1,6-Heptadiyne

Base Information

• Chemical Name: 1,6-Heptadiyne
• CAS No.: 2396-63-6
• Molecular Formula: C7H8
• Molecular Weight: 92.1405
• Hs Code.: 29012990
• European Community (EC) Number: 219-253-5
• NSC Number: 353895
• UNII: 4Q2T7VS4RE
• DSSTox Substance ID: DTXSID2062373
• Nikkaji Number: J49.274D
• Wikidata: Q72481244
• Mol file: 2396-63-6.mol

Synonyms:1,6-Heptadiyne;2396-63-6;hepta-1,6-diyne;EINECS 219-253-5;NSC 353895;BRN 1731756;NSC-353895;4-01-00-01121 (Beilstein Handbook Reference);1,6-Heptadiyne, 97%;NSC353895;4Q2T7VS4RE;WLN: 1UU5UU1;DTXSID2062373;MFCD00014925;AKOS015836213;LS-74230;FT-0626888;H0483;D90884;A817008;J-015292;30523-92-3

Chemical Property of 1,6-Heptadiyne

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 25.9mmHg at 25°C
• Melting Point: -85 °C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 111.5 °C(lit.)
• Flash Point: 49 °F
• PSA: 0.00000
• Density: 0.805 g/mL at 25 °C(lit.)
• LogP: 1.42310
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 92.062600255
• Heavy Atom Count: 7
• Complexity: 97.5

Purity/Quality:

99% ^*data from raw suppliers

1,6-Heptadiyne ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C#CCCCC#C
• Uses: 1,6-Heptadiyne may be used in the preparation of free-standing polymer films of poly(1,6-heptadiyne). Polymerization of 1,6-heptadiyne using an insoluble Zeigler-Natta catalyst affords soluble polymer having six-membered ring containing polyene. Ruthenium(II)-catalyzed reaction of a substituted 1,6-heptadiyne with norbornene affords a tandem [2+ 2+ 2]/[4+2] cycloaddition product and a [2+ 2+2] cycloadduct. 1,6-Heptadiyne may be used in the preparation of free-standing polymer films of poly(1,6-heptadiyne).

Technology Process of 1,6-Heptadiyne

There total 4 articles about 1,6-Heptadiyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

sodium acetylide (1066-26-8) + 1,3-dibromo-propane (109-64-8) → hepta-1,6-diyne (2396-63-6)

Guidance literature:

Reference yield:

ammonia (7664-41-7) + sodium acetylide (1066-26-8) + 1,3-dibromo-propane (109-64-8) → hepta-1,6-diyne (2396-63-6)

Guidance literature:

DOI:10.1021/ja01219a033

Reference yield:

1,3-dibromo-propane (109-64-8) + acetylene (74-86-2,25067-58-7) → hepta-1,6-diyne (2396-63-6)

Guidance literature:

beim Behandeln von Mononatriumacetylenid;

upstream raw materials:

sodium acetylide

1,3-dibromo-propane

acetylene

ammonia

Downstream raw materials:

Cyclotetrakosatetrain-(1.6.13.18)

1,6-undecadiyne

5-hexyl-2,3-dihydro-1H-indene

5-phenylindan

Refernces

Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi

10.1016/j.bmc.2020.115565

The research focuses on the development of potent trypanocidal drugs to combat Chagas disease, caused by the parasite Trypanosoma cruzi. The study employs Rhodium-catalyzed [2+2+2] cycloadditions, sulfonyl phthalide annulation, and nitroalkene reactions for the synthesis of 56 quinone-based compounds. These compounds were evaluated for their activity against T. cruzi, with the aim of identifying new lead compounds with potent trypanocidal activity. The experiments involved the use of various reactants, including 1,6-diynes, benzoquinones, sulfonyl phthalide, 2-nitrobenzofurans, and α-bromonitroalkenes, among others. The synthesized compounds were analyzed using techniques such as NMR, IR, HRMS, and X-ray crystallography to confirm their structures, and their trypanocidal activity was assessed through incubation with T. cruzi parasites under specific conditions, with the IC50 values determining the concentration required for 50% parasite lysis. Additionally, cytotoxicity assays on mammalian cells were conducted to evaluate the selectivity index of the compounds.