BETA-ASARONE

Base Information

• Chemical Name: BETA-ASARONE
• CAS No.: 5273-86-9
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Hs Code.: 29093090
• Mol file: 5273-86-9.mol

Synonyms:Benzene,1,2,4-trimethoxy-5-(1-propenyl)-, (Z)-;Benzene,1,2,4-trimethoxy-5-(1Z)-1-propenyl- (9CI);Benzene, 1,2,4-trimethoxy-5-propenyl-,(Z)- (8CI);b-Asarone(6CI);(Z)-Asarone;cis-Asarone;cis-Isoasarone;cis-b-Asarone;

Chemical Property of BETA-ASARONE

Chemical Property:

• Appearance/Colour: Colorless crystals
• Vapor Pressure: 1.01E-06mmHg at 25°C
• Refractive Index: n20/D 1.558(lit.)
• Boiling Point: 296 °C at 760 mmHg
• Flash Point: 107.7 °C
• PSA: 27.69000
• Density: 1.028 g/cm³
• LogP: 2.74550
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

cis-β-Asarone(>70%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Grain fumigant, insect chemisterilant. cis-2,4,5-Trimethoxy-1-propenylbenzene (β-Asarone) was used in preparation of:2,4,5-trimethoxycinnamaldehyde and 2,4,5-trimethoxycinnamyltosylhydrazone1-(2,4,5-trimethoxyphenyl)-1,2-dihydroxypropane Reference standard in the analysis of herbal medicinal products.

Technology Process of BETA-ASARONE

There total 17 articles about BETA-ASARONE 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: 97.0%

(2S,3S)-3-Hydroxy-2-(2,4,5-trimethoxy-phenyl)-butyric acid (86543-61-5,86543-62-6) → C12H16O3 (5273-86-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

Reference yield: 72.0%

1-propyl-2,4,5-trimethoxybenzene (6906-65-6) → asarone (494-40-6,2883-98-9,5273-86-9)

Guidance literature:

With silica gel; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1002/cbdv.200800345

Reference yield: 68.0%

1-(2,4,5-Trimethoxyphenyl)propan-1-ol (29652-82-2) → C12H16O3 (5273-86-9) + α-asarone (2883-98-9)

Guidance literature:

With silica gel; In 1,4-dioxane; for 0.05h; microwave irradiation;

DOI:10.1246/bcsj.77.2231

upstream raw materials:

methanol

α-asarone

(2S,3S)-3-Hydroxy-2-(2,4,5-trimethoxy-phenyl)-butyric acid

1-allyl-2,4,5-trimethoxybenzene

Downstream raw materials:

asaraldehyde

asaronic acid

1-propyl-2,4,5-trimethoxybenzene

oxalic acid

Refernces

• 1、 Liu, Hongmei,Xu, Man,Cai, Cheng,Chen, Jianhui,Gu, Yugui,Xia, Yuanzhi. "Cobalt-Catalyzed Z to e Isomerization of Alkenes: An Approach to (E)-β-Substituted Styrenes". supporting information. p. 1193 - 1198. Retrieved 2020/02/04.
• 2、 Bhardwaj, Anu,Tewary, Dhananjay Kumar,Kumar, Rakesh,Kumar, Vinod,Sinha, Arun Kumar,Shanker, Adarsh. "Larvicidal and structure-activity studies of natural phenylpropanoids and their semisynthetic derivatives against the tobacco armyworm Spodoptera litura (Fab.) (Lepidoptera: Noctuidae)". experimental part. p. 168 - 177. Retrieved 2010/04/29.