3-Phenyl-1,3-propanediol diacetate

Base Information

• Chemical Name: 3-Phenyl-1,3-propanediol diacetate
• CAS No.: 6270-04-8
• Deprecated CAS: 145524-51-2
• Molecular Formula: C13H16O4
• Molecular Weight: 236.268
• European Community (EC) Number: 228-446-3
• NSC Number: 33727
• DSSTox Substance ID: DTXSID80884244
• Nikkaji Number: J211.502F
• Mol file: 6270-04-8.mol

Synonyms:3-Phenyl-1,3-propanediol diacetate;6270-04-8;1,3-Propanediol, 1-phenyl-, diacetate;1,3-Propanediol, 1-phenyl-, 1,3-diacetate;NSC33727;1,3-Diacetoxy-1-phenylpropane;SCHEMBL9389062;DTXSID80884244;1-Phenylpropane-1,3-diyl diacetate;EINECS 228-446-3;NSC 33727;NSC-33727;(3-acetyloxy-1-phenylpropyl) acetate;AI3-05720

Chemical Property of 3-Phenyl-1,3-propanediol diacetate

Chemical Property:

• Vapor Pressure: 0.000204mmHg at 25°C
• Boiling Point: 327.3°Cat760mmHg
• Flash Point: 158.3°C
• PSA: 52.60000
• Density: 1.111g/cm³
• LogP: 2.24400
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Phenyl-1,3-propanediol diacetate

There total 17 articles about 3-Phenyl-1,3-propanediol 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: 87.0%

1-phenyl-1,3-propanediol (4850-49-1) + acetic anhydride (108-24-7) → 1,3-diacetoxy-1-phenyl-propane (6270-04-8) + dimethylglyoxal (431-03-8)

Guidance literature:

With cobalt(II) chloride; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1021/jo00033a020

Reference yield: 49.0%

Allyl acetate (591-87-7) + [bis(acetoxy)iodo]benzene (3240-34-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → cinnamyl acetate (103-54-8) + 1,3-diacetoxy-1-phenyl-propane (6270-04-8)

Guidance literature:

With palladium(II) acetylacetonate; silver(I) acetate; at 60 ℃; Inert atmosphere; Sealed vial;

DOI:10.1021/ol103121r

Reference yield: 31.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + 3-phenylpropyl acetate (122-72-5) → 1,3-diacetoxy-1-phenyl-propane (6270-04-8)

Guidance literature:

With p-nitrobenzenesulfonamide; iodine; In 1,2-dichloro-ethane; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.06.036

upstream raw materials:

cyclopropylbenzene

silver(I) acetate

vinyl benzoate

acetic anhydride

Downstream raw materials:

1-phenyl-1,3-propanediol

(+/-)-3-(t-butyldimethylsilanyloxy)-1-phenylpropan-1-ol

1-Phenyl-propanol-⁽¹⁾-3-methoxy-methylether

1-Phenyl-propanol-⁽¹⁾-3-methoxy-ethylether

Refernces

• 1、 Baba, Haruka,Moriyama, Katsuhiko,Togo, Hideo. "Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2". experimental part. p. 4303 - 4307. Retrieved 2011/08/22.
• 2、 Iqbal, Javed,Srivastava, Rajiv Ranjan. "Cobalt(II) Chloride Catalyzed Acylation of Alcohols with Acetic Anhydride: Scope and Mechanism". . p. 2001 - 2007. Retrieved 2007/10/02.