3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid

Base Information

• Chemical Name: 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid
• CAS No.: 1422273-15-1
• Molecular Formula: C₅₄H₈₁NO₅S₃
• Molecular Weight: 920.439
• Mol file: 1422273-15-1.mol

Synonyms:3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid

Chemical Property of 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid

There total 4 articles about 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid 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: 79.8%

6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thiophene-2-carbaldehyde (1422273-18-4) + cyanoacetic acid (372-09-8) → 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid (1422273-15-1)

Guidance literature:

With ammonium acetate; acetic acid; at 110 ℃;

DOI:10.1016/j.tet.2013.01.009

Reference yield:

tri-n-butyl(dithieno[3,2-b:2',3'-d]thiophen-2-yl)stannane → 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid (1422273-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 48 h / 110 °C / Inert atmosphere

2.1: trichlorophosphate / 0.5 h / Cooling with ice

2.2: 24 h / 90 °C

3.1: ammonium acetate; acetic acid / 110 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; acetic acid; trichlorophosphate; In toluene;

DOI:10.1016/j.tet.2013.01.009

Reference yield:

1-bromo-3,4,5-tris-n-dodecyloxybenzene (654065-52-8) → 3-{6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thien-2-yl}-2-cyanoacrylic acid (1422273-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 48 h / 110 °C / Inert atmosphere

2.1: trichlorophosphate / 0.5 h / Cooling with ice

2.2: 24 h / 90 °C

3.1: ammonium acetate; acetic acid / 110 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; acetic acid; trichlorophosphate; In toluene;

DOI:10.1016/j.tet.2013.01.009

upstream raw materials:

2-(3,4,5-tris-n-dodecyloxyphenyl)dithieno[3,2-b:2',3'-d]thiophene

6-[3,4,5-tris(dodecyloxy)phenyl]dithieno[3,2-b:2',3'-a]thiophene-2-carbaldehyde

cyanoacetic acid

1-bromo-3,4,5-tris-n-dodecyloxybenzene