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2568-25-4

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2568-25-4 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 2568-25-4 differently. You can refer to the following data:
1. Clear colorless to yellowish oily liquid
2. A colorless liquid with a very mild almond-like odor

Occurrence

Reported found in port wine.

Uses

Benzaldehyde Propylene Glycol Acetal, is a building block used in various chemical synthesis.

Preparation

By condensation of benzaldehyde with propylene glycol. The reaction water is removed by azeotropic distillation (Arctander, 1960).

General Description

The product is an isomeric mixture of benzaldehyde propylene glycol acetal (Benzaldehyde PG acetal). It can be prepared from benzaldehyde and propylene glycol, via condensation reaction. Specific gravity of benzaldehyde PG acetal is 1.068 – 1.073 at 20°C. It has been identified as one of the volatile compound present in the artificial caramel and chocolate samples by non-equilibrated solid-phase microextraction/gas chromatography/mass spectrometry.

Check Digit Verification of cas no

The CAS Registry Mumber 2568-25-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,6 and 8 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2568-25:
(6*2)+(5*5)+(4*6)+(3*8)+(2*2)+(1*5)=94
94 % 10 = 4
So 2568-25-4 is a valid CAS Registry Number.

2568-25-4 Well-known Company Product Price

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  • USP

  • (1050949)  Benzaldehyde propylene glycol acetal  United States Pharmacopeia (USP) Reference Standard

  • 2568-25-4

  • 1050949-5X0.5ML

  • 4,647.24CNY

  • Detail

2568-25-4Synthetic route

propylene glycol
57-55-6

propylene glycol

benzaldehyde
100-52-7

benzaldehyde

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With cyclohexane at 105℃; for 1h; Dean-Stark;99.7%
With phosphorus modified SO4(2-)/TiO2 In cyclohexane for 2h; Dean-Stark; Reflux;98%
With poly(styren-co-3-(1-vinyllimidazolium-3-yl)propane-1-sulfonate)-acid at 110℃; for 1.5h; Reagent/catalyst;96.2%
1,3:4,6-di-O-benzylidene-D-mannitol
28224-73-9

1,3:4,6-di-O-benzylidene-D-mannitol

A

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

B

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With propylene glycol; toluene-4-sulfonic acid In dichloromethane for 1h;A n/a
B 99%
benzaldehyde
100-52-7

benzaldehyde

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In propylene glycol at 20℃; for 12h; Inert atmosphere;9%
propylene glycol
57-55-6

propylene glycol

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With 5-sulfosalicylic Acid
benzaldehyde
100-52-7

benzaldehyde

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With tin(IV) chloride Anschliessend Behandeln mit (+/-)-1,2-Epoxy-propan.;
benzaldehyde
100-52-7

benzaldehyde

methyloxirane
75-56-9, 16033-71-9

methyloxirane

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With N-(4-methyoxybenzyl)-2-cyanopyridinium hexafluoroantimonate for 0.5h; Ambient temperature;100 % Spectr.
propylene glycol
57-55-6

propylene glycol

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With iodine In acetonitrile for 6h; Heating;14 % Spectr.
propylene glycol
57-55-6

propylene glycol

benzyl alcohol
100-51-6

benzyl alcohol

A

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate In neat (no solvent) at 150℃; under 3000.3 Torr; Catalytic behavior; Solvent;
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl benzylidenecyanoacetate
3695-84-9, 14533-85-8, 14533-86-9

methyl benzylidenecyanoacetate

Conditions
ConditionsYield
With sulfuric acid; ethylenediamine at 80℃; for 12h;85.5%
indole
120-72-9

indole

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

3,3'-bis-indolyl(phenyl)methane
35173-74-1

3,3'-bis-indolyl(phenyl)methane

Conditions
ConditionsYield
With molecular iodine-loaded Cu4I4-MOF In neat (no solvent) at 20℃; for 10h; Friedel-Crafts Alkylation;85%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

