2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene

• CAS: 175361-81-6
• Catalog Number: ACM175361816
• Category: Thiophenes
• Molecular Weight: 336.1g/mol
• Molecular Formula: C16H26B2O4S
• Synonyms: Thiophene-2,5-diboronic Acid Bis(pinacol) Ester;2,2'-(2,5-Thiophenediyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• IUPAC Name: 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane
• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)B3OC(C(O3)(C)C)(C)C
• InChI: InChI=1S/C16H26B2O4S/c1-13(2)14(3,4)20-17(19-13)11-9-10-12(23-11)18-21-15(5,6)16(7,8)22-18/h9-10H,1-8H3
• InChI Key: AOJXAKMKFDBHHT-UHFFFAOYSA-N
• Melting Point: 227-231 °C
• Appearance: Wihte or Off-White Solid
• Complexity: 407
• Covalently-Bonded Unit Count: 1
• Exact Mass: 336.173791g/mol
• Formal Charge: 0
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Heavy Atom Count: 23
• Monoisotopic Mass: 336.173791g/mol
• Rotatable Bond Count: 2

Synthetic Use

Upstream Synthesis Route 1

• 3141-27-3
• 76-09-5
• 688-74-4

• 175361-81-6

Reference: [1] Chem, 2016, vol. 1, # 1, p. 91 - 101

Upstream Synthesis Route 2

• 188290-36-0
• 73183-34-3

• 175361-81-6

Reference: [1] Tetrahedron Letters, 2002, vol. 43, # 32, p. 5649 - 5651
[2] Advanced Synthesis and Catalysis, 2003, vol. 345, # 9-10, p. 1103 - 1106
[3] Patent: EP1481978, 2004, A1, . Location in patent: Page 15
[4] Organic Syntheses, 2005, vol. 82, p. 126 - 133

Upstream Synthesis Route 3

• 188290-36-0
• 25015-63-8

• 193978-23-3
• 175361-81-6

Reference: [1] Patent: WO2015/89119, 2015, A1, . Location in patent: Page/Page column 34

Upstream Synthesis Route 4

• 188290-36-0
• 73183-34-3

• 193978-23-3
• 175361-81-6

Reference: [1]Tetrahedron Letters,2002,vol. 43,p. 5649 - 5651

Upstream Synthesis Route 5

• 188290-36-0
• 73183-34-3

• 175361-81-6

Reference: [1]Tetrahedron Letters,2002,vol. 43,p. 5649 - 5651
[2]Advanced Synthesis and Catalysis,2003,vol. 345,p. 1103 - 1106
[3]Patent: EP1481978,2004,A1 .Location in patent: Page 15
[4]Organic Syntheses,2005,vol. 82,p. 126 - 133