116510-02-2

Basic information

• Product Name: 2-Propyn-1-ol, 3,3'-(1,2-phenylene)bis-
• CAS NO: 116510-02-2
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Mol File: 116510-02-2.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 2-Propyn-1-ol, 3,3'-(1,2-phenylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propyn-1-ol, 3,3'-(1,2-phenylene)bis-(116510-02-2)
• EPA Substance Registry System: 2-Propyn-1-ol, 3,3'-(1,2-phenylene)bis-(116510-02-2)

Safety Data

• Hazardous Substances Data: 116510-02-2(Hazardous Substances Data)

Upstream product

• 116509-98-9 2-bromo-1-(3-hydroxyprop-1-yn-1-yl)benzene 
• 107-19-7 propargyl alcohol 
• 583-53-9 2,3-dibromobenzene 
• 107-18-6 allyl alcohol 
• 615-42-9 1,2-Diiodobenzene 

Downstream Products

• 116510-22-6 1,2-bis(1-methylsulfonyloxyprop-1-yn-1-yl)benzene 
• 204520-62-7 1,2-di(3-chloro-1-propynyl)benzene 
• 143260-95-1 3-[2-(3-hydroxypropyl)phenyl]propanol 
• 1334680-30-6 ethyl 2-diazo-5-(2-(3-hydroxyprop-1-ynyl)phenyl)-3-oxypent-4-ynoate 
• 1334680-29-3 ethyl 5-(2-(3-acetoxyprop-1-ynyl)phenyl)-2-diazo-3-oxypent-4-ynoate 
• 1334680-28-2 ethyl 5-(2-(3-acetoxyprop-1-ynyl)phenyl)-2-diazo-3-hydroxypent-4-ynoate 
• 1334680-27-1 3-(2-(3-acetoxyprop-1-ynyl)phenylpropiolaldehyde) 
• 220316-70-1 1,2-bis-(3-phenylthiopropynyl)benzene 
• 915237-84-2 1-[1-(diphenylphosphinyl)-1,2-propadienyl]-2-(3-hydroxy-1-propynyl)benzene 

Relevant articles and documents

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Three crescent shaped heterocycle-fused phenanthrene based systems 1–3 have been synthesized starting from benzene (or substituted benzene) 1,2-bis-propargyl alcohols. Bis-alkylation with propargylic bromides provided the key intermediate, the bis-propargyl bis-ethers. In spite of the possibility of many competing reactions, the latter underwent facile double Garratt-Braverman cyclization to provide compounds 1–3 in near quantitative yield, in a striking reaction involving the formation of four C–C bonds in a single step. Compounds 1–3 showed binding interaction with DNA, predominantly, via groove binding along with partial intercalation (combilexins). Molecular docking study supported the proposed binding modes.

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