2-benzoyloxy-1-bromopropane
6065-70-9

2-benzoyloxy-1-bromopropane

Conditions
ConditionsYield
With N-Bromosuccinimide82%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

acetophenone
98-86-2

acetophenone

3-(2-hydroxy-1-methyl-ethoxy)-1,3-diphenyl-propan-1-one

3-(2-hydroxy-1-methyl-ethoxy)-1,3-diphenyl-propan-1-one

Conditions
ConditionsYield
Stage #1: acetophenone With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.5h;
Stage #2: 4-methyl-2-phenyl-1,3-dioxolane In dichloromethane at -78℃; for 0.5h;
78%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

aniline
62-53-3

aniline

2-anilino-2-phenylacetonitrile
4553-59-7

2-anilino-2-phenylacetonitrile

Conditions
ConditionsYield
With hafnium tetrachloride In acetonitrile at 20℃; for 0.5h; Strecker Aminoacid Synthesis; Inert atmosphere;76%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

aniline
62-53-3

aniline

N-Benzylaniline
758640-21-0

N-Benzylaniline

Conditions
ConditionsYield
With triethylsilane; iodine In acetonitrile at 20℃; for 11h; Inert atmosphere; chemoselective reaction;74%
methanol
67-56-1

methanol

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

2-methoxy-2-phenyl-4-methyl-1,3-dioxolane

2-methoxy-2-phenyl-4-methyl-1,3-dioxolane

Conditions
ConditionsYield
With palladium 10% on activated carbon; oxygen; N-ethyl-N,N-diisopropylamine at 80℃; for 24h;70%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

triphenylphosphine hydrobromide
6399-81-1

triphenylphosphine hydrobromide

A

(2-hydroxypropyl)triphenylphosphonium bromide
3020-30-2

(2-hydroxypropyl)triphenylphosphonium bromide

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
In dichloromethane at 50℃; for 0.0833333h; Microwave irradiation; Sealed tube;A 69%
B n/a
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

2-(benzoyloxy)propanoic acid
60011-15-6

2-(benzoyloxy)propanoic acid

Conditions
ConditionsYield
With sodium periodate; ruthenium (III) chloride trihydrate In tetrachloromethane; water; acetonitrile at 20℃; for 2h; regioselective reaction;68%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

phenylacetylene
536-74-3

phenylacetylene

aniline
62-53-3

aniline

2,4-diphenylquinoline
1039-51-6

2,4-diphenylquinoline

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 82℃; for 8h; regioselective reaction;61%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

2,4,6-tris-(4-trifluoromethylphenyl)boroxine
128796-45-2

2,4,6-tris-(4-trifluoromethylphenyl)boroxine

C17H17F3O2

C17H17F3O2

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); C46H67P In toluene at 85℃; for 16h; Suzuki Coupling;60%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

2-oxopropyl benzoate
6656-60-6

2-oxopropyl benzoate

B

1-hydroxyprop-2-yl benzoate
51591-52-7

1-hydroxyprop-2-yl benzoate

C

2-hydroxypropyl benzoate
37086-84-3

2-hydroxypropyl benzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium carbonate; 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one In benzene at 20℃; for 36h;A 2%
B 54%
C 39%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

dibenzylamine
103-49-1

dibenzylamine

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

α-[(4-methylphenyl)ethynyl]-N,N-bis(phenylmethyl)benzenemethanamine

α-[(4-methylphenyl)ethynyl]-N,N-bis(phenylmethyl)benzenemethanamine

Conditions
ConditionsYield
With indium(III) chloride In toluene Inert atmosphere; Reflux;50%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

1-hydroxyprop-2-yl benzoate
51591-52-7

1-hydroxyprop-2-yl benzoate

B

2-hydroxypropyl benzoate
37086-84-3

2-hydroxypropyl benzoate

Conditions
ConditionsYield
With palladium 10% on activated carbon; oxygen In ethylene glycol at 80℃; for 6h; chemoselective reaction;A 41%
B 49%
With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 4h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With water; Iodine monochloride for 0.0833333h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

dibenzylamine
103-49-1

dibenzylamine

N,N-dibenzyl-3-(4-fluorophenyl)-1-phenylprop-2-yn-1-amine

N,N-dibenzyl-3-(4-fluorophenyl)-1-phenylprop-2-yn-1-amine

Conditions
ConditionsYield
With indium(III) chloride In toluene Inert atmosphere; Reflux;47%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

phenylacetylene
536-74-3

phenylacetylene

dibenzylamine
103-49-1

dibenzylamine

dibenzyl-(1,3-diphenyl-2-propynyl)amine

dibenzyl-(1,3-diphenyl-2-propynyl)amine

Conditions
ConditionsYield
With indium(III) chloride In toluene Inert atmosphere; Reflux;46%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

chloroform
67-66-3

chloroform

C11H12Cl2O2

C11H12Cl2O2

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 0℃; Green chemistry;45%
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

benzyloxy-2-propanol
13807-91-5

benzyloxy-2-propanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether at 30℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With diisobutylaluminium hydride In toluene for 5h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether at 30℃; for 12h; Yield given. Yields of byproduct given;
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

