96503-30-9

Basic information

• Product Name: (R)-2-HYDROXY-PROPIONALDEHYDE DIMETHOXYACETAL
• Synonyms: (R)-2-HYDROXY-PROPIONALDEHYDE DIMETHOXYACETAL;(R)-1,1-Dimethoxy-2-propanol >=99.0% (sum of enantiomers, GC);(R)-1,1-Dimethoxy-2-propanol;(2R)-1,1-dimethoxypropan-2-ol
• CAS NO: 96503-30-9
• Molecular Formula: C₅H₁₂O₃
• Molecular Weight: 120.15
• Mol File: 96503-30-9.mol
• Article Data: 3

Chemical Properties

• Flash Point: 50℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-2-HYDROXY-PROPIONALDEHYDE DIMETHOXYACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-HYDROXY-PROPIONALDEHYDE DIMETHOXYACETAL(96503-30-9)
• EPA Substance Registry System: (R)-2-HYDROXY-PROPIONALDEHYDE DIMETHOXYACETAL(96503-30-9)

Safety Data

• RIDADR: UN 1993C 3 / PGIII
• Hazardous Substances Data: 96503-30-9(Hazardous Substances Data)

Usage

General Description

(R)-2-Hydroxy-propionaldehyde dimethoxyacetal is an organic compound that is used in the fragrance industry as a synthetic aroma chemical. It is a colorless liquid with a sweet, floral odor. This chemical is commonly used as a fragrance ingredient in personal care products, such as perfumes, soaps, and lotions. It is also used in various household products, such as air fresheners and fabric softeners. (R)-2-Hydroxy-propionaldehyde dimethoxyacetal is considered to be a safe ingredient when used in accordance with regulations and industry standards.

Upstream product

• 6342-56-9 Pyruvic aldehyde dimethyl acetal 
• 6175-45-7 2,2-diethoxyacetophenone 
• 13031-04-4 ketopantolactone 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 617-35-6 2-oxo-propionic acid ethyl ester 

Downstream Products

• 598-35-6 L-lactaldehyde 

Relevant articles and documents

Heterogeneous enantioselective hydrogenation in a continuousflow fixed-bed reactor system: Hydrogenation of activated ketones and their binary mixtures on pt-alumina-cinchona alkaloid catalysts

Under the experimental conditions of the Orito reaction the individual hydrogenation and the competitive hydrogenations of three binary mixtures of methyl benzoylformate (MBF), pyruvic aldehyde dimethyl acetal (PA) and 2,2-diethoxyacetophenone (DAP) on platinum-alumina catalysts modified by cinchonidine, cinchonine, quinine and quinidine (Pt-CD, Pt-CN, Pt-QN, Pt-QD) were studied for the first time using continuous-flow fixed-bed reactor system. Conversions of chiral (Cc) and racemic (Cr) hydrogenations of all three compounds and enantioselectivities (ee) were determined under the same experimental conditions (under 4 MPa H2 pressure, at room temperature using toluene/AcOH 9/1 as solvent).The order of the rates of the enantioselective hydrogenations of the three substrates studied is MBF > PA > DAP, and the order of their ee values is MBF ? PA > DAP. The hydrogenation rate and the effect of rate on ee depend on the structure of the cinchona used: hydrogenation of MBF and PA may produce ee values over 90 %, however, the ee values were conspicuously low in the presence of Pt-QN and especially of Pt-QD catalysts. In the chiral hydrogenation of DAP considering racemic hydrogenation rate decrease (Cc/Cr 1) takes place instead of rate enhancement over all four catalysts. The new experimental data supported the so far known fundamental rules of the Orito reaction based on batch studies. Springer Science+Business Media, LLC 2012.

The first case of competitive heterogeneously catalyzed hydrogenation using continuous-flow fixed-bed reactor system: Hydrogenation of binary mixtures of activated ketones on Pt-alumina and on Pt-alumina-cinchonidine catalysts

Under the experimental conditions of the Orito reaction the competitive hydrogenations of four binary mixtures of ethyl pyruvate (EP), methyl benzoylformate (MBF), pyruvic aldehyde dimethyl acetal (PA) and 2,2-diethoxyacetophenone (DAP) on unmodified Pt/Al2O3 (racemic hydrogenation) and catalyst modified by cinchonidine (chiral hydrogenation) were studied using continuous-flow fixed-bed reactor system (CFBR). Conversions of chiral and racemic hydrogenations were determined under 4 MPa H2 pressure, at 293 K using toluene/acetic acid 9/1 as solvent. In the competitive chiral hydrogenation of MBF + EP and DAP + PA binary mixtures (S1 + S2) a new phenomenon was observed: namely the EP and PA are hydrogenated faster than MBF and DAP, whereas in racemic one the MBF and DAP are hydrogenated faster than the former ketones. The phenomenon verified for the first time in CFBR is dependent on the adsorption mode of the surface complexes of various compositions (S1-Pt, S2-Pt, S1-CD-Pt, S2-CD-Pt, CD = cinchonidine). In the chiral hydrogenation of DAP a rate decrease, i.e., "ligand deceleration" was observed instead of rate enhancement. Graphical Abstract: [Figure not available: see fulltext.]