627-69-0

Basic information

• Product Name: 2-HYDROXYPROPYLACETATE
• Synonyms: Acetic acid 2-hydroxypropyl ester;Nsc35664;Propylene glycol 1-acetate;1-Acetoxy-2-hydroxypropane;1,2-Propanediol 1-acetate;1,2-Propylene glycol 1-monoacetate;1-Acetoxy-2-propanol
• CAS NO: 627-69-0
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Mol File: 627-69-0.mol

Chemical Properties

• Boiling Point: 191.006 °C at 760 mmHg
• Flash Point: 77.459 °C
• Appearance: /
• Density: 1.050
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
• PKA: 14.22±0.20(Predicted)
• CAS DataBase Reference: 2-HYDROXYPROPYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYPROPYLACETATE(627-69-0)
• EPA Substance Registry System: 2-HYDROXYPROPYLACETATE(627-69-0)

Safety Data

• Hazardous Substances Data: 627-69-0(Hazardous Substances Data)

Usage

Uses

1,2-Propanediol-1-Acetate, is a building block used in various chemical synthesis.

InChI:InChI=1S/C5H10O3/c1-4(6)3-8-5(2)7/h4,6H,3H2,1-2H3

Upstream product

• 127-08-2 potassium acetate 
• 127-00-4 1-Chloro-2-propanol 
• 64-19-7 acetic acid 
• 75-56-9 methyloxirane 
• 57-55-6 propylene glycol 
• 108-24-7 acetic anhydride 
• 591-87-7 Allyl acetate 
• 65055-45-0 2-Methoxy-2,4-dimethyl-[1,3,2]dioxasilolane 
• 56-23-5 tetrachloromethane 
• 592-20-1 Acetol acetate 
• 64-17-5 ethanol 
• 10602-14-9 β-hydroxypropyl phosphate 
• 830-03-5 4-nitrophenol acetate 
• 187737-37-7 propene 

Downstream Products

• 623-84-7 1,2-diacetoxypropane 
• 64-19-7 acetic acid 
• 7713-44-2 5-methyl-oxazolidine-2,4-dione 2-[(1-phenyl-ethylidene)-hydrazone] 

Relevant articles and documents

Diol-Ritter Reaction: Regio- And Stereoselective Synthesis of Protected Vicinal Aminoalcohols and Mechanistic Aspects of Diol Monoester Disproportionation

The well-known epoxide-Ritter reaction generally affords oxazolines with poor to average regioselectivity. Herein, a mechanism-based study of the less known diol-Ritter reaction has provided a highly regioselective procedure for the synthesis of 1-vic-amido-2-esters from either terminal epoxides or 1,2-diols via Lewis acid-catalyzed monoesterification. When treated with a stoichiometric Lewis acid catalyst (BF3), these diol monoesters form dioxonium cation intermediates that are ring-opened with nitrile nucleophiles to form nitrilium intermediates, which undergo rapid and irreversible hydration to give the desired amidoesters. Diester byproduct formation is irreversible and appears to occur through disproportionation of diol monoester. With chiral epoxide starting materials, the formation of amidoester occurs with retention of configuration and no apparent erosion of optical purity as determined by single-crystal X-ray analyses and chiral chromatography, respectively. The direct access to chiral vic-amidoesters is especially practical with regard to the synthesis of antibacterial oxazolidinone analogues of the Zyvox antimicrobial family.

COMPOUNDS AND COMPOSITIONS FOR OCULAR DELIVERY

The present invention provides new prodrags of Sunitinib, Brinzolamide, and Dorzolamide and compositions to treat medical disorders, for example glaucoma, a disorder or abnormality related to an increase in intraocular pressure (TOP), a disorder requiring neuroprotection, age-related macular degeneration, or diabetic retinopathy.

DBN-Catalyzed Regioselective Acylation of Carbohydrates and Diols in Ethyl Acetate

The 1,5-diazabicyclo[4.3.0]non-5-ene (DBN)-catalyzed regioselective acylation of carbohydrates and diols in ethyl acetate has been developed. The hydroxyl groups can be selectively acylated by the corresponding anhydride in EtOAc in the presence of a catalytic amount (as low as 0.1 equiv.) of DBN at room temperature to 40 °C. This method avoids metal catalysts and toxic solvents, which makes it comparatively green and mild, and it uses less organic base compared with other selective acylation methods. Mechanism studies indicated that DBN could catalyze the selective acylation of hydroxyl moieties through a dual H-bonding interaction.

Diisopropylethylamine-triggered, highly efficient, self-catalyzed regioselective acylation of carbohydrates and diols

A diisopropylethylamine (DIPEA)-triggered, self-catalyzed, regioselective acylation of carbohydrates and diols is presented. The hydroxyl groups can be acylated by the corresponding anhydride in MeCN in the presence of a catalytic amount of DIPEA. This method is comparatively green and mild as it uses less organic base compared with other selective acylation methods. Mechanistic studies indicate that DIPEA reacts with the anhydride to form a carboxylate ion, and then the carboxylate ion could catalyze the selective acylation through a dual H-bonding interaction.

H-bonding activation in highly regioselective acetylation of diols

H-bonding activation in the regioselective acetylation of vicinal and 1,3-diols is presented. Herein, the acetylation of the hydroxyl group with acetic anhydride can be activated by the formation of H-bonds between the hydroxyl group and anions. The reaction exhibits high regioselectivity when a catalytic amount of tetrabutylammonium acetate is employed. Mechanistic studies indicated that acetate anion forms dual H-bonding complexes with the diol, which facilitates the subsequent regioselective monoacetylation.

Hydration of alkenes and cycloalkenes in the presence of chromium and copper complexes

Chromium and copper complexes catalyzed hydration of acyclic and cyclic olefins in the presence of carbon tetrachloride at 110-160 C (4-12 h) with formation of the corresponding alcohols.

Organosilicon-mediated regioselective acetylation of carbohydrates

Organosilicon-mediated, regioselective acetylation of vicinal- and 1,3-diols is presented. Methyl trimethoxysilane or dimethyl dimethoxysilane was first used to form cyclic 1,3,2-dioxasilolane or 1,3,2-dioxasilinane intermediates, and subsequent acetate-c

Addition of CCl4 to olefins catalyzed by chromium and ruthenium complexes: The influence of water as a nucleophilic additive

The feasibility of the addition of CCl4 to linear and cyclic olefins and dienes in the presence of chromium and ruthenium complexes was established. The influence of water as a nucleophilic additive and the influence of the olefin nature, the c

Hydrogenation of hindered ketones catalyzed by a silica-supported compact phosphine-Rh system

(Chemical Equation Presented) A heterogeneous mono(phosphine)-Rh catalyst system silica-SMAP-Rh(OMe)(cod), where silica-SMAP stands for a caged, compact trialkylphosphine (SMAP) supported on silica gel, showed broad applicability toward the hydrogenation of hindered ketones. Doubly α-branched ketones such as diisopropyl ketone was hydrogenated under nearly atmospheric conditions. Di-tert-butyl ketone could be hydrogenated under more forcing conditions.

Transacylation. Biomimetic synthesis of esters of acetic acid

By mixing of β-hydroxypropyl phosphate and acetic acid in ethanol solution, ethyl acetate is produced. As found, acetyl phosphate is first formed, then it reacts with the solvent to give the final ethyl acetate product. By similar procedures, acetates of methanol, n-propanol, and n-butanol are also produced. Propylene oxide serves as a condensing agent.