2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

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Chemical Name:2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide
CAS No.:500772-30-5
Molecular Formula:C₃₂H₂₅ClO₂S₅Si
Molecular Weight:665.418
Hs Code.:

Synonyms:2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

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Chemical Property of 2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

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Technology Process of 2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

There total 11 articles about 2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide 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: 72.0%

: chloromethyl-dimethyl-(5-tributylstannanyl-thiophen-2-yl)-silane

: 500772-29-2
2-bromo-3,5-diphenyl-6-(5-methylthien-2-yl)-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

: 500772-30-5
2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 6h; Heating;
DOI:10.1021/jo026298o

Reference yield:

: 23062-41-1
3-bromo-4-phenylthiophene

: 500772-30-5
2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / hexane; diethyl ether / 1 h / -70 °C

1.2: 52 percent / SCl₂ / hexane; diethyl ether / -70 - 20 °C

2.1: n-BuLi / hexane; diethyl ether / 2 h / Heating

2.2: 48 percent / CuCl₂ / hexane; diethyl ether / 20 °C

3.1: 46 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

4.1: 65 percent / N-bromosuccinimide / dimethylformamide / 120 h / 20 °C

5.1: 85 percent / Pd(AsPh₃)4 / toluene / 3 h / Heating

6.1: 66 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 4 h / 20 °C

7.1: 72 percent / Pd(PPh₃)4 / toluene / 6 h / Heating

With N-Bromosuccinimide; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrakis(triphenylarsine)palladium⁽⁰⁾; In diethyl ether; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo026298o

Reference yield:

: 2404-87-7
3-phenylthiophene

: 500772-30-5
2-(5-methylthien-2-yl)-3,5-diphenyl-6-[5-dimethyl(chloromethyl)silylthien-2-yl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 80 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 0 - 20 °C

2.1: 81 percent / bromine / CH₂Cl₂ / 8 h / 50 °C

3.1: 92 percent / n-BuLi / diethyl ether / 2 h / -70 °C

4.1: n-BuLi / hexane; diethyl ether / 1 h / -70 °C

4.2: 52 percent / SCl₂ / hexane; diethyl ether / -70 - 20 °C

5.1: n-BuLi / hexane; diethyl ether / 2 h / Heating

5.2: 48 percent / CuCl₂ / hexane; diethyl ether / 20 °C

6.1: 46 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

7.1: 65 percent / N-bromosuccinimide / dimethylformamide / 120 h / 20 °C

8.1: 85 percent / Pd(AsPh₃)4 / toluene / 3 h / Heating

9.1: 66 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 4 h / 20 °C

10.1: 72 percent / Pd(PPh₃)4 / toluene / 6 h / Heating

With N-Bromosuccinimide; n-butyllithium; bromine; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrakis(triphenylarsine)palladium⁽⁰⁾; In diethyl ether; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo026298o