393770

1,3-Benzodithiolylium tetrafluoroborate

98%

• 동의어(들): BDTF
• 실험식(Hill 표기법): C₇H₅BF₄S₂
• CAS Number: 57842-27-0
• Molecular Weight: 240.05
• Beilstein: 4731453
• MDL number: MFCD00070613
• UNSPSC 코드: 12352100
• PubChem Substance ID: 24864541
• NACRES: NA.22

속성

• 분석: 98%
• 양식: solid
• mp: 150 °C (dec.) (lit.)
• SMILES string: 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

설명

일반 설명

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]

애플리케이션

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]

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319,H335
• 예방조치 성명서: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• 표적 기관: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Gloves