Benzaldehyde, 3,5-bis(acetyloxy)-

Base Information

• Chemical Name: Benzaldehyde, 3,5-bis(acetyloxy)-
• CAS No.: 57179-37-0
• Molecular Formula: C11H10O5
• Molecular Weight: 222.197
• DSSTox Substance ID: DTXSID70557793
• Nikkaji Number: J709.110I
• Wikidata: Q82439812
• Mol file: 57179-37-0.mol

Synonyms:Benzaldehyde, 3,5-bis(acetyloxy)-;57179-37-0;3,5-DIACETOXYBENZALDEHYDE;(3-acetyloxy-5-formylphenyl) acetate;3,5-diacetyloxybenzaldehyde;5-Formyl-1,3-phenylene diacetate;SCHEMBL5317242;DTXSID70557793;MGGJRYRHTJRODD-UHFFFAOYSA-N;AS-78525;3-(ACETYLOXY)-5-FORMYLPHENYL ACETATE;D97246

Chemical Property of Benzaldehyde, 3,5-bis(acetyloxy)-

Chemical Property:

• Boiling Point: 350.1±32.0 °C(Predicted)
• PSA: 69.67000
• Density: 1.259±0.06 g/cm3(Predicted)
• LogP: 1.34970
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 222.05282342
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC(=CC(=C1)C=O)OC(=O)C

Technology Process of Benzaldehyde, 3,5-bis(acetyloxy)-

There total 7 articles about Benzaldehyde, 3,5-bis(acetyloxy)- 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: 81.0%

3,5-dihydroxybenzaldehyde (26153-38-8) + acetic anhydride (108-24-7) → 3,5-diacetoxybenzaldehyde (57179-37-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 10 ℃; for 3h; Temperature;

Reference yield:

3,5-diacetoxybenzoyl chloride (39192-49-9) + 3,5-Dihydroxybenzoic acid (99-10-5) + 3,5-diacetoxybenzoic acid (35354-29-1) + palladium (7440-05-3) → 3,5-diacetoxybenzaldehyde (57179-37-0)

Guidance literature:

With thionyl chloride; acetic anhydride; In pyridine; CH₂ Cl; 5,5-dimethyl-1,3-cyclohexadiene; hydrogen; benzene;

Reference yield:

trans-3,3',5,5'-tetrahydroxy-4'-methoxystilbene (89946-10-1,89946-11-2) → 3,5-diacetoxybenzaldehyde (57179-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: KMnO₄, n-butylammonium bromide / benzene; H₂O / 2.5 h / Ambient temperature

With potassium permanganate; N-butylammonium bromide; In pyridine; water; benzene;

DOI:10.1016/S0031-9422(00)97704-5

upstream raw materials:

3,5-diacetoxy-(E)-stilbene

3,5-dihydroxybenzaldehyde

acetic anhydride

trans-3,5,3',5'-tetraacetoxy-4-methoxystilbene

Downstream raw materials:

1-(3,5-diacetoxyphenyl)-2-nitroethanol

1,3-diacetoxy-5-(1,3-dithiolan-2-yl)benzene

(Z)-5-((2-methyl-5-oxooxazol-4(5H)-ylidene)methyl)-1,3-phenylene diacetate

terbutaline