2-OCT-1-YNYL-BENZALDEHYDE

Base Information

• Chemical Name: 2-OCT-1-YNYL-BENZALDEHYDE
• CAS No.: 107586-15-2
• Molecular Formula: C15H18 O
• Molecular Weight: 214.307
• Hs Code.: 2912299000
• Mol file: 107586-15-2.mol

Synonyms:Benzaldehyde,2-(1-octynyl)- (9CI)

Chemical Property of 2-OCT-1-YNYL-BENZALDEHYDE

Chemical Property:

• PSA: 17.07000
• LogP: 3.82100

Purity/Quality:

99%min ^*data from raw suppliers

2-OCT-1-YNYL-BENZALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-OCT-1-YNYL-BENZALDEHYDE

There total 4 articles about 2-OCT-1-YNYL-BENZALDEHYDE 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: 98.0%

n-octyne (629-05-0) + ortho-bromobenzaldehyde (6630-33-7) → 2-(oct-1-yn-1-yl)benzaldehyde (107586-15-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 50 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201900996

Reference yield: 37.0%

1-octynylzinc chloride (68113-72-4) + ortho-bromobenzaldehyde (6630-33-7) → 2-(oct-1-yn-1-yl)benzaldehyde (107586-15-2) + 1-(2-bromophenyl)oct-2-yn-1-ol (121221-87-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃;

Reference yield:

2-ethynylbenzaldehyde (38846-64-9) → 2-(oct-1-yn-1-yl)benzaldehyde (107586-15-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02487

upstream raw materials:

n-octyne

ortho-bromobenzaldehyde

1-octynylzinc chloride

2-[2-(trimethylsilyl)ethynyl]benzaldehyde

Downstream raw materials:

C₂₂H₂₅NO

(E)-6-<2-(oct-1-ynyl)phenyl>hex-5-enoic acid

1‐ethynyl‐2‐(oct‐1‐yn‐1‐yl)benzene

2,2,2-trifluoro-1-(2-(oct-1-yn-1-yl)phenyl)ethanol

Refernces

• 1、 Zhu, Shifa,Huang, Hua,Zhang, Zhicai,Ma, Tongmei,Jiang, Huanfeng. "Mechanistic insight into transition metal-catalyzed reaction of enynal/enynone with alkenes: Metal-dependent reaction pathway". . p. 6113 - 6122. Retrieved 2014.
• 2、 Yamada, Tsuyoshi,Park, Kwihwan,Tachikawa, Takumu,Fujii, Akiko,Rudolph, Matthias,Hashmi, A. Stephen K.,Sajiki, Hironao. "Gold-Catalyzed Cyclization of 2-Alkynylaldehyde Cyclic Acetals via Hydride Shift for the Synthesis of Indenone Derivatives". supporting information. p. 1883 - 1888. Retrieved 2020/03/03.
• 3、 Claus, Vanessa,Molinari, Lise,Büllmann, Simon,Thusek, Jean,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.. "Gold-Catalyzed Cyclisation by 1,4-Dioxidation". supporting information. p. 9385 - 9389. Retrieved 2019/04/30.