Benzal diacetate

Base Information

• Chemical Name: Benzal diacetate
• CAS No.: 581-55-5
• Molecular Formula: C11H12 O4
• Molecular Weight: 208.214
• Hs Code.: 2916399090
• European Community (EC) Number: 209-469-8
• NSC Number: 7732
• UNII: CCF99DS4PJ
• DSSTox Substance ID: DTXSID60206824
• Nikkaji Number: J7.436E
• Wikidata: Q83080672
• Mol file: 581-55-5.mol

Synonyms:Benzal diacetate;581-55-5;Phenylmethylene diacetate;Benzylidene diacetate;Methanediol, phenyl-, diacetate;[acetyloxy(phenyl)methyl] acetate;benzaldehyde diacetate;Phenylmethanediol diacetate;CCF99DS4PJ;NSC-7732;EINECS 209-469-8;AI3-19329;Benzaldiacetat;m-diacetoxymethylbenzene;Diacetic acid benzylidene;UNII-CCF99DS4PJ;phenylmethanediyl diacetate;DIACETOXYPHENYLMETHANE;SCHEMBL486678;(acetyloxy-phenylmethyl) acetate;DTXSID60206824;NSC7732;(Acetyloxy)(phenyl)methyl acetate;1,1-DIACETOXYMETHYLBENZENE;BENZENEMETHANEDIOL DIACETATE;NSC 7732;(Acetyloxy)(phenyl)methyl acetate #;MFCD00059206;STL386374;AKOS022176672;Acetic acid acetoxy-phenyl-methyl ester;.ALPHA.,.ALPHA.-DIACETOXYTOLUENE;AS-58512;B0010;CS-0317610;FT-0622618;D88587;METHANEDIOL, 1-PHENYL-, 1,1-DIACETATE;A831761

Chemical Property of Benzal diacetate

Chemical Property:

• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: 44-46°C
• Refractive Index: 1.4570 (estimate)
• Boiling Point: 154 °C / 20mmHg
• Flash Point: 105.7°C
• PSA: 52.60000
• Density: 1.106g/cm³
• LogP: 1.81140
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzal Diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzal diacetate

There total 51 articles about Benzal diacetate 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%

5,5-dimethyl-2-phenyl-[1,3]dioxane (776-88-5) + ethane-1,2-dithiol (540-63-6) → benzylidene 1,1-diacetate (581-55-5)

Guidance literature:

With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide; In acetonitrile; at 20 ℃; for 1.2h;

Reference yield: 92.0%

benzaldehyde dimethyl acetal (1125-88-8) + acetic anhydride (108-24-7) → benzylidene 1,1-diacetate (581-55-5) + benzaldehyde (100-52-7)

Guidance literature:

With titanium(IV) fluoride; at 20 ℃; for 18h; screw-capped vial; Inert atmosphere; neat (no solvent);

DOI:10.1055/s-0029-1218849

Reference yield: 87.0%

2-acetoxy-2-phenylacetic acid (29071-09-8) + sodium acetate (127-09-3) + acetic acid (64-19-7,77671-22-8) → benzylidene 1,1-diacetate (581-55-5)

Guidance literature:

at 40 ℃; Electrochemical reaction;

DOI:10.1039/d1gc00201e

upstream raw materials:

benzylidene dichloride

silver(I) acetate

2-phenyl-4H-benzo[d][1,3]dioxin

acetic anhydride

Downstream raw materials:

4-nitrobenzylidene diacetate

(E)-3-phenylacrylic acid

3'-nitro-trans-chalcone

2-phenyl-4H-benzo[d][1,3]dioxin-4-one

Refernces

• 1、 Onodera, Kou,Suzuki, Yumiko,Takashima, Ryo. "Selective Synthesis of Acylated Cross-Benzoins from Acylals and Aldehydes via N-Heterocyclic Carbene Catalysis". supporting information. p. 4197 - 4202. Retrieved 2021/06/27.
• 2、 Koszelewski, Dominik,Ostaszewski, Ryszard. "The studies on chemoselective promiscuous activity of hydrolases on acylals transformations". . . Retrieved 2019/02/27.