| Identification | More | [Name]
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE | [CAS]
57842-27-0 | [Synonyms]
1,3-BENZODITHIOL-2-YLIUM TETRAFLUOROBORATE 1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE 1,3-Benzodithiolylium tetrafluoroborate[Hydroxyl protecting agent] bdtf 1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE 97% | [Molecular Formula]
C7H5BF4S2 | [MDL Number]
MFCD00070613 | [Molecular Weight]
240.05 | [MOL File]
57842-27-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
150 °C (dec.) (lit.) | [storage temp. ]
2-8°C
| [solubility ]
sol MeCN and DMF (slowly reacts); insol ether. | [form ]
Solid | [color ]
Gray to brown | [BRN ]
4731453 | [InChI]
1S/C7H5S2.BF4/c1-2-4-7-6(3-1)8-5-9-7;2-1(3,4)5/h1-5H;/q+1;-1 | [InChIKey]
CUSWPJQKCZMDPY-UHFFFAOYSA-N | [SMILES]
F[B-](F)(F)F.c1ccc2[s+]csc2c1 | [CAS DataBase Reference]
57842-27-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
1759 | [WGK Germany ]
3
| [F ]
8-10-21 | [Hazard Note ]
Irritant | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
2934999090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
1,3-Benzodithiolylium tetrafluoroborate may be used in the synthesis of the following:
- Dibenzotetrathiafulvalene by reacting with 1,8-diazabicyclo[5.4.0]undec-7-ene.
- Substituted arylcarbenium ions by reacting with boronic derivatives.
- α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole by reacting with ketones.
- 2-styryl-1,3-benzodithioles by reacting with styryl-type cobaloximes.
- 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate by reacting with indole.
- 2-(1,3-benzodithiol-2-ylidene)-3,5-cyclohexadien-1-ones and 4-(1,3-benzodithiol-2-ylidene)-2,5-cyclohexadien-1-ones by reacting with 2,4- and 2,6-disubstituted phenols.
| [Preparation]
Preparative Method of 1,3-Benzodithiolylium tetrafluoroborate: treatment of 2-(3-methylbutoxy)-1,3-benzodithiole with Tetrafluoroboric Acid in
Acetic Anhydride at 0 °C. | [General Description]
1,3-Benzodithiolylium tetrafluoroborate is a carbenium ionic compound. It has been synthesized by reacting 1,3-benzodithiole with trityl tetrafluoroborate. It is widely used as an α-alkylating agent for the enantioselective α-alkylation of aldehydes., The nature of adsorption of 1,3-benzodithiolylium tetrafluoroborate on various carbon nanotubes (CNTs) has been studied. 1,3-Benzodithiolylium tetrafluoroborate reacts with different nucleophilic reagents at the 2-position to form the respective 1,3-benzodithioles. | [storage]
1,3-Benzodithiolylium tetrafluoroborate can be stored in the absence of moisture and light; no toxicity data is
currently available; 1,3-benzodithiol-1-ium perchlorate [32283-21-9] is also known, but poses a risk of
explosion. | [Purification Methods]
1,3-Benzodithiolylium tetrafluoroborate is recrystallized from acetic acid or acetonitrile/ether. |
|
| Company Name: |
Alfa Aesar
|
| Tel: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Tel: |
021-021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|