38300-94-6

Basic information

• Product Name: 1,3-Benzodithiole, 2-(phenylmethylene)-
• CAS NO: 38300-94-6
• Molecular Formula: C14H10S2
• Molecular Weight: 242.365
• Mol File: 38300-94-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,3-Benzodithiole, 2-(phenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodithiole, 2-(phenylmethylene)-(38300-94-6)
• EPA Substance Registry System: 1,3-Benzodithiole, 2-(phenylmethylene)-(38300-94-6)

Safety Data

• Hazardous Substances Data: 38300-94-6(Hazardous Substances Data)

Upstream product

• 57198-57-9 2-ethylthio-1,3-benzodithiole 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 62217-35-0 dimethyl 1,3-benzodithiol-2-ylphosphonate 
• 103-82-2 phenylacetic acid 
• 17534-15-5 Benzene-1,2-dithiol 
• 103-80-0 phenylacetyl chloride 
• 38300-97-9 2-phenyl-1,4-benzenedithiin 
• 59950-99-1 α-chlorophenylacetaldehyde dimethyl acetal 

Downstream Products

• 213768-72-0 (C₆H₅)2C₂(C₃S₂(CHCH)2)2 
• 35262-48-7 2-(1,3-benzodithiol-2-ylidene)-2-phenylacetaldehyde 
• 1184804-37-2 2-[nitro(phenyl)methylene]-1,3-benzodithiole 

Relevant articles and documents

Light-induced synthesis of π-extended tetrathiafulvalenes incorporating ferrocenes: An efficient route for the synthesis of electron-donor materials

A new method for the synthesis of π-extended tetrathiafulvalenes was developed. The protocol is based on the exposure of 1,4-dithiafulvenes to sunlight or UV light at ambient temperature. In the resulting chalcogenofulvalenes the 1,3-dithiole ring systems are separated by conjugated spacers. Extended TTF analogues are obtained by insertion of linear π-conjugated spacers (C=C-C=C) of increasing dimensions between the two 1,4-dithiafulvenyl moieties. Georg Thieme Verlag Stuttgart.

Synthesis of 2-(1-Chloroalkyl)-1,3-benzodithioles and 2-Alkylidene-1,3-benzodithioles

Boron trifluoride promoted transdithioaceatalization of α-chloroacetals with 1,2-benzodithiol affords good yileds of 2-(1-chloroalkyl)-1,3-benzodithioles, which dehydrochlorinates very satisfactorily to the corresponding 2-alkylidene-1,3-benzodithioles.

A New Synthetic Application of 1,2-Benzodithiolium Cations: Synthesis of Aldehydes by 1-Carbon Homologation of Carbonyl Compounds

Eleven aldehydes (6a-l) were synthesized by 1-carbon homologation of ketones and aldehydes according to the following sequence: Horner-Emmons reaction of 2-(O,O-dimethylphosphonyl)-1,3-benzodithiole (1) and various carbonyl compounds (2) to give benzo-1,4-dithiafulvenes (3); reduction with sodium borohydride and tetrafluoroboric acid-ether complex in dry acetonitrile to 1,3-benzodithioles (5); subsequent hydrolysis of these with mercury(II)oxide and aqueous tetrafluoroboric acid (35percent) in tetrahydrofuran.The procedure is simple, of wide application, and afforded pure aldehydes in good overall yields (55-88percent).