1-(4-Bromophenyl)propan-1-ol

Base Information

• Chemical Name: 1-(4-Bromophenyl)propan-1-ol
• CAS No.: 4489-22-9
• Molecular Formula: C9H11BrO
• Molecular Weight: 215.09
• Hs Code.: 2906299090
• European Community (EC) Number: 224-781-4
• DSSTox Substance ID: DTXSID10963293
• Nikkaji Number: J205.867G
• Mol file: 4489-22-9.mol

Synonyms:1-(4-bromophenyl)propan-1-ol;4489-22-9;1-(4-bromophenyl)-1-propanol;4-Bromo-alpha-ethylbenzyl alcohol;EINECS 224-781-4;1-(p-Bromophenyl)-1-propanol;SCHEMBL6686367;DTXSID10963293;AB6446;MFCD00021911;STK204916;AKOS000125192;AKOS022066143;BS-38096;CS-0315929

Chemical Property of 1-(4-Bromophenyl)propan-1-ol

Chemical Property:

• Vapor Pressure: 0.00101mmHg at 25°C
• Boiling Point: 289.5°Cat760mmHg
• Flash Point: 128.9°C
• PSA: 20.23000
• Density: 1.404g/cm³
• LogP: 2.89250
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 213.99933
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

98% ^*data from raw suppliers

1-(4-Bromophenyl)propan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=C(C=C1)Br)O

Technology Process of 1-(4-Bromophenyl)propan-1-ol

There total 50 articles about 1-(4-Bromophenyl)propan-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4'-Bromopropiophenone (10342-83-3) → (R)-1-(4-bromophenyl)propanol (4489-22-9,131320-21-3,112777-66-9)

Guidance literature:

4'-Bromopropiophenone; With Dimethylphenylsilane; C₂₈H₃₂BNO₂*CHF₃O₃S; In toluene; at 20 ℃; for 13h; Inert atmosphere;

With methanol; potassium carbonate; In toluene; at 20 ℃; for 2h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03076

Reference yield: 96.0%

diethylzinc (557-20-0) + 4-bromo-benzaldehyde (1122-91-4) → (R)-1-(4-bromophenyl)propanol (4489-22-9,131320-21-3,112777-66-9)

Guidance literature:

With 1-[4S-tBu-oxazolin-2-yl]-1'-[Ph₂C(OH)]-2-(Rp)-Me-ferrocene; In hexane; toluene; at 0 ℃;

DOI:10.1016/j.tetasy.2003.08.032

Reference yield: 39.0%

4-chlorophenyl acetate (876-27-7) + (+/-)-1-(4-bromophenyl)propanol (4489-22-9) → (R)-1-(4-bromophenyl)propanol (4489-22-9,131320-21-3,112777-66-9) + (S)-1-(4-bromophenyl)propan-1-ol (4489-22-9,112777-66-9,131320-21-3) + (+)-(R)-1-(4-bromophenyl)-1-propyl acetate

Guidance literature:

With novozyme 435; In toluene; at 60 ℃; for 5h; microwave irradiation;

DOI:10.1016/j.tetasy.2007.06.035

upstream raw materials:

propionaldehyde

(4-bromophenyl)magnesium bromide

ethylmagnesium bromide

4-bromo-benzaldehyde

Downstream raw materials:

1-bromo-4-(prop-1-en-1-yl)benzene

(S)-1-(4-bromophenyl)propan-1-ol

4-bromo-β-methylstyrene

4'-Bromopropiophenone

Refernces

• 1、 Aydin, A. E.. "Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Novel Thiophene-Based Chiral Ligands". . p. 901 - 909. Retrieved 2020/07/03.
• 2、 Gao, En,Li, Qiao,Duan, Lili,Li, Lin,Li, Yue-Ming. "Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes". supporting information. . Retrieved 2020/10/20.