p-Chlorophenyl allyl ether

Base Information

• Chemical Name: p-Chlorophenyl allyl ether
• CAS No.: 13997-70-1
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 2909309090
• NSC Number: 86572
• DSSTox Substance ID: DTXSID50292953
• Nikkaji Number: J893.114C
• Wikidata: Q72437346
• Mol file: 13997-70-1.mol

Synonyms:13997-70-1;p-Chlorophenyl allyl ether;1-ALLYLOXY-4-CHLORO BENZENE;1-Allyloxy-4-chlorobenzene;1-chloro-4-prop-2-enoxybenzene;Allyl p-chlorophenyl ether;1-(allyloxy)-4-chlorobenzene;Ether, allyl p-chlorophenyl;Benzene, 1-chloro-4-(2-propenyloxy)-;Benzene, 1-chloro-4-(2-propen-1-yloxy)-;1-chloro-4-(prop-2-en-1-yloxy)benzene;Benzene, 1-(allyloxy)-4-chloro-;1-chloro-4-prop-2-enyloxy-benzene;1-Chloro-4-(2-propen-1-yloxy)-benzene;allyl 4-chlorophenyl ether;allyl (4-chlorophenyl) ether;SCHEMBL3453122;SCHEMBL13158921;DTXSID50292953;NSC86572;MFCD00045204;NSC 86572;NSC-86572;(4-chlorophenyl) (2-propenyl) ether;AKOS006229958;AB91788;AC-4948;1-Chloro-4-(2-propen-1-yloxy)benzene;CS-0337398;FT-0636990;F78814

Chemical Property of p-Chlorophenyl allyl ether

Chemical Property:

• Appearance/Colour: cream
• Vapor Pressure: 0.0937mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 231.6 °C at 760 mmHg
• Flash Point: 98.8 °C
• PSA: 9.23000
• Density: 1.098 g/cm³
• LogP: 2.90480
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

98%min ^*data from raw suppliers

1-Chloro-4-(2-propen-1-yloxy)-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC=C(C=C1)Cl

Technology Process of p-Chlorophenyl allyl ether

There total 22 articles about p-Chlorophenyl allyl ether 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%

4-chloro-phenol (106-48-9,82344-39-6) + allyl bromide (106-95-6) → 1-allyloxy-4-chlorobenzene (13997-70-1)

Guidance literature:

With potassium carbonate; In acetone; Reflux;

DOI:10.1039/c1ob05116d

Reference yield: 86.0%

allyldiisobutyltelluronium bromide (132356-17-3) + 4-chloro-phenol (106-48-9,82344-39-6) → 1-allyloxy-4-chlorobenzene (13997-70-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1080/00397919308012585

Reference yield: 85.0%

2-bromo-3-(4-chlorophenoxy)propene (244056-17-5) → 1-allyloxy-4-chlorobenzene (13997-70-1) + 1-chloro-4-(prop-2-yn-1-yloxy)benzene (19130-39-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260089

upstream raw materials:

4-chloro-phenol

allyl bromide

allyl phenyl ether

thirane

Downstream raw materials:

2-allyl-4-chlorophenol

5-(4-chloro-phenoxymethyl)-3-phenyl-4,5-dihydro-isoxazole

C₁₅H₁₄Cl₄OSe

cis-N-<<5-(4-chlorophenoxy)methyl-2-methyl-3-phenylisoxazolidin-3-yl>methyl>-1H-1,2,4-triazole

Refernces

• 1、 Thangapriya, Cheirmakani,Ilaamirthamani, Simsonrubarathinam,Kumarraja, Mayilvasagam. "Highly regioselective O-allylation of phenol derivatives using MMZCu(I)Y catalyst". . p. 361 - 367. Retrieved 2020.
• 2、 Satyanarayana,Prasad Rao Ch.,Krupadanam,Srimannarayana. "A new and facile synthesis of chroman-3-ols, 3,4-dihydro-2H-[1]-benzopyran-3-ols". . p. 1455 - 1464. Retrieved 1991.
• 3、 Ding, Guangni,Fan, Sijie,Wang, Jingyang,Wang, Yu,Wu, Xiaoyu,Xie, Xiaomin,Yang, Liqun,Zhang, Zhaoguo. "Nickel-catalyzed deallylation of aryl allyl ethers with hydrosilanes". supporting information. . Retrieved 2021/09/28.
• 4、 Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana. "Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization". supporting information. p. 1629 - 1632. Retrieved 2021/02/09.