393770
1,3-苯并二硫代吡咯四氟化硼盐
98%
别名:
BDTF
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关于此项目
经验公式（希尔记法）:
C7H5BF4S2
化学文摘社编号:
分子量:
240.05
Beilstein:
4731453
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
方案
98%
表单
solid
mp
150 °C (dec.) (lit.)
SMILES字符串
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 key
CUSWPJQKCZMDPY-UHFFFAOYSA-N
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一般描述
1,3-Benzodithiolylium tetrafluoroborate (BDTF, 1,3-BDYT) is an electrophilic compound. It is a salt of 1,3-benzodithiolylium ion.
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.
应用
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.
- 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.
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
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)
A convenient preparation of-oxo ketene dithioacetals.
Nakayama J, et al
Chemistry Letters (Jpn), 16(5), 939-940 (1987)
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)
Highly enantioselective α alkylation of aldehydes with 1,3-benzodithiolylium tetrafluoroborate: a formal organocatalytic α alkylation of aldehydes by the carbenium ion.
Andrea Gualandi et al.
Angewandte Chemie (International ed. in English), 50(34), 7842-7846 (2011-06-30)
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