1,2-Diallyloxybenzene

Base Information

• Chemical Name: 1,2-Diallyloxybenzene
• CAS No.: 4218-87-5
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2909309090
• European Community (EC) Number: 224-156-6
• NSC Number: 4213
• UNII: LGY9XYH83V
• DSSTox Substance ID: DTXSID0063361
• Nikkaji Number: J225.006C
• Wikidata: Q63408607
• ChEMBL ID: CHEMBL2252464
• Mol file: 4218-87-5.mol

Synonyms:1,2-Diallyloxybenzene;Catechol diallyl ether;4218-87-5;1,2-Bis(allyloxy)benzene;1,2-bis(prop-2-enoxy)benzene;Pyrocatechol diallyl ether;Benzene, o-bis(allyloxy)-;Benzene, 1,2-bis(2-propenyloxy)-;LGY9XYH83V;Benzene, 1,2-bis(2-propen-1-yloxy)-;NSC 4213;NSC-4213;EINECS 224-156-6;AI3-10533;1,2-bis-(Allyloxy)benzene;diallyloxy benzene;UNII-LGY9XYH83V;SCHEMBL366516;Benzene,2-bis(2-propenyloxy)-;CHEMBL2252464;DTXSID0063361;NSC4213;1,2-DI(2-PROPENYLOXY)BENZENE;Q63408607

Chemical Property of 1,2-Diallyloxybenzene

Chemical Property:

• Vapor Pressure: 0.0118mmHg at 25°C
• Boiling Point: 269.8°Cat760mmHg
• Flash Point: 99.7°C
• PSA: 18.46000
• Density: 0.982g/cm³
• LogP: 2.81620
• Solubility.: Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

CatecholDiallylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC=CC=C1OCC=C
• Uses: Catechol (C215175) derivative with inhibitory effect on antenna response of Gypsy Moth.

Technology Process of 1,2-Diallyloxybenzene

There total 8 articles about 1,2-Diallyloxybenzene 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: 96.0%

allyl methyl carbonate (35466-83-2) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1,2-bis-allyloxy-benzene (4218-87-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1080/00397910008086955

Reference yield: 95.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + allyl bromide (106-95-6) → 1,2-bis-allyloxy-benzene (4218-87-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1248/cpb.54.1299

Reference yield: 95.0%

1,2-bis(prop-2-ynyloxy)benzene (5651-91-2) → 1,2-bis-allyloxy-benzene (4218-87-5)

Guidance literature:

With indium; In ethanol; for 40h; Heating;

DOI:10.1021/jo010262z

upstream raw materials:

allyl benzenesulfonate

benzene-1,2-diol

allyl bromide

allyl methyl carbonate

Downstream raw materials:

3.6-Diallyl-benzochinon-(1.2)

3,6-diallylbenzene-1,2-diol

2,3-dimethoxyterephthalic acid

2,3,6,7,10,11-hexamethoxytriphenylene

Refernces

• 1、 Hui, Zi,Jiang, Songwei,Qi, Xiang,Ye, Xiang-Yang,Xie, Tian. "Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates". supporting information. . Retrieved 2020/05/18.
• 2、 -. "METHODS AND COMPOSITIONS FOR CONTROL OF GYPSY MOTHS, Lymanria dispar". Page/Page column 11. . Retrieved 2010/08/07.