1-(3-Bromoprop-1-yn-1-yl)-4-methoxybenzene

Base Information

• Chemical Name: 1-(3-Bromoprop-1-yn-1-yl)-4-methoxybenzene
• CAS No.: 173019-85-7
• Molecular Formula: C₁₀H₉BrO
• Molecular Weight: 225.085
• European Community (EC) Number: 849-408-8
• Nikkaji Number: J3.482.496G
• Mol file: 173019-85-7.mol

Synonyms:1-(3-bromoprop-1-yn-1-yl)-4-methoxybenzene;173019-85-7;1-(3-bromoprop-1-ynyl)-4-methoxybenzene;3-(4-Methoxyphenyl)propargyl bromide;AKOS015958142;AB90744;1-(3-Bromo-prop-1-ynyl)-4-methoxy-benzene;EN300-236808;F2147-0723

Chemical Property of 1-(3-Bromoprop-1-yn-1-yl)-4-methoxybenzene

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.98368
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C#CCBr

Technology Process of 1-(3-Bromoprop-1-yn-1-yl)-4-methoxybenzene

There total 4 articles about 1-(3-Bromoprop-1-yn-1-yl)-4-methoxybenzene 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: 90.0%

4-(4-methoxyphenyl)prop-2-yn-1-ol (37614-59-8) → 3-bromo-1-(4-methoxyphenyl)propyne (173019-85-7)

Guidance literature:

With bromine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.3762/bjoc.7.96

Reference yield:

para-iodoanisole (696-62-8) → 3-bromo-1-(4-methoxyphenyl)propyne (173019-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Pd(OAc)2, PPh₃, Et₃N, CuI / acetonitrile; H₂O / 29 h / Ambient temperature

2: 73 percent / PPh₃, CBr₄ / CH₂Cl₂ / Ambient temperature

With palladium diacetate; copper(l) iodide; carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; water; acetonitrile;

DOI:10.1021/jo9815610

Reference yield:

2-((3-(4-methoxyphenyl)prop-2-yn-1-yl)oxy)tetrahydro-2H-pyran → 3-bromo-1-(4-methoxyphenyl)propyne (173019-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; pyridinium p-toluenesulfonate / 20 °C

2: carbon tetrabromide; triphenylphosphine / dichloromethane / Inert atmosphere; Cooling with ice

With ethanol; carbon tetrabromide; pyridinium p-toluenesulfonate; triphenylphosphine; In dichloromethane;

DOI:10.1021/ol102861j

upstream raw materials:

4-(4-methoxyphenyl)prop-2-yn-1-ol

para-iodoanisole

1-bromo-4-methoxy-benzene

Downstream raw materials:

C₃₁H₂₅NO₄

C₁₈H₁₈BrNO₄

(3-(4-methoxyphenyl)prop-2-ynyl)(3-(4-nitrophenyl)prop-2-ynyl)sulfane

1-methoxy-4-(3-(3-(4-nitrophenyl)prop-2-ynylsulfonyl)prop-1-ynyl)benzene

Refernces

• 1、 Mandal, Arundhoti,Bhattacharya, Prabuddha,Das, Amit K.,Basak, Amit. "A Garratt-Braverman cyclization route towards the synthesis of phenanthridine derivatives and their DNA-binding studies". . p. 1975 - 1987. Retrieved 2019/02/24.
• 2、 Bhave, Vishakha S.,Hojo, Ryoga,Jha, Mukund,Rhodes, Steven,Short, Spencer. "Metal-free hydroamination of alkynes: A mild and concise synthesis of thiazolo[3,2- a ]indoles and their cytotoxic activity". supporting information. p. 4263 - 4270. Retrieved 2019/11/13.