31936-92-2

Basic information

• Product Name: dithiophen-3-ylmethanol
• Synonyms: Di(3-thienyl)methanol
• CAS NO: 31936-92-2
• Molecular Formula: C₉H₈OS₂
• Molecular Weight: 196.2892
• Mol File: 31936-92-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 358.4°C at 760 mmHg
• Flash Point: 170.6°C
• Density: 1.344g/cm³
• Vapor Pressure: 9.23E-06mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: dithiophen-3-ylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: dithiophen-3-ylmethanol(31936-92-2)
• EPA Substance Registry System: dithiophen-3-ylmethanol(31936-92-2)

Safety Data

• Hazardous Substances Data: 31936-92-2(Hazardous Substances Data)

Usage

General Description

Dithiophen-3-ylmethanol is a chemical compound with the formula C8H8OS2. It is a colorless to light yellow liquid that is commonly used as a reagent in organic synthesis and as a building block for the production of various pharmaceuticals and agrochemicals. Dithiophen-3-ylmethanol is also used as a flotation agent in the mining industry to separate valuable minerals from gangue materials. Its unique chemical properties, such as its ability to form metal complexes, make it a versatile compound for a wide range of applications in industry and research. However, it is important to handle dithiophen-3-ylmethanol with care, as it may be irritating to the skin and eyes, and can be harmful if ingested or inhaled.

Upstream product

• 1192-06-9 3-thienyl lithium 
• 498-62-4 3-thiophene carboxaldehyde 
• 109-94-4 formic acid ethyl ester 
• 872-31-1 3-Bromothiophene 
• 107-31-3 Methyl formate 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 1221821-39-1 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde 
• 153312-86-8 4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b’]dithiophene 
• 1315276-46-0 6-[4-(diphenylamino)phenyl]-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde 
• 920515-35-1 2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,4-di(2-ethylhexyl)-4H-cyclopenta-[2,1-b:3,4-b']dithiophene 
• 26453-81-6 di(thiophen-3-yl)methanone 
• 389-58-2 4H-cyclopenta[2,1-b;3,4-b']dithiophene 
• 474416-61-0 bis(2-iodo-3-thienyl)methanone 
• 365547-21-3 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 
• 25796-77-4 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one 
• 365547-20-2 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 

Relevant articles and documents

Efficient One-Pot Synthesis of Dithieno(dibenzothieno)-Fused Cycloheptanones, Tropones, and Cyclooctanones

The reactions of α,β-unsaturated amide/triflic anhydride complexes (generated in situ from the corresponding amides and triflic anhydride) with dithiophenes and dithienylmethanes proceed as tandem alkylation-Vilsmeier-Haack acylation to form dithieno- and dibenzothieno-fused cycloheptanones and cyclooctanones in moderate to good yields. The reactions of 2-bromo-N,N-dimethylacrylamide/triflic anhydride complex allow preparation of tropones in a simple one-pot procedure. The reaction of 2,2-dibenzothienylmethane with dimethylacrylamide/triflic anhydride complex proceeds unusually to afford dimethylaminonaphthalene in addition to the predictable fused cyclooctanone.

Synthesis and anticancer activity of di(3-thienyl)methanol and di(3-thienyl)methane

Di(3-thienyl)methanol (2) and di(3-thienyl)methane (3) have been synthesized and screened against the T98G (brain cancer) cell line. Treatment induced cell death (MTT and macro-colony assay), growth inhibition, cytogenetic damage (micronuclei formation), were studied as cellular response parameters. Treatment with the compounds enhanced growth inhibition and cell death in a concentration dependent manner in both T98G and HEK (normal) cell lines. At higher concentrations (>20 μ g/mL) the cytotoxic effects of the compounds were highly significant. The effect on clonogenic capacity and micronuclei formation observed after treatment of cells. Amongst the compounds, compound 2 exhibited potent activity against T98G brain cancer cells. Despite potent in vitro activity, both compounds exhibited less cytotoxicity against normal human HEK cells at all effective concentrations.

A versatile synthesis of long-wavelength-excitable BODIPY dyes from readily modifiable cyclopenta[2,1- B:3,4- B′ ]dithiophenes

Knoevenagel condensation of a simple methylated borondipyrromethene (Bodipy) with 4,4′-dihexyl-4H-cyclopenta-[2,1-b:3,4-b′]dithiophenes functionalized at one end by a triphenylamine residue and at the other by a carbaldehyde fragment leads to novel dye species. These bisvinylic derivatives exhibit pronounced absorption in the visible range extending above 850 nm. Addition of other Bodipy units by coupling to a central iodophenyl entity enables filling of the gaps in absorption of the pivotal starting material. Efficient cascade energy transfer between the Bodipys is facilitated by spectral overlap between the energy donor and the energy acceptor. All photons between 350 nm and 750 nm are channeled to the distyryl centers which emit at 864 nm. Georg Thieme Verlag Stuttgart. New York.