alpha-Isosafrole

Base Information

• Chemical Name: alpha-Isosafrole
• CAS No.: 120-58-1
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• Hs Code.: 29329100
• European Community (EC) Number: 241-611-4
• NSC Number: 92436,59192,4884
• UN Number: 3082
• UNII: 253QUA24R1
• DSSTox Substance ID: DTXSID001037113
• Nikkaji Number: J9.103K
• Wikidata: Q27253905
• Mol file: 120-58-1.mol

Synonyms:alpha-Isosafrole;(Z)-5-(Propen-1-yl)-1,3-benzodioxole;17627-76-8;cis-Isosafrole;.alpha.-Isosafrole;1,3-Benzodioxole, 5-(1-propenyl)-, (Z)-;Benzene, 1,2-(methylenedioxy)-4-propenyl-, (Z)-;5-[(Z)-prop-1-enyl]-1,3-benzodioxole;cis-1,2-(Methylenedioxy)-4-propenylbenzene;EINECS 241-611-4;UNII-253QUA24R1;253QUA24R1;1, 5-(1-propenyl)-;Isosafrole (6CI);WLN: T56 BO DO CHJ G1U2;Benzene,2-(methylenedioxy)-4-propenyl-;1,2-(Methylenedioxy)-4-propenylbenzene;6-(1-propenil)-1,3-benzodioxol;6-(1-Propenyl)-1 3-benzodioxole;1,3-benzodioxol,5-(1-propenil)-;5-(propen-1-il)-1,3-benzodioxol;NSC 59192;NSC 92436;1,3-benzodioxol, 5-(1-propenil)-;5-(Propen-1-yl)-1 3-benzodioxole;3,4-(Metilendioxi)-1-propenilbenceno;1 2-(Methylenedioxy)-4-propenylbenzene;3 4-(Methylenedioxy)-1-propenylbenzene;5-(1-Propen-1-yl)-1,3-benzodioxole;Isosafrole Delisted December 8, 2006;benceno,1,2-(Metilendioxi)-4-propenil-;1,3-benzodioxol, 5-(1-propen-1-il)-;13-Benzodioxole 5-(1-propenyl)-(9CI);benceno, 1,2-(Metilendioxi)-4-propenil-;1,2-METHYLENEDIOXY-4-PROPENYL-BENZENE;Benzene12-(methylenedioxy)-4-propenyl-(8CI);Isosafrol, 1,2-(Metilendioxi)-4-propenilbenceno;(Z)-ISOSAFROLE;ISOSAFROLE, CIS-;SCHEMBL1760685;ISOSAFROLE CIS-FORM [MI];NSC4884;DTXSID001037113;5-cis-propenyl-benzo-1,3-dioxole;NSC-4884;NSC59192;NSC92436;NSC-59192;NSC-92436;LS-30878;5-[(1Z)-1-Propenyl]-1,3-benzodioxole #;5-((1Z)-1-PROPENYL)-1,3-BENZODIOXOLE;1,3-BENZODIOXOLE, 5-(1Z)-1-PROPEN-1-YL-;Q27253905

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Chemical Property of alpha-Isosafrole

Chemical Property:

• Appearance/Colour: clear to pale yellow oily liquid
• Vapor Pressure: 0.0352mmHg at 25°C
• Melting Point: 11 C
• Refractive Index: 1.5745 - 1.5765
• Boiling Point: 253C
• Flash Point: 110 C
• PSA: 18.46000
• Density: 1.145g/cm³
• LogP: 2.44840
• Solubility.: insoluble in H2O; ≥76.4 mg/mL in EtOH; ≥8.8 mg/mL in DMSO
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xn
• Statements: 22-38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC=CC1=CC2=C(C=C1)OCO2
• Isomeric SMILES: C/C=C\C1=CC2=C(C=C1)OCO2
• Description: Isosafrole has an anise odor. It may be synthesized by alkaline isomerization of safrole using KOH at the boil or an alcoholic NaOH solution at room temperature under pressure.
• Uses: Manufacture of heliotropin, perfumes, flavors, pesticide synergists.

Technology Process of alpha-Isosafrole

There total 33 articles about alpha-Isosafrole 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: 98.0%

1-allyl-3,4-methylenedioxybenzene (94-59-7) → isosafrole (120-58-1)

Guidance literature:

With potassium hydroxide; In water; butan-1-ol; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2009.04.044

Reference yield: 90.0%

1-allyl-3,4-methylenedioxybenzene (94-59-7) + osmium(III) chloride (13444-93-4) → isosafrole (120-58-1)

Guidance literature:

Reference yield: 80.0%

Methylenedioxybenzene (274-09-9) + allyl alcohol (107-18-6) → 1-allyl-3,4-methylenedioxybenzene (94-59-7) + isosafrole (120-58-1)

Guidance literature:

With Nafion-H resin; at 20 ℃;

DOI:10.14233/ajchem.2015.18083

upstream raw materials:

1-allyl-3,4-methylenedioxybenzene

sodium ethanolate

sodium pentanolate

trans-3-(3,4-methylenedioxyphenyl)-2-methylacrylic acid

Downstream raw materials:

piperonal

3,4-methylenedioxypropiophenone

Piperonylic acid

benzo[1,3]dioxol-5-yl-oxo-acetic acid

Refernces

• 1、 Ou, Wenhua,Huang, Hong. "Environment-friendly, mild and one-step synthesis of Safrole". . p. 1175 - 1176. Retrieved 2015.
• 2、 Alves, Levy B.,Chagas, Thaynan A. B.,Cordeiro, Mirian M.,Monti, Paloma A. G.,Silva, Mariana G. R.,Souza, Ruth V.,Veloso, Marcia P.. "Molecular modeling and chemical synthesis of new safrol oxime ether derivatives". . p. 1476 - 1490. Retrieved 2021/06/14.
• 3、 Athayde-Filho, Petr?nio F.,Costa, Normando A. da Silva,Lima, Tatjana K. de Souza,Lira, Bruno F.,Luis, Cristiane C. S.,Luis, José A. de Sousa,Rocha, Juliana da Camara,Scotti, Luciana,Scotti, Marcus T.. "Synthesis of new cyclic imides derived from safrole, structure-and ligand-based approaches to evaluate potential new multitarget agents against species of leishmania". . p. 39 - 51. Retrieved 2020/02/04.