56412-11-4

Basic information

• Product Name: 3,6-Dimethylthieno[3.2-b]thiophene
• Synonyms: 3,6-Dimethylthieno[3,2-b]thiophene
• CAS NO: 56412-11-4
• Molecular Formula: C₈H₈S₂
• Molecular Weight: 168.28
• Mol File: 56412-11-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 264.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.245±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3,6-Dimethylthieno[3.2-b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dimethylthieno[3.2-b]thiophene(56412-11-4)
• EPA Substance Registry System: 3,6-Dimethylthieno[3.2-b]thiophene(56412-11-4)

Safety Data

• Hazardous Substances Data: 56412-11-4(Hazardous Substances Data)

Upstream product

• 142-30-3 2,5-dihydroxy-2,5-dimethyl-3-hexyne 
• 3725-05-1 2,5-dimethylhexa-1,5-dien-3-yne 
• 392662-65-6 3,6-dibromothiophene[3,2-b]thiophene 
• 18815-74-2 zinc methyl bromide 

Downstream Products

• 180903-84-8 3,6-Dimethyl-2-methylselanyl-thieno[3,2-b]thiophene 
• 60749-72-6 3,6-Dimethyl-2,5-dihydrothieno<3,2-b>thiophen-2,5-dion 

Relevant articles and documents

Insertion of Pt into C-H and C-S bonds of thiophene derivatives. The X-ray crystal structure of a thiaplatinacycle of 3,6-dimethylthieno [3,2-b]thiophene

Treatment of the zerovalent platinum complex [Pt(PEt3) 4] with 3,6-dimethylthieno[3,2-b]thiophene leads to a six-membered, approximately planar thiaplatinacycle, which has been characterised spectroscopically and by a single crystal X-ray determination. The reaction of [Pt(PEt3)4] with 2,2′-bithiophene and 1-methyl-2-(2-thienyl)pyrrole produced two types of products, thiaplatinacycles resulting from C-S insertion and platinum(II) hydrides arising from C-H insertion. These complexes were characterised spectroscopically.

Tunable charge-transport polarity in thienothiophene-bisoxoindolinylidene-benzodifurandione copolymers for high-performance field-effect transistors

N-Type semiconducting polymers are important materials for modern electronics but limited in variety and performance. To design a new n-type polymer semiconductor requires a judicious trade-off between structural parameters involving both backbone and side-chain modifications. The appeal of backbone modification emerges from the tunable electronic structures and conformational control. To control these effects typically needs installation of substituents such as halogens. In a polymer system with high molecular complexity, a few common substituents such as methyl and methoxy groups are an underdeveloped area of chemical space. In this work, we study the substituent effects in methyl- and methoxy-substituted thienothiophene-bis(oxoindolinylidene)benzodifurandione copolymers on field-effect performances. The two substituents affect the conformations of the backbone and increase the frontier orbital energy levels of the polymers. Using such electronic effects, we are able to tune the charge transport behaviors from n-channel to ambipolar. This strategy allows further substitution patterns for backbone modification in other polymer semiconductors.

A ONE-POT SYNTHESIS OF SUBSTITUTED THIENOTHIOPHENES AND SELENOLOSELENOPHENES

Heating a mixture of 2,5-dimethyl-3-hexyne-2,5-diol (3a) with elemental sulfur in benzene at 190-200 deg C in an autoclave affords 3,6-dimethylthienothiophene (5a) in 26percent yield.The reaction provides a practical one-pot synthesis of several gr