7-Allyloxycoumarin

Base Information

• Chemical Name: 7-Allyloxycoumarin
• CAS No.: 31005-03-5
• Molecular Formula: C12H10 O3
• Molecular Weight: 202.21
• NSC Number: 301050
• DSSTox Substance ID: DTXSID30316227
• Nikkaji Number: J1.235.002C
• Wikidata: Q82069898
• Pharos Ligand ID: LHLHNRCTQRLP
• Metabolomics Workbench ID: 73959
• ChEMBL ID: CHEMBL432745
• Mol file: 31005-03-5.mol

Synonyms:7-ALLYLOXYCOUMARIN;31005-03-5;7-prop-2-enoxychromen-2-one;CHEMBL432745;7-(prop-2-en-1-yloxy)-2H-chromen-2-one;2H-1-Benzopyran-2-one, 7-(2-propen-1-yloxy)-;7-(Allyloxy)-2H-chromen-2-one;NSC301050;7-(Allyloxy)coumarin;7-allyloxychromen-2-one;TimTec1_006482;SCHEMBL4765530;7-(Allyloxy)-2H-2-chromenone;DTXSID30316227;HMS1552G14;7-(Allyloxy)-2H-chromen-2-one #;BDBM50366103;STK371319;AKOS005260030;NSC 301050;NSC-301050;2H-2-Chromenone,7-[(2-propenyl)oxy];CS-0361066;AH-034/34967059

Chemical Property of 7-Allyloxycoumarin

Chemical Property:

• Vapor Pressure: 1.4E-05mmHg at 25°C
• Boiling Point: 367.1°C at 760 mmHg
• Flash Point: 153.6°C
• Density: 1.195g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC2=C(C=C1)C=CC(=O)O2

Technology Process of 7-Allyloxycoumarin

There total 9 articles about 7-Allyloxycoumarin 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: 100.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + allyl bromide (106-95-6) → 7-allyloxycoumarin (31005-03-5)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

DOI:10.1021/ja0478330

Reference yield: 90.6%

7-hydroxy-2H-chromen-2-one (93-35-6) + 3-chloroprop-1-ene (107-05-1) → 7-allyloxycoumarin (31005-03-5)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; at 60 ℃; for 22h;

DOI:10.1016/j.ejmech.2012.06.009

Reference yield: 90.6%

7-hydroxy-2H-chromen-2-one (93-35-6) + allyl iodid (556-56-9) → 7-allyloxycoumarin (31005-03-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1039/b902195g

upstream raw materials:

7-hydroxy-2H-chromen-2-one

allyl iodid

allyl bromide

3-chloroprop-1-ene

Downstream raw materials:

methyl 4'-allyloxy-2'-hydroxycinnamate

methyl 2'-acetoxy-4'-allyloxycinnamate

7-hydroxy-2H-chromen-2-one

7-(2-oxopropoxy)-2H-1-benzopyran-2-one

Refernces

• 1、 Fan, Gao-jun,Mar, Woongchon,Park, Man Ki,Wook Choi, Eun,Kim, Kinam,Kim, Sanghee. "A novel class of inhibitors for steroid 5α-Reductase: Synthesis and evaluation of umbelliferone derivatives". . p. 2361 - 2363. Retrieved 2001.
• 2、 Wang, Jie,Xie, Hexin,Xu, Weipan,Xue, Shuyuan,Yu, Tao. "A minor structure modification serendipitously leads to a highly carbapenemase-specific fluorogenic probe". . p. 4029 - 4033. Retrieved 2020.
• 3、 Alrayyes, Abdalrahman U.,Low, Ze-Xian,Wang, Huanting,Saito, Kei. "Multi-cycle reversible control of gas permeability in thin film composite membranesviaefficient UV-induced reactions". . p. 3391 - 3394. Retrieved 2021.
• 4、 Tsai, Tzu-Wei,Wang, Eng-Chi. "A new synthesis of angelicin from 7-hydroxycoumarin via c-propenation-o-vinylation and ring-closing metathesis". . p. 1019 - 1023. Retrieved 2004.
• 5、 Seth, Saikat Kumar,Sarkar, Debayan,Jana, Atish Dipankar,Kar, Tanusree. "On the possibility of tuning molecular edges to direct supramolecular self-assembly in coumarin derivatives through cooperative weak forces: Crystallographic and hirshfeld surface analyses". . p. 4837 - 4849. Retrieved 2011.
• 6、 Bernardes, Gon?alo J. L.,Day, Jason,Domingos, Josiel B.,Jiménez-Moreno, Ester,Kon?, Juraj,Latocheski, Eloah,Pérez, Laura Rodríguez,Sabatino, Valerio. "Controlled In-Cell Generation of Active Palladium(0) Species for Bioorthogonal Decaging". supporting information. . Retrieved 2022/01/11.
• 7、 Chen, Jiong,Hu, Yang,Liu, Lei,Qiu, Tianxiu,Shan, Lipeng. "Synthesis and biological evaluation of novel coumarin derivatives in rhabdoviral clearance". supporting information. . Retrieved 2021/08/10.