6270-04-8

Basic information

• Product Name: 1-Phenyl-1,3-propanediol diacetate
• Synonyms: 1-Phenyl-1,3-propanediol diacetate
• CAS NO: 6270-04-8
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.2637
• EINECS: 228-446-3
• Mol File: 6270-04-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 327.3°Cat760mmHg
• Flash Point: 158.3°C
• Appearance: /
• Density: 1.111g/cm³
• Vapor Pressure: 0.000204mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: 1-Phenyl-1,3-propanediol diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1,3-propanediol diacetate(6270-04-8)
• EPA Substance Registry System: 1-Phenyl-1,3-propanediol diacetate(6270-04-8)

Safety Data

• Hazardous Substances Data: 6270-04-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 6313, 1971 DOI: 10.1021/ja00752a078

InChI:InChI=1/C13H16O4/c1-10(14)16-9-8-13(17-11(2)15)12-6-4-3-5-7-12/h3-7,13H,8-9H2,1-2H3

Upstream product

• 873-49-4 cyclopropylbenzene 
• 563-63-3 silver(I) acetate 
• 769-78-8 vinyl benzoate 
• 108-24-7 acetic anhydride 
• 772-00-9 4-phenyl-1,3-dioxane 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 673-32-5 1-Phenylprop-1-yne 
• 2327-99-3 1-phenylpropadiene 
• 4850-49-1 1-phenyl-1,3-propanediol 
• 17763-67-6 Phenyl triflate 
• 145372-92-5 4-phenyl-4H-1,3-dioxin 
• 10147-11-2 propargyl benzene 
• 591-87-7 Allyl acetate 
• 71-43-2 benzene 

Downstream Products

• 21040-45-9 Cinnamyl acetate 
• 4850-49-1 1-phenyl-1,3-propanediol 
• 137333-83-6 (+/-)-3-(t-butyldimethylsilanyloxy)-1-phenylpropan-1-ol 
• 40327-02-4 acetic acid-((2RS,3SR)-2,3-dibromo-3-phenyl-propyl ester) 
• 111211-72-4 1-Phenyl-propanol-⁽¹⁾-3-methoxy-methylether 
• 91764-99-7 1-Phenyl-propanol-⁽¹⁾-3-methoxy-ethylether 
• 91906-69-3 1-Phenyl-propandiol-(1,3)-dimethoxy-dimethylether 
• 92861-04-6 1-Phenyl-propandiol-(1,3)-diethoxy-dimethylether 
• 93541-67-4 1-Phenyl-propandiol-(1,3)-dipropyloxy-dimethylether 
• 93541-68-5 1-Phenyl-propandiol-(1,3)-diisopropyloxy-dimethylether 
• 94435-65-1 1-Phenyl-propandiol-(1,3)-dibutyloxy-dimethylether 
• 95800-49-0 1-Phenyl-propandiol-(1,3)-diisobutyloxy-dimethylether 
• 97017-20-4 1-Phenyl-propandiol-(1,3)-dimethoxy-diisopentylether 
• 97017-21-5 1-Phenyl-propandiol-(1,3)-dimethoxy-dipentylether 

Relevant articles and documents

Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2

Treatment of alkylbenzenes with (diacetoxyiodo)benzene in the presence of catalytic amounts of p-toluenesulfonamide or p-nitrobenzenesulfonamide, and molecular iodine in 1,2-dichloroethane at 60 °C gave the corresponding (α-acetoxy)alkylbenzenes in good to moderate yields. The present reaction is a simple method for the introduction of an acetoxy group to the benzylic position of alkylbenzenes.

Cobalt(II) Chloride Catalyzed Acylation of Alcohols with Acetic Anhydride: Scope and Mechanism

Cobalt(II) chloride catalyzes the acetylation of a variety of alcohols with acetic anhydride in excellent yield.Primary hydroxyl groups can be selectively acylated in the presence of secondary and tertiary ones while the secondary hydroxyl groups can be preferentially acetylated in the presence of tertiary ones.Tertiary alcohols have been found to give ketones, acetoacetates, olefins, and diketene in addition to the acetate.The β-hydroxy esters and ketones can be acylated under these conditions without any elimination, and this reaction has been compared with 4-(dimethylamino)pyridine (DMAP)-mediated acylations where elimination of the resulting β-acetoxy carbonyl compound is observed.A detailed investigation of the acylation of tertiary alcohols has revealed that these reactions proceed via a tertiary alkoxy radical and ketene.A mechanism for these acylations is proposed by invoking an electron-transfer process.

DIRECT IODINATION OF ARYLCYCLOPROPANES

In reaction with phenylcyclopropane in carbon tetrachloride, nitromethane, or chloroform at temperatures between -10 and 20 deg C the complexes of iodine with (bistrifluoroacetoxyiodo)benzene and (diacetoxyiodo)benzene only give the products from the opening of the small ring.By means of the iodine-(diacetoxyiodo)benzene system in the reaction with arylcyclopropanes in a mixture of chloroform and trifluoroacetic acid at -30 deg C it is possible to obtain the products from iodination in the aromatic ring.