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ChemicalBook--->CAS DataBase List--->57842-27-0

57842-27-0

57842-27-0 Structure

57842-27-0 Structure
IdentificationMore
[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 PropertiesBack 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
[CAS DataBase Reference]

57842-27-0(CAS DataBase Reference)
Safety DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic anhydride-->Carbon disulfide-->Fluoroboric acid-->Anthranilic acid-->3-Methyl-1-butanol-->Isoamyl nitrite
[Preparation Products]

1,2-BENZENEDISULFONYL DICHLORIDE
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE(57842-27-0)FT-IR
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE(57842-27-0)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

57842-27-0(sigmaaldrich)
[TCI AMERICA]

1,3-Benzodithiolylium Tetrafluoroborate  [Hydroxyl-Protecting Agent],>96.0%(T)(57842-27-0)
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