enals

A tandem IBX-promoted oxidation of primary alcohol to aldehyde and opening of intermediate β,γ-diolcarbonate aldehyde to (E)-γ-hydroxy-α,β-enal has been developed. Remarkably, the carbonate opening delivered exclusively (E)-olefin and no over-oxidation of γ-hydroxy was observed. The method developed has been extended to complete the stereoselective total synthesis of both (S)- and (R)-coriolides and d-xylo- and d-arabino-C-20 guggultetrols.