5-Chloro-8-quinolinol

• CAS: 130-16-5
• Catalog Number: ACM130165
• Category: Quinolines
• Molecular Weight: 179.6g/mol
• Molecular Formula: C9H6ClNO
• IUPAC Name: 5-chloroquinolin-8-ol
• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)O)Cl
• InChI: InChI=1S/C9H6ClNO/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H
• InChI Key: CTQMJYWDVABFRZ-UHFFFAOYSA-N
• Melting Point: 130.0 °C
• Solubility: 1.06e-04 M
• Complexity: 165
• Covalently-Bonded Unit Count: 1
• EC Number: 204-978-1
• Exact Mass: 179.013791g/mol
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 12
• LogP: 2.88 (LogP)
• Monoisotopic Mass: 179.013791g/mol
• NSC Number: 756701;53182;35083
• Rotatable Bond Count: 0
• UNII: BPF36H1G6S
• XLogP3: 2.9

Synthetic Use

Upstream Synthesis Route 1

• 3054-95-3
• 95-85-2

• 130-16-5

Reference: [1] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6436 - 6439

Upstream Synthesis Route 2

• 130-26-7

• 130-16-5

Reference: [1] Synthetic Communications, 2009, vol. 39, # 9, p. 1534 - 1548
[2] Journal of Organic Chemistry, 2005, vol. 70, # 21, p. 8590 - 8593

Upstream Synthesis Route 3

• 148-24-3

• 773-76-2
• 130-16-5

Reference: [1] Chemical Science, 2018, vol. 9, # 7, p. 1782 - 1788
[2] Journal of the Indian Chemical Society, 1945, vol. 22, p. 171

Upstream Synthesis Route 4

• 148-24-3

• 773-76-2
• 130-16-5

Reference: [1]Chemical Science,2018,vol. 9,p. 1782 - 1788
[2]Journal of the Indian Chemical Society,1945,vol. 22,p. 171

Downstream Synthesis Route 1

• 110-91-8
• 50-00-0
• 130-16-5

• 5596-37-2

Reference: [1]Bhat, Shridhar; Shim, Joong Sup; Zhang, Feiran; Chong, Curtis Robert; Liu, Jun O.
[Organic and Biomolecular Chemistry, 2012, vol. 10, # 15, p. 2979 - 2992]
[2]Helgren, Travis R.; Chen, Congling; Wangtrakuldee, Phumvadee; Edwards, Thomas E.; Staker, Bart L.; Abendroth, Jan; Sankaran, Banumathi; Housley, Nicole A.; Myler, Peter J.; Audia, Jonathon P.; Horn, James R.; Hagen, Timothy J.
[Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 3, p. 813 - 824]
[3]Wangtrakuldee, Phumvadee; Byrd, Matthew S.; Campos, Cristine G.; Henderson, Michael W.; Zhang, Zheng; Clare, Michael; Masoudi, Ali; Myler, Peter J.; Horn, James R.; Cotter, Peggy A.; Hagen, Timothy J.
[ACS Medicinal Chemistry Letters, 2013, vol. 4, # 8, p. 699 - 703]
[4]Fu, Hai-Gen; Li, Zhi-Wen; Hu, Xin-Xin; Si, Shu-Yi; You, Xue-Fu; Tang, Sheng; Wang, Yan-Xiang; Song, Dan-Qing
[Molecules, 2019, vol. 24, # 3]
[5]Burckhalter et al.
[Journal of the American Chemical Society, 1954, vol. 76, p. 4902,4905]

* For details of the synthesis route, please refer to the original source to ensure accuracy.