5-Methyl-1,3-benzodioxole

Base Information

• Chemical Name: 5-Methyl-1,3-benzodioxole
• CAS No.: 7145-99-5
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• European Community (EC) Number: 230-453-1
• NSC Number: 15642
• UNII: 27N5CS5GH7
• DSSTox Substance ID: DTXSID90221641
• Nikkaji Number: J25.377D
• Wikidata: Q72490479
• Mol file: 7145-99-5.mol

Synonyms:5-Methyl-1,3-benzodioxole;7145-99-5;5-methylbenzo[d][1,3]dioxole;3,4-Methylenedioxytoluene;3,4-(Methylenedioxy)toluene;1,3-Benzodioxole, 5-methyl-;Toluene, 3,4-methylenedioxy-;AI3-20481;EINECS 230-453-1;NSC-15642;1,3-Benzodioxole,5-methyl-;NSC15642;5-methyl-1,3-dioxaindane;(3,4-methylenedioxy)toluene;SCHEMBL30968;5-Methyl-benzo[1,3]dioxole;27N5CS5GH7;5-Methyl-1,3-benzodioxole #;SCHEMBL6310152;DTXSID90221641;CS-M1002;3,4-(Methylenedioxy)toluene, 97%;MFCD00005833;NSC 15642;AKOS015840967;CS-13404;LS-34744;FT-0614407;EN300-129337;A914612;Z1255364672

Chemical Property of 5-Methyl-1,3-benzodioxole

Chemical Property:

• Appearance/Colour: Colorless to Yellow Liquid
• Vapor Pressure: 0.46mmHg at 25°C
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 200.4 °C at 760 mmHg
• Flash Point: 76.1 °C
• PSA: 18.46000
• Density: 1.164g/cm³
• LogP: 1.72370
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99.5% ^*data from raw suppliers

5-Methyl-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OCO2
• Uses: 3,4-(Methylenedioxy)toluene can be used as a cation scavenger for the selective cleavage of 4-(3,4-dimethoxyphenyl)benzyl (DMPBn) ethers affording the corresponding deprotected products in the presence of trifluoroacetic acid (TFA) in anhydrous CH2Cl2.It can also be used as a starting material to prepare: 1,3-Benzodioxole-5-carboxaldehyde via photooxidation using CBr4. 6-Methyl-1,3-benzodioxole-5-carboxaldehyde by treating with dichloromethylmethyl ether and TiCl4.

Technology Process of 5-Methyl-1,3-benzodioxole

There total 32 articles about 5-Methyl-1,3-benzodioxole 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: 99.0%

piperonal (120-57-0,30024-74-9) → 5-methyl-1,3-benzodioxole (7145-99-5)

Guidance literature:

With hydrogen; In para-xylene; at 120 ℃; for 24h; under 750.075 Torr; chemoselective reaction; Glovebox; Sealed tube;

DOI:10.1021/acs.inorgchem.1c01008

Reference yield: 91.0%

2-[(Benzo[1,3]dioxol-5-ylmethyl)-amino]-2-methyl-propan-1-ol (87306-69-2) → 5-methyl-1,3-benzodioxole (7145-99-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 2585.7 Torr; Ambient temperature;

DOI:10.1021/jo00170a036

Reference yield: 89.0%

piperonol (495-76-1) → 5-methyl-1,3-benzodioxole (7145-99-5)

Guidance literature:

With chlorocarbonylbis(triphenylphosphine)iridium(I); hydrazine hydrate; potassium hydroxide; In methanol; at 160 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

DOI:10.1002/ejoc.201301293

upstream raw materials:

piperonal

piperonol

sodium ethanolate

3,4-methylenedioxybenzaldehyde semicarbazone

Downstream raw materials:

(3,4-methylenedioxy)-6-methylbenzyl chloride

4-methyl-1,2-dihydroxybenzene

p-cresol

3-methyl-phenol

Refernces

• 1、 Diccianni, Justin B.,Katigbak, Joseph,Hu, Chunhua,Diao, Tianning. "Mechanistic Characterization of (Xantphos)Ni(I)-Mediated Alkyl Bromide Activation: Oxidative Addition, Electron Transfer, or Halogen-Atom Abstraction". supporting information. p. 1788 - 1796. Retrieved 2019/01/26.
• 2、 -. "AN IMPROVED METHOD FOR THE PREPARATION OF ALKYLENEDIOXYBENZENE COMPOUNDS". Page/Page column 15. . Retrieved 2017/10/13.