6-PHENYL-5-HEXENOIC ACID

Base Information

• Chemical Name: 6-PHENYL-5-HEXENOIC ACID
• CAS No.: 16424-56-9
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol file: 16424-56-9.mol

Synonyms:6-Phenyl-5-amino-imidazo<2.1-b>thiazol;6-phenyl-hex-5-enoic acid;6-Phenyl-hex-5-ensaeure;

Chemical Property of 6-PHENYL-5-HEXENOIC ACID

Chemical Property:

• Boiling Point: 188-190 °C(Press: 10 Torr)
• PKA: 4.78±0.10(Predicted)
• PSA: 37.30000
• Density: 1.089±0.06 g/cm3(Predicted)
• LogP: 2.95470

Purity/Quality:

97% ^*data from raw suppliers

6-Phenyl-5-hexenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Phenyl-5-hexenoic Acid (cas# 16424-56-9) is a compound useful in organic synthesis.

Technology Process of 6-PHENYL-5-HEXENOIC ACID

There total 27 articles about 6-PHENYL-5-HEXENOIC ACID 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: 80.0%

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) + benzaldehyde (100-52-7) → (E/Z)-6-Phenylhex-5-enoic acid (16424-56-9,81077-22-7,5771-67-5)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 25 ℃; for 0.5h;

DOI:10.1021/jo0102922

Reference yield: 70.0%

6-phenylhex-5-en-1-ol (98078-15-0) → (E/Z)-6-Phenylhex-5-enoic acid (16424-56-9,81077-22-7,5771-67-5) + 6-phenylhex-5-enyl 6-phenyhex-5-enoate (106026-99-7)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; for 0.75h;

Reference yield: 45.0%

carbon dioxide (124-38-9,18923-20-1) + ethylmagnesium bromide (925-90-6) + Cinnamyl bromide (4392-24-9) → trans 6-phenyl-5-hexenoic acid (16424-56-9)

Guidance literature:

ethylmagnesium bromide; With zirconocene dichloride; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h; under 760 Torr;

Cinnamyl bromide; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In tetrahydrofuran; diethyl ether; at 60 ℃; for 12h;

DOI:10.1055/s-2005-864807

upstream raw materials:

6-phenylhex-5-en-1-ol

(4-carboxybutylene)triphenylphosphorane

benzaldehyde

6-Phenyl-hex-5-en-saeure-ethylester

Downstream raw materials:

6-phenyl-5-hexenoyl chloride

2-benzylcyclopentanone

6-phenyl-5-hexenal

(E)-6-phenyl-5-hexenoic acid methyl ester

Refernces

• 1、 Hoang,Zhang,Takacs. "Rhodium-catalyzed asymmetric hydroboration of γ,δ-unsaturated amide derivatives: δ-borylated amides". supporting information. p. 4838 - 4841. Retrieved 2018/05/23.
• 2、 -. "CARBOXAMIDE INHIBITORS". Paragraph 0392-0394. . Retrieved 2017/08/01.