Allylidene diacetate

Base Information

• Chemical Name: Allylidene diacetate
• CAS No.: 869-29-4
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• Hs Code.: 2915390090
• European Community (EC) Number: 212-789-0
• NSC Number: 45020,7632
• UNII: 5VDZ4FX754
• DSSTox Substance ID: DTXSID8041450
• Nikkaji Number: J2.116D
• Wikidata: Q27262925
• Mol file: 869-29-4.mol

Synonyms:Allylidene diacetate;869-29-4;3,3-Diacetoxypropene;Diacetoxypropene;Allylidene acetate;Acrolein diacetate;Shell 345;Shell SD 345;ALLYLIDENEDIACETATE;1,1-Diacetoxypropene-2;SD 345 (ester);1-acetyloxyprop-2-enyl acetate;2-Propene-1,1-diol, diacetate;Allylidene di(acetate);2-Propene-1,1-diol diacetate;Acrolein, diacetate;Caswell No. 706;SD-345;Acrolein, monohydrate, diacetate;1,1-Diacetoxy-2-propene;NSC 7632;NSC 45020;2-Propenylidene diacetate;EINECS 212-789-0;2-Propene-1,1-diol,1,1-diacetate;EPA Pesticide Chemical Code 068402;BRN 1763962;UNII-5VDZ4FX754;AI3-24349;5VDZ4FX754;3,3-DIACETOXY-1-PROPENE;2-Propenal, monohydrate, diacetate;NSC-7632;NSC-45020;2-Propene-1, diacetate;4-02-00-00291 (Beilstein Handbook Reference);WLN: 1VOYOV1&1U1;Allylidendiacetat;3,3-diacetoxy-propene;Acrolein diacetyl acetal;Acrolein hydrate diacetate;SCHEMBL992095;DTXSID8041450;prop-2-ene-1,1-diyl diacetate;NSC7632;1-(Acetyloxy)-2-propenyl acetate;Acetic acid 1-acetoxy-allyl ester;Diacetic acid 2-propenylidene ester;NSC45020;MFCD00008708;1-(Acetyloxy)-2-propenyl acetate #;AKOS006228491;LS-123475;FT-0606087;2-PROPENE-1,1-DIOL, 1,1-DIACETATE;W-109607;Q27262925

Chemical Property of Allylidene diacetate

Chemical Property:

• Vapor Pressure: 0.915mmHg at 25°C
• Melting Point: -37.6°C
• Refractive Index: 1.428
• Boiling Point: 180 °C at 760 mmHg
• Flash Point: 78.3 °C
• PSA: 52.60000
• Density: 1.079 g/cm³
• LogP: 0.62470
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99.9% ^*data from raw suppliers

AllylideneDiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Hazard Codes: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Allylidene diacetate

There total 7 articles about Allylidene 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%

acetic anhydride (108-24-7) + acrolein (107-02-8,25068-14-8) → 1,1-diacetoxy-2-propene (869-29-4)

Guidance literature:

With tetrafluoroboric acid; at 20 ℃; for 0.0333333h;

DOI:10.1055/s-2006-950282

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + acetic acid (64-19-7,77671-22-8) → Allyl acetate (591-87-7) + 1,1-diacetoxy-2-propene (869-29-4)

Guidance literature:

With oxygen; palladium catalyst; at 190 ℃; under 4560 Torr; Product distribution; chemical composition of catalysts;

DOI:10.1007/BF01417968

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + carbon dioxide (124-38-9,18923-20-1) + acetic acid (64-19-7,77671-22-8) → Allyl acetate (591-87-7) + 1,1-diacetoxy-2-propene (869-29-4)

Guidance literature:

With oxygen; Catalyst D of Example 4 (1.1 wt percent Pd, 0.5 wt percent Au, 0.1 wt percent Cu, and 1.9 wt percent K); at 140 ℃; under 4897.34 Torr; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

quinoline

diisopropyl sulfate

1,1,3-triacetoxy-propane

acetic anhydride

Downstream raw materials:

1-Propyl acetate

Allyl acetate

C₁₅H₂₀O₂

C₁₅H₂₀O₂

Refernces

• 1、 -. "Preparation method of allylidene diacetate". Paragraph 0032-0041. . Retrieved 2018/11/10.
• 2、 -. "PROCESS FOR THE PREPARATION OF BETA-SANTALOL". Page/Page column 16. . Retrieved 2013/03/26.