3-(2,5-Dimethoxyphenyl)-1-propene

Base Information

• Chemical Name: 3-(2,5-Dimethoxyphenyl)-1-propene
• CAS No.: 19754-22-4
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID10941511
• Nikkaji Number: J510.875F
• Wikidata: Q82918382
• ChEMBL ID: CHEMBL2271177
• Mol file: 19754-22-4.mol

Synonyms:19754-22-4;3-(2,5-DIMETHOXYPHENYL)-1-PROPENE;2-Allyl-1,4-dimethoxybenzene;1,4-dimethoxy-2-prop-2-enylbenzene;1,4-dimethoxy-2-(prop-2-en-1-yl)benzene;Benzene, 1,4-dimethoxy-2-(2-propenyl)-;MFCD09801179;BRN 3239297;1,4-Dimethoxy-2-propenylbenzene;AI3-19330;AI3-21984;Benzene, 1,4-dimethoxy-2-(1-propenyl)-;SCHEMBL2848289;CHEMBL2271177;DTXSID10941511;CHEBI:167412;FRYMRMPLKQWKEP-UHFFFAOYSA-N;BDBM234357;2-Allyl-1,4-dimethoxybenzene (4a);AKOS006328186;4-06-00-06323 (Beilstein Handbook Reference)

Chemical Property of 3-(2,5-Dimethoxyphenyl)-1-propene

Chemical Property:

• Boiling Point: 252.4°Cat760mmHg
• Flash Point: 92.3°C
• PSA: 18.46000
• Density: 0.98g/cm³
• LogP: 2.43230
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

3-(2,5-Dimethoxyphenyl)-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)CC=C

Technology Process of 3-(2,5-Dimethoxyphenyl)-1-propene

There total 17 articles about 3-(2,5-Dimethoxyphenyl)-1-propene 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: 93.0%

1-bromo-2,5-dimethoxybenzene (25245-34-5) + allyl bromide (106-95-6) → 2-allyl-1,4-dimethoxybenzene (19754-22-4)

Guidance literature:

With magnesium; In diethyl ether; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1248/cpb.c18-00197

Reference yield: 74.0%

2-allyl-4-methoxyphenol (584-82-7) + dimethyl sulfate (77-78-1) → 2-allyl-1,4-dimethoxybenzene (19754-22-4)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Reflux;

DOI:10.3109/14756366.2010.495717

Reference yield: 58.0%

→ 2-allyl-1,4-dimethoxybenzene (19754-22-4)

Guidance literature:

upstream raw materials:

2-allyl-4-methoxyphenol

dimethyl sulfate

4-methoxy-phenol

allyl bromide

Downstream raw materials:

2-allylhydroquinone

(E)-4-(2,5-dimethoxyphenyl)but-3-enoic acid

(E/Z)-2',5'-dimethoxy-1-propenylbenzene

C₁₁H₁₄O₃

Refernces

• 1、 Lebeuf, Rapha?l,Nardello-Rataj, Véronique,Aubry, Jean-Marie. "Hydroquinone-Based Biarylic Polyphenols as Redox Organocatalysts for Dioxygen Reduction: Dramatic Effect of Orcinol Substituent on the Catalytic Activity". supporting information. p. 268 - 278. Retrieved 2017/02/05.
• 2、 Jabbari, Atena,Sadeghian, Hamid,Salimi, Alireza,Mousavian, Mina,Seyedi, Seyed M.,Bakavoli, Mehdi. "2-Prenylated m-dimethoxybenzenes as potent inhibitors of 15-lipo-oxygenase: inhibitory mechanism and SAR studies". . p. 460 - 469. Retrieved 2016/10/19.