2-bromo-5-butylThiophene

Base Information

• Chemical Name: 2-bromo-5-butylThiophene
• CAS No.: 128619-83-0
• Molecular Formula: C8H11BrS
• Molecular Weight: 219.14200
• DSSTox Substance ID: DTXSID40569520
• Wikidata: Q82456679
• Mol file: 128619-83-0.mol

Synonyms:2-bromo-5-butylThiophene;128619-83-0;Thiophene, 2-bromo-5-butyl-;5-bromo-2-n-butylthiophene;SCHEMBL3870601;DTXSID40569520;BQPMOWMCGHVEDO-UHFFFAOYSA-N;MFCD20486050;AKOS030528512;AS-59146;CS-0192206;W19333

Chemical Property of 2-bromo-5-butylThiophene

Chemical Property:

• Boiling Point: 237.1±20.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.361±0.06 g/cm3(Predicted)
• LogP: 3.85320
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 217.97648
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-5-butylThiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(S1)Br

Technology Process of 2-bromo-5-butylThiophene

There total 1 articles about 2-bromo-5-butylThiophene 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: 93.0%

2-butylthiophene (1455-20-5) → 2-bromo-5-n-butyl-thiophene (128619-83-0)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide;

DOI:10.1021/ol801451x

Reference yield:

2-bromo-5-n-butyl-thiophene (128619-83-0) → 4-(5-butyl-thiophen-2-yl)-phenol

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O

2: boron tribromide / CH₂Cl₂

3: H₃O⁽¹⁺⁾

With oxonium; boron tribromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; water; 1: Suzuki coupling;

DOI:10.1080/10587250108025061

Reference yield:

2-bromo-5-n-butyl-thiophene (128619-83-0) → (E)-Hex-2-enoic acid 4-(5-butyl-thiophen-2-yl)-phenyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O

2: boron tribromide / CH₂Cl₂

3: H₃O⁽¹⁺⁾

4: DCC; DMAP / CH₂Cl₂

With dmap; oxonium; boron tribromide; sodium carbonate; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; water; 1: Suzuki coupling;

DOI:10.1080/10587250108025061

upstream raw materials:

2-butylthiophene

Downstream raw materials:

2-n-butyl-5-(4-methoxyphenyl)thiophene

Refernces

• 1、 Van Breemen, Albert J. J. M.,Herwig, Peter T.,Chlon, Ceciel H. T.,Sweelssen, Joergen,Schoo, Herman F. M.,Setayesh, Sepas,Hardeman, Willie M.,Martin, Christian A.,De Leeuw, Dago M.,Valeton, Josue J. P.,Bastiaansen, Cees W. M.,Broer, Dirk J.,Popa-Merticaru, Andreea R.,Meskers, Stefan C. J.. "Large area liquid crystal monodomain field-effect transistors". . p. 2336 - 2345. Retrieved 2006.
• 2、 -. "NOVEL PORPHYRAZINE DERIVATIVE AND INTERMEDIATE THEREOF, METHOD FOR PRODUCTION OF NOVEL PORPHYRAZINE DERIVATIVE AND INTERMEDIATE THEREOF, AND USE OF PORPHYRAZINE DERIVATIVE". Page/Page column 23; 40. . Retrieved 2010/01/07.