1-chloro-2-benzoyloxypropane
36220-92-5

1-chloro-2-benzoyloxypropane

B

1-hydroxyprop-2-yl benzoate
51591-52-7

1-hydroxyprop-2-yl benzoate

C

2-chloropropyl benzoate
7022-98-2

2-chloropropyl benzoate

D

2-hydroxypropyl benzoate
37086-84-3

2-hydroxypropyl benzoate

Conditions
ConditionsYield
With Iodine monochloride; sodium thiosulfate 1.) 1 h, room temperature; Yield given. Multistep reaction. Yields of byproduct given;
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

1-chloro-2-benzoyloxypropane
36220-92-5

1-chloro-2-benzoyloxypropane

B

2-chloropropyl benzoate
7022-98-2

2-chloropropyl benzoate

Conditions
ConditionsYield
With Iodine monochloride In chloroform for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With 2,2'-azobis(isobutyronitrile); chloroform In benzene for 5h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

benzyloxy-2-propanol
13807-91-5

benzyloxy-2-propanol

C

toluene
108-88-3

toluene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; cyclopentadienyl titanium(IV) trichloride In diethyl ether for 12h; Heating; Title compound not separated from byproducts;A 5 % Spectr.
B 41 % Spectr.
C 53 % Spectr.
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

Benzoesaeure-(2-brom-propylester)
6065-71-0

Benzoesaeure-(2-brom-propylester)

B

2-benzoyloxy-1-bromopropane
6065-70-9

2-benzoyloxy-1-bromopropane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); Bromoform In benzene for 5h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

A

3-benzyloxypropan-1-ol
4799-68-2

3-benzyloxypropan-1-ol

B

benzyloxy-2-propanol
13807-91-5

benzyloxy-2-propanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether at 30℃; for 12h; Reduction;

2568-25-4Relevant articles and documents

One-step preparation of flower-like poly(styrene-co-zwitterionic ionic liquid) microspheres with hierarchical structures for supported acidic heterogeneous catalysts

Mao, Hui,Song, Yang,Qian, Dongmei,Liu, Daliang,Wu, Shuyao,Zhang, Yu,Hisaeda, Yoshio,Song, Xi-Ming

, p. 91654 - 91664 (2015)

By using a one-step copolymerization of styrene (St) and 3-(1-vinyllimidazolium-3-yl)propane-1-sulfonate (VIPS), a kind of poly(St-co-VIPS) microsphere, with a hierarchical structure composed of nanospheres or nanoparticles with diameters in the range of 70-90 nm arranged on its surface and that look like a flower, has been simply prepared in the presence of polyvinyl pyrrolidone (PVP) in an aqueous alcohol system. A formation mechanism of the flower-like poly(St-co-VIPS) microspheres is proposed by investigating the influence of reaction conditions on its morphologies and observing its growth process with time. Because of the existence of zwitterionic liquid functional groups, flower-like poly(St-co-VIPS)-acid microspheres, a novel kind of heterogeneous catalyst, were successfully prepared by immobilizing heteropoly acids and H2SO4 on the flower-like poly(St-co-VIPS) microspheres, and the heterogeneous catalysts showed better catalytic activities for esterifications, acetalizations and transesterifications than with H2SO4 as the catalyst. Especially, the heterogeneous catalysts presented excellent catalytic efficiency for the acetalization of benzaldehyde and 1,2-propanediol, which could successfully reach 96.2%. Furthermore, the crosslinked flower-like poly(DVB-co-VIPS)-H2SO4 microspheres prepared under the same conditions where only St was replaced by divinyl benzene (DVB) have better reusability than that of the flower-like poly(St-co-VIPS)-H2SO4 with poor solvent resistance, and could be reused four times without significant loss of the catalytic activity, indicating that they could act as excellent recyclable heterogeneous catalysts for the synthesis of acetals and have potential application in industry.

Soluble/MOF-