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22094-23-1

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22094-23-1 Usage

Definition

ChEBI: An aldehyde that is propanal substituted by an acetoxy group at position 2.

Check Digit Verification of cas no

The CAS Registry Mumber 22094-23-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,0,9 and 4 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 22094-23:
(7*2)+(6*2)+(5*0)+(4*9)+(3*4)+(2*2)+(1*3)=81
81 % 10 = 1
So 22094-23-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O3/c1-4(3-6)8-5(2)7/h3-4H,1-2H3

22094-23-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-acetoxypropanal

1.2 Other means of identification

Product number -
Other names 2-Acetoxy-propionaldehyd

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22094-23-1 SDS

22094-23-1Relevant academic research and scientific papers

Regioselective hydroformylation of vinyl esters catalyzed by Rh(acac)(CO)2 with simple and efficient diphosphinite ligands

Khan, Shoeb R.,Bhanage, Bhalchandra M.

, p. 109 - 112 (2014)

Simple and efficient diphosphinite ligands were evaluated in rhodium catalyzed hydroformylation of vinyl acetate. The effect of various reaction variables like temperature, pressure, substrate/Rh ratio, P/Rh ratio, solvents, time and different types of phosphorous ligands were studied. The diphosphinite ligand exhibited a considerable impact on the hydroformylation of vinyl esters and provided good turnover number (up to 10,000) with excellent regioselectivity (99%) to branched aldehyde. Wide range of vinyl esters including long chain aliphatic vinyl esters (up to C18) were well tolerated to provide good to excellent yield of desired product.

Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

Dabbawala, Aasif A.,Bajaj, Hari C.,Rao, Ganga V.S.,Abdi, Sayed H.R.

, p. 185 - 193 (2012)

The hydroformylation of vinyl acetate was carried out using rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands. All the naphthyl-based ligands favored the formation of desire branched aldehyde. High turnover frequency with excellent regioselectivity to branched aldehyde and high selectivity to aldehyde were observed with bulky phosphite ligands. The effect of partial pressure of CO and H2, concentration of vinyl acetate, stirring rate and solvents on the hydroformylation of vinyl acetate catalyzed by Rh/bulky phosphite were examined precisely in order to improve the catalytic activity and selectivity. In contrast to conventional organic solvents, the significant influence on the activity and selectivity was observed in organic carbonates ('green' solvent) particularly in propylene carbonate (PC). The PC/catalyst system could be recycled without significant loss of activity and selectivity.

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof, and vinyl acetate hydroformylation method

-

Paragraph 0103-0120, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application thereof, and avinyl acetate hydroformylation method. The phosphine ligand compound has a structure shown as a formula (1); wherein A is selected from a substituted or unsubstituted C1-C20 alkylene group; B1 and B2are each independently selected from a substituted or unsubstituted biphenyl group; substituent groups optionally existing in A, B1 and B2 are respectively and independently selected from at least oneof C1-C20 alkyl, halogen, C1-C10 alkoxyl, hydroxyl, carboxyl and aldehyde group; and the provided phosphine ligand compound can effectively improve the conversion rate of vinyl acetate and the selectivity of 2-acetoxy propionaldehyde.

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof and vinyl acetate hydroformylation method (by machine translation)

-

Paragraph 0106-0127, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application of the phosphine ligand compound and vinyl acetate hydroformylation. The phosphine ligand compound has the structure shown in the formula (1); and A and B1 And B2 C is each independently selected from substituted or unsubstituted C1 - C20 Alkylene; and A, B1 And B2 The optionally present substituents are each independently selected from C. 1 - C20 Alkyl, halogen and C1 - C10 The phosphorus ligand compound provided by the invention can effectively improve the vinyl acetate conversion rate and 2 - acetoxy propionaldehyde selectivity. (by machine translation)

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof, and vinyl acetate hydroformylation method

-

Paragraph 0116-0117; 0132-0133; 0137, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application thereof, and avinyl acetate hydroformylation method. The phosphine ligand compound has a structure shown as a formula (1); wherein A is selected from substituted or unsubstituted phenyl and substituted or unsubstituted biphenyl; B1 and B2 are each independently selected from a substituted or unsubstituted biphenyl group; substituent groups optionally existing in A, B1 and B2 are respectively and independently selected from at least one of C1-C20 alkyl, halogen, C1-C10 alkoxyl, hydroxyl, carboxyl and aldehyde group; and the provided phosphine ligand compound can effectively improve the conversion rate of vinyl acetate and the selectivity of 2-acetoxy propionaldehyde.

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof and vinyl acetate hydroformylation method (by machine translation)

-

Paragraph 0094-0095; 0106-0107; 0111, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application of the phosphine ligand compound and vinyl acetate hydroformylation. The phosphine ligand compound has the structure shown in the formula (1); wherein A is selected from substituted or unsubstituted phenyl; B1 And B2 C is each independently selected from substituted or unsubstituted C1 - C20 Alkylene; A, B1 And B2 The optionally present substituents are each independently selected from C. 1 - C20 Alkyl, halogen and C1 - C10 The phosphorus ligand compound provided by the invention can effectively improve the vinyl acetate conversion rate and 2 - acetoxy propionaldehyde selectivity. (by machine translation)

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof and vinyl acetate hydroformylation method (by machine translation)

-

Paragraph 0112-0117, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application of the phosphine ligand compound and vinyl acetate hydroformylation. The phosphine ligand compound has the structure shown in formula (1); wherein A is selected from substituted or unsubstituted phenyl; R1 , R2 , R3 And R4 C is each independently selected from substituted or unsubstituted C1 - C20 Alkyl, substituted or unsubstituted phenyl; A, R1 , R2 , R3 And R4 The optionally present substituents are each independently selected from C. 1 - C20 Alkyl, halogen and C1 - C10 The phosphorus ligand compound provided by the invention can effectively improve the vinyl acetate conversion rate and 2 - acetoxy propionaldehyde selectivity. (by machine translation)

Tetradentate phosphine ligand and preparation method thereof, hydroformylation catalyst and reaction method, and preparation method of 1, 3-propylene glycol

-

Paragraph 0070-0073; 0081-0092, (2020/08/25)

The invention provides a tetradentate phosphine ligand, a preparation method of the tetradentate phosphine ligand, a hydroformylation catalyst, a reaction method of the hydroformylation catalyst and apreparation method of 1, 3-propylene glycol, and belongs to the technical field of compound materials. The general formula of the tetradentate phosphine ligand is shown in the specification, whereinR1 is hydrogen or halogen, R2 is a nitrogen-containing heterocyclic ring or a complex of the tetradentate phosphine ligand and a rhodium complex, can be used for carrying out a hydroformylation catalytic reaction, and can be used for preparing 1, 3-propylene glycol.

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof, and vinyl acetate hydroformylation method

-

Paragraph 0106-0124, (2020/07/13)

The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application thereof, and avinyl acetate hydroformylation method. The phosphine ligand compound has a structure shown as a formula (1); wherein A is selected from substituted or unsubstituted biphenyl; B1 and B2 are each independently selected from substituted or unsubstituted C1-C20 alkylene groups; substituent groups optionally existing in A, B1 and B2 are respectively and independently selected from at least one of C1-C20 alkyl, halogen, C1-C10 alkoxyl, hydroxyl, carboxyl and aldehyde group; and the provided phosphine ligand compound can effectively improve the conversion rate of vinyl acetate and the selectivity of2-acetoxy propionaldehyde.

Synthesis, Structural Characterization, and Hydroformylation Activity of Rhodium(I) Complexes with a Polar Phosphinoferrocene Sulfonate Ligand

Zábransky, Martin,Císa?ová, Ivana,Trzeciak, Anna M.,Alsalahi, Waleed,?těpni?ka, Petr

, p. 479 - 488 (2019/01/14)

1′-(Diphenylphosphino)ferrocene-1-sulfonic acid (HL), isolated from the salt (Et3NH)L on an ion exchanger, reacts with Rh(I) complexes [Rh(acac)(CO)(PR3)] (acac = acetylacetonato-κ2O,O′) to give complexes of the type [Rh(CO)(PR3)(Ph2PfcSO3-κ2O,P)] (1a-d; R = Ph (a), Cy (b), 2-furyl (c), and OMe (d); fc = ferrocene-1,1′-diyl). In an analogous reaction with [Rh(acac)(nbd)] (nbd = n 2: n 2-norbornadiene), HL produces [Rh(nbd)(Ph2PfcSO3-κ2O,P)] (2). Adding (Et3NH)L (2 equiv per Rh) to [Rh(μ-Cl)(CO)2]2 and [Rh(acac)(CO)2] gives rise to the cationic complexes trans-(Et3NH)2[RhCl(CO)(Ph2PfcSO3-κP)2] (3) and (Et3NH)[Rh(CO)(Ph2PfcSO3-κ2O,P)(Ph2PfcSO3-κP)] (4), respectively. In complex 4, resulting from the simultaneous substitution of a CO ligand and acid-base replacement of the acac ligand, the P-monodentate and O,P-chelating phosphinoferrocene sulfonate ligands rapidly interconvert (in a solution). All compounds were characterized by spectroscopic methods and by elemental analysis, and the crystal structures of 1a·Me2CO, solvated 1b, 2, and 4·H2O were determined. Furthermore, the catalytic activity of all Rh(I) complexes was assessed in hydroformylation of vinyl acetate under solvent-free conditions at 80 °C and at 20 bar of synthesis gas (H2/CO = 1:1). High conversion with good selectivity to iso-aldehyde was observed for 1a·1/2H2O and 4·1/2H2O. When applied to "on-water" hydroformylation of 1-hexene (80 °C/10 bar), the complexes mainly promoted 1-hexene isomerization to 2-hexene. However, two of them, 1a·1/2H2O and 1c, exhibited reasonable selectivity to aldehydes and preferentially produced the linear product (n/iso ratios up to 3).

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