10487-05-5

Basic information

• Product Name: DL-GLYCERALDEHYDE DIETHYL ACETAL
• Synonyms: DL-GLYCERALDEHYDE DIETHYL ACETAL;Glyceraldehydediethylacetal;(±)-3,3-Diethoxy-1,2-propanediol;DL-3,3-Diethoxy-1,2-propanediol;DL-Glyceraldehyde Diethyl Acetal
• CAS NO: 10487-05-5
• Molecular Formula: C₇H₁₆O₄
• Molecular Weight: 164.2
• Product Categories: Biochemistry;O-Substituted Sugars;Sugars
• Mol File: 10487-05-5.mol

Chemical Properties

• Boiling Point: 136 °C / 27mmHg
• Flash Point: 126 °F
• Appearance: /
• Density: 0.943 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000508mmHg at 25°C
• Refractive Index: n20/D 1.414(lit.)
• CAS DataBase Reference: DL-GLYCERALDEHYDE DIETHYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: DL-GLYCERALDEHYDE DIETHYL ACETAL(10487-05-5)
• EPA Substance Registry System: DL-GLYCERALDEHYDE DIETHYL ACETAL(10487-05-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10-37/38-41
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 10487-05-5(Hazardous Substances Data)

Usage

Uses

Used in the Food and Beverage Industry:
DL-Glyceraldehyde diethyl acetal is used as a flavoring agent for its ability to enhance the sensory characteristics of various food and beverage products, contributing to a more appealing taste and aroma.
Used in the Perfume and Fragrance Industry:
DL-GLYCERALDEHYDE DIETHYL ACETAL is utilized as a key ingredient in the production of perfumes and fragrances, where its fruity scent plays a role in creating desirable olfactory experiences.
Used in the Pharmaceutical Industry:
DL-Glyceraldehyde diethyl acetal is employed in the synthesis of pharmaceuticals, indicating its importance in the development of new medications and therapeutic agents.
Used in the Chemical Synthesis Industry:
Serving as a solvent in organic reactions, DL-Glyceraldehyde diethyl acetal aids in the smooth progression of various chemical processes, facilitating the creation of a range of products.
Used in the Polymer and Plastics Industry:
As a raw material in the manufacturing of polymers and plastics, DL-Glyceraldehyde diethyl acetal contributes to the production of diverse plastic materials, showcasing its versatility in material science applications.

InChI:InChI=1/C7H16O4/c1-3-10-7(11-4-2)6(9)5-8/h6-9H,3-5H2,1-2H3

Upstream product

• 71500-43-1 3,3-diethoxy-2-chloro-propan-1-ol 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 64-17-5 ethanol 
• 56-82-6 Glyceraldehyde 
• 7647-01-0 hydrogenchloride 
• 35573-93-4 3-chloro-1,1-diethoxy-propane 
• 13269-77-7 2,3-epoxy-1,1-diethoxypropane 

Downstream Products

• 56-82-6 Glyceraldehyde 
• 5344-23-0 diethoxyacetaldehyde 
• 2774-78-9 hydroxy-pyruvaldehyde bis-phenylhydrazone 
• 621-63-6 glycoaldehyde diethyl acetal 
• 118227-73-9 (+/-)-<3,3-Diethoxy-2-(2-propinyloxy)propyl>-p-toluolsulfonat 
• 118227-74-0 (+/-)-Ethyl-<4-<2,2-diethoxy-1-(tosyloxymethyl)ethoxy>-2-butinoat> 
• 3975-14-2 1,1,2,2-tetraethoxyethane 
• 81429-56-3 2-O-(O-Benzyl-N-benzyloxycarbonyl-DL-seryl)-3-O-trityl-DL-glycerinaldehyd-diethylacetal 
• 81429-54-1 2-O-(N-Benzyloxycarbonyl-L-phenylalanyl)-3-O-trityl-DL-glycerinaldehyd-diethylacetal 
• 81429-55-2 2-O-(N-Benzyloxycarbonyl-L-valyl)-3-O-trityl-DL-glycerinaldehyd-diethylacetal 
• 81429-53-0 2-O-(N-Benzyloxycarbonyl-L-alanyl)-3-O-trityl-DL-glycerinaldehyd-diethylacetal 
• 81429-52-9 2-O-(N-Benzyloxycarbonylglycyl)-3-O-trityl-DL-glycerinaldehyd-diethylacetal 
• 81483-23-0 2-O-(N-Benzyloxycarbonylglycyl)-DL-glycerinaldehyd-diethylacetal 
• 87816-88-4 DL-Glyceraldehyde-diethylacetal-3-(4-methoxyphenyl-diphenylmethyl)-ether 

Relevant articles and documents

Kinetic resolution of 1,2-diols through highly site- and enantioselective catalytic silylation

(Chemical Equation Presented) Resolved to silylate: A chiral silylation catalyst is used for kinetic resolution of three classes of acyclic 1,2-diols. The catalyst differentiates, with excellent precision, between the two hydroxy groups of a substrate. The majority of the diols, obtained in high enantiomeric purity, cannot be accessed with similar stereochemical purity through catalytic asymmetric dihydroxylation.

Enzymatic transformations 62. Preparative scale synthesis of enantiopure glycidyl acetals using an Aspergillus niger epoxide hydrolase-catalysed kinetic resolution

The hydrolytic kinetic resolution of five glycidaldehyde acetal derivatives was examined using the recombinant Aspergillus niger epoxide hydrolase as biocatalyst. This could successfully be performed, at room temperature, using solely demineralised water as solvent and following a two-phase methodology allowing us to operate at a global substrate concentration as high as 200 g/L in the reactor. The observed E values were shown to be modest to excellent, depending on the structure of the acetal moiety, indicating that it is possible to achieve this resolution very efficiently just by choosing the right substituents. Both the unreacted (R)-epoxide and the formed (S)-diol could thus be obtained in good to excellent ee (ee > 99% for the epoxide). For the best substrates, the reaction could be performed within a few hours by using a biocatalyst over substrate molecular ratio of about 9 to 10 × 10 -4 mol %. The turnover frequency (TOF) as well as the total turnover number (TON) of the enzyme proved to be excellent as compared to chemical catalysts - reaching respectively values in the order of 6 × 10 2 mol sub/mol enz/ min and 6 × 104 mol sub/mol enz. The space-time yield of the best (two-phase) reactor could thus reach a value as high as 56 g/L/hour. As a demonstration experiment, a 50-g scale resolution of glycidaldehyde 2,2-dimethyltrimethylene acetal was performed.

Synthesis of phosphono analogues of dihydroxyacetone phosphate and glyceraldehyde 3-phosphate

The present paper describes the synthetic routes of six phosphono analogues of dihydroxyacetone phosphate and five phosphono analogues of glyceraldehyde 3-phosphate through α-, β- and γ-hydroxyphosphonate esters precursors containing a protected carbonyl