Safrole

Base Information

• Chemical Name: Safrole
• CAS No.: 94-59-7
• Deprecated CAS: 1406-55-9,8022-92-2,1548770-71-3,8022-92-2
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2909309090
• European Community (EC) Number: 202-345-4
• NSC Number: 11831
• UN Number: 3082
• UNII: RSB34337V9
• DSSTox Substance ID: DTXSID0021254
• Nikkaji Number: J3.946B
• Wikipedia: Safrole
• Wikidata: Q412424
• NCI Thesaurus Code: C44443
• RXCUI: 2383532
• Metabolomics Workbench ID: 46121
• ChEMBL ID: CHEMBL242273
• Mol file: 94-59-7.mol

Synonyms:4 Allyl 1,2 methylenedioxybenzene;4-Allyl-1,2-methylenedioxybenzene;4-Allyl-1,2-methylenedioxybenzenes;Safrol;Safrole;Safroles;Safrols;Shikimol;Shikimols

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Safrole

Chemical Property:

• Appearance/Colour: light yellow-green liquid
• Vapor Pressure: 1 mm Hg ( 63.8 °C)
• Melting Point: 11.2 °C(lit.)
• Refractive Index: 1.536 - 1.538
• Boiling Point: 233.087 °C at 760 mmHg
• Flash Point: 97.778 °C
• PSA: 18.46000
• Density: 1.118 g/cm^>3
• LogP: 2.14380
• Water Solubility.: insoluble,
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 167
• Transport DOT Label: Class 9

Purity/Quality:

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-22-68
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Plant Toxins
• Canonical SMILES: C=CCC1=CC2=C(C=C1)OCO2

Technology Process of Safrole

There total 29 articles about Safrole 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: 95.0%

saffrole dibromide (5458-11-7) → 1-allyl-3,4-methylenedioxybenzene (94-59-7)

Guidance literature:

With (2-((dimethylamino)methyl)phenyl)dimethyltin; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo00063a024

Reference yield: 88.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + allyl bromide (106-95-6) → 1-allyl-3,4-methylenedioxybenzene (94-59-7)

Guidance literature:

1,2-(methylenedioxy)-4-bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃;

allyl bromide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jacs.1c01916

Reference yield: 86.0%

3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) + allyl bromide (106-95-6) → 1-allyl-3,4-methylenedioxybenzene (94-59-7)

Guidance literature:

With dichloro(N-(diphenylphosphino)-N-isopropyl-1,1-diphenylphosphinamine) digold(I); caesium carbonate; In acetonitrile; at 65 ℃; for 18h; chemoselective reaction;

DOI:10.1002/anie.201402924

upstream raw materials:

diiodomethane

4-allylpyrocatechol

saffrole dibromide

5-<1-hydroxy-3-(trimethylsilyl)prop-1-yl>-1,3-benzodioxole

Downstream raw materials:

chavibetol

2-ethoxy-5-allyl-phenol

1,2-diethoxy-4-allylbenzene

5-(3-(octylthio)propyl)benzo[d][1,3]dioxole

Refernces

• 1、 Kathe, Prasad M.,Fleischer, Ivana. "Palladium-catalyzed tandem isomerization/hydrothiolation of allylarenes". supporting information. p. 2213 - 2217. Retrieved 2019/03/26.
• 2、 Akram, Manjur O.,Mali, Pramod S.,Patil, Nitin T.. "Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis". supporting information. p. 3075 - 3078. Retrieved 2017/06/23.