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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]
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
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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