- Metal-free halogenation of arylboronate with N-halosuccinimideKamei, Toshiyuki; Ishibashi, Aoi; Shimada, Toyoshi, Tetrahedron Letters, 2014, 55(30), 4245-4247
Cas no 942070-22-6 (2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
942070-22-6 structure
Product Name:2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:942070-22-6
MF:C10H13BBr2O2S
MW:367.893020391464
MDL:MFCD12405469
CID:819830
PubChem ID:53429016
Update Time:2024-10-25
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties
Names and Identifiers
-
- 2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 2,5-Dibromothiophene-3-boronic acid pinacol ester
- QC-5954
- C10H13BBr2O2S
- 6071AC
- FCH2770100
- SY108352
- AX8237417
- ST24039113
- (2,5-DIBROMOTHIOPHEN-3-YL)BORONIC ACID PINACOL ESTER
- 2-(2,5-Dibromo-3-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (ACI)
- CS-0101386
- F30017
- MFCD12405469
- DS-18455
- DB-079820
- 2-(2 pound not5-Dibromothiophen-3-yl)-4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolane
- 942070-22-6
- AKOS016006564
- DTXSID60700014
- 2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
-
- MDL: MFCD12405469
- Inchi: 1S/C10H13BBr2O2S/c1-9(2)10(3,4)15-11(14-9)6-5-7(12)16-8(6)13/h5H,1-4H3
- InChI Key: FBVYFWMGZNOTBO-UHFFFAOYSA-N
- SMILES: BrC1=CC(B2OC(C)(C)C(C)(C)O2)=C(Br)S1
Computed Properties
- Exact Mass: 365.91000
- Monoisotopic Mass: 365.90961g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 16
- Rotatable Bond Count: 1
- Complexity: 272
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 46.7
Experimental Properties
- Density: 1.66
- Boiling Point: 371 oC
- Flash Point: 178 oC
- PSA: 46.70000
- LogP: 3.57230
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Security Information
- Signal Word:Warning
- Hazard Statement: H315-H319-H335
- Warning Statement: P261-P305+P351+P338
- Storage Condition:Keep in dark place,Sealed in dry,2-8°C
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Customs Data
- HS CODE:2934999090
- Customs Data:
China Customs Code:
2934999090Overview:
2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to
Summary:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A169005012-5g |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 5g |
$244.80 | 2023-08-31 | |
| Alichem | A169005012-10g |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 10g |
$425.70 | 2023-08-31 | |
| Chemenu | CM136071-5g |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 5g |
$109 | 2021-08-05 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | D842550-5g |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 5g |
¥1,328.00 | 2022-01-10 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-AR021-1g |
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 1g |
338.0CNY | 2021-08-03 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-AR021-250mg |
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 250mg |
248CNY | 2021-05-08 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-AR021-50mg |
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 50mg |
86CNY | 2021-05-08 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-AR021-200mg |
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 97% | 200mg |
78.0CNY | 2021-08-04 | |
| TRC | D426060-25mg |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 25mg |
$92.00 | 2023-05-18 | ||
| TRC | D426060-50mg |
2-(2,5-Dibromothiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
942070-22-6 | 50mg |
$144.00 | 2023-05-18 |
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ; 14 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Gold trichloride Solvents: 1,2-Dichloroethane ; 24 h, 70 °C
Reference
- Gold(III)-catalyzed halogenation of aromatic boronates with N-halosuccinimidesQiu, Di; Mo, Fanyang; Zheng, Zhitong; Zhang, Yan; Wang, Jianbo, Organic Letters, 2010, 12(23), 5474-5477
Production Method 3
Reaction Conditions
1.1 Catalysts: Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-methoxydiiridium , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: tert-Butyl methyl ether ; 60 min, 80 °C
Reference
- Microwave-Accelerated Iridium-Catalyzed Borylation of Aromatic C-H BondsHarrisson, Peter; Morris, James; Marder, Todd B.; Steel, Patrick G., Organic Letters, 2009, 11(16), 3586-3589
Production Method 4
Reaction Conditions
1.1 Catalysts: Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-methoxydiiridium , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: Hexane ; 1 min, rt
1.2 48 h, rt
1.2 48 h, rt
Reference
- Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C-H functionalizationChotana, Ghayoor A.; Kallepalli, Venkata A.; Maleczka, Robert E. Jr.; Smith, Milton R. III, Tetrahedron, 2008, 64(26), 6103-6114
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Raw materials
- 4,4,5,5-tetramethyl-2-(3-thienyl)-1,3,2-dioxaborolane
- Bis(pinacolato)diborane
- Pinacolborane
- 2,5-Dibromothiophene
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Preparation Products
2-(2,5-Dibromothiophen-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Related Literature
-
Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
-
Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
-
Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” Kim Lab Chip, 2006,6, 1213-1219
-
Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
-
Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
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