1,3-Benzodioxol-5-ylacetaldehyde

Base Information

• Chemical Name: 1,3-Benzodioxol-5-ylacetaldehyde
• CAS No.: 6543-34-6
• Molecular Formula: C9H8 O3
• Molecular Weight: 164.161
• Hs Code.: 2932999099
• NSC Number: 107645
• DSSTox Substance ID: DTXSID30296095
• Nikkaji Number: J13.412K
• Wikidata: Q72445421
• Mol file: 6543-34-6.mol

Synonyms:6543-34-6;1,3-benzodioxol-5-ylacetaldehyde;1,3-Benzodioxole-5-acetaldehyde;2-(1,3-benzodioxol-5-yl)acetaldehyde;2-(Benzo[d][1,3]dioxol-5-yl)acetaldehyde;Benzo[1,3]dioxol-5-ylacetaldehyde;2-(1,3-Dioxaindan-5-yl)acetaldehyde;Homopiperonal;NSC107645;SCHEMBL406700;DTXSID30296095;RRMZTAWQQFJQHL-UHFFFAOYSA-N;benzo[1,3]dioxol-5-yl-acetaldehyde;MFCD11553606;(3,4-methylenedioxyphenyl)acetaldehyde;AKOS006324778;NSC-107645;CS-0259423;EN300-732979;Z1198331621

Chemical Property of 1,3-Benzodioxol-5-ylacetaldehyde

Chemical Property:

• Vapor Pressure: 0.00389mmHg at 25°C
• Melting Point: 82-83℃
• Refractive Index: 1.57117 (589.3 nm)
• Boiling Point: 147℃ (0.8 Torr)
• Flash Point: 113.9°C
• PSA: 35.53000
• Density: 1.255g/cm³
• LogP: 1.15670
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Benzo[1,3]dioxol-5-ylacetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CC=O

Technology Process of 1,3-Benzodioxol-5-ylacetaldehyde

There total 20 articles about 1,3-Benzodioxol-5-ylacetaldehyde 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: 92.0%

C10H10O3 (1262680-50-1) → benzo[1,3]dioxol-5-yl-acetaldehyde (6543-34-6)

Guidance literature:

With hydrogenchloride; In water; acetone; for 3h; Reflux;

DOI:10.1016/j.ejmech.2021.113289

Reference yield: 82.0%

3,4-methylenedioxyphenethyl alcohol (6006-82-2) → benzo[1,3]dioxol-5-yl-acetaldehyde (6543-34-6)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane;

DOI:10.1071/CH03030

Reference yield: 75.0%

5-(2-methoxyvinyl)benzo[d][1,3]dioxole (906514-12-3) → benzo[1,3]dioxol-5-yl-acetaldehyde (6543-34-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201700934

upstream raw materials:

3-(3,4-methylenedioxyphenyl)-1,2-propanediol

1-allyl-3,4-methylenedioxybenzene

5-(2-nitroethyl)benzo[1,3]dioxole

(3,4-methylenedioxyphenyl)ethylene oxide

Downstream raw materials:

3,4-methylenedioxyphenethyl alcohol

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

(-)-(R)-(Z)-1-<3-(3,4-methylenedioxyphenyl)propenyl> p-tolyl sulphoxide

(+)-(R)-(E)-1-<3-(3,4-methylenedioxyphenyl)propenyl> p-tolyl sulphoxide

Refernces

• 1、 Tajiri, Misato,Yamada, Ryo,Hotsumi, Mayumi,Makabe, Koki,Konno, Hiroyuki. "The total synthesis of berberine and selected analogues, and their evaluation as amyloid beta aggregation inhibitors". . . Retrieved 2021/02/26.
• 2、 Wang, Zhe,Xue, Fei,Hayashi, Tamio. "Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate with Arylboronic Acids". supporting information. p. 11054 - 11057. Retrieved 2019/07/17.