3-[2-(Bromomethyl)phenyl]thiophene

Base Information

• Chemical Name: 3-[2-(Bromomethyl)phenyl]thiophene
• CAS No.: 99902-04-2
• Molecular Formula: C11H9BrS
• Molecular Weight: 253.15800
• DSSTox Substance ID: DTXSID50543639
• Wikidata: Q82420579
• Mol file: 99902-04-2.mol

Synonyms:3-[2-(Bromomethyl)phenyl]thiophene;99902-04-2;Thiophene, 3-[2-(bromomethyl)phenyl]-;SCHEMBL10902241;DTXSID50543639;SVUXJVHXXDRYLH-UHFFFAOYSA-N;2-(3-Thienyl)-alpha-bromotoluene;EN300-1291079

Chemical Property of 3-[2-(Bromomethyl)phenyl]thiophene

Chemical Property:

• PSA: 28.24000
• LogP: 4.31000
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 251.96083
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CBr)C2=CSC=C2

Technology Process of 3-[2-(Bromomethyl)phenyl]thiophene

There total 5 articles about 3-[2-(Bromomethyl)phenyl]thiophene 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: 76.0%

3-(2-methylphenyl)thiophene (16939-08-5) → 2-(3'-thiophene)benzyl bromide (99902-04-2)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 2h; Heating; Irradiation;

DOI:10.1021/jo00352a004

Reference yield:

[2-(3-thienyl)phenyl]methanol (773872-99-4) → 2-(3'-thiophene)benzyl bromide (99902-04-2)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c4ob00797b

Reference yield:

2-Methylphenylboronic acid (16419-60-6) → 2-(3'-thiophene)benzyl bromide (99902-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / 2 h / 80 °C

2: NBS; benzoyl peroxide / CCl₄ / 40 h / 80 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; dibenzoyl peroxide; In tetrachloromethane; ethanol; toluene; 1: Suzuki coupling;

DOI:10.1021/jm049735v

upstream raw materials:

3-(2-methylphenyl)thiophene

2-Methylphenylboronic acid

2-methylphenyl bromide

2-(thien-3-yl)benzaldehyde

Downstream raw materials:

3-(2-(azidomethyl)phenyl)thiophene

thieno[2,3-c]quinoline

2-(thien-3-yl)benzaldehyde

Refernces

• 1、 Tromp, Reynier A.,Van Ameijde, Susan,Pütz, Claudia,Sundermann, Corinna,Sundermann, Bernd,Von Frijtag Drabbe Künzel, Jacobien K.,Ijzerman, Adriaan P.. "Inhibition of nucleoside transport by new analogues of 4- nitrobenzylthioinosine: Replacement of the ribose moiety by substituted benzyl groups". . p. 5441 - 5450. Retrieved 2007/10/03.
• 2、 -. "SUBSTITUTED AND BRIDGED PYRIDINES USEFUL AS CALCIUM CHANNEL BLOCKERS". . . Retrieved 2008/06/13.