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重要文件

393770

Sigma-Aldrich

1,3-苯并二硫代吡咯四氟化硼盐

98%

同義詞:

BDTF

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About This Item

經驗公式(希爾表示法):
C7H5BF4S2
CAS號碼:
分子量::
240.05
Beilstein:
4731453
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
形狀:
solid
化驗:
98%
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化驗

98%

形狀

solid

mp

150 °C (dec.) (lit.)

SMILES 字串

F[B-](F)(F)F.c1ccc2[s+]csc2c1

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

InChI 密鑰

CUSWPJQKCZMDPY-UHFFFAOYSA-N

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一般說明

1,3-Benzodithiolylium tetrafluoroborate (BDTF, 1,3-BDYT) is an electrophilic compound.[1] It is a salt of 1,3-benzodithiolylium ion.[2]
1,3-Benzodithiolylium tetrafluoroborate is a carbenium ionic compound.[3] It has been synthesized by reacting 1,3-benzodithiole with trityl tetrafluoroborate.[2] It is widely used as an α-alkylating agent for the enantioselective α-alkylation of aldehydes.[4],[5] The nature of adsorption of 1,3-benzodithiolylium tetrafluoroborate on various carbon nanotubes (CNTs) has been studied.[1] 1,3-Benzodithiolylium tetrafluoroborate reacts with different nucleophilic reagents at the 2-position to form the respective 1,3-benzodithioles.[2]

應用

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.[6]
  • Substituted arylcarbenium ions by reacting with boronic derivatives.[3]
  • α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole by reacting with ketones.[7]
  • 2-styryl-1,3-benzodithioles by reacting with styryl-type cobaloximes.[8]
  • 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate by reacting with indole.[9]
  • 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.[10]

象形圖

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訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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The Facile and Direct Formylation of Organoboron Aromatic Compounds with Benzodithiolylium Tetrafluoroborate.
Petruzziello D, et al
European Journal of Organic Chemistry, 2013(22), 4909-4917 (2013)
1, 3-Benzodithiolylium salts. Synthesis and reactions with nucleophilic reagents.
Nakayama J, et al
Bulletin of the Chemical Society of Japan, 49(12), 3567-3573 (1976)
The synthesis of highly stable o-and p-quinone methides.
Nakayama J, et al
Chemistry Letters (Jpn), 6(7), 789-792 (1977)
Adsorption of 1, 3-benzodithiolylium tetrafluoroborate (1, 3-BDYT) on carbon nanotubes.
Park S, et al
The Journal of the Korean Physical Society, 57(1), 1-4 (2010)
Riccardo Porta et al.
ChemSusChem, 7(12), 3534-3540 (2014-10-23)
The use of immobilized metal-free catalysts offers the unique possibility to develop sustainable processes in flow mode. The challenging intermolecular organocatalyzed enantioselective alkylation of aldehydes was performed for the first time under continuous flow conditions. By using a packed-bed reactor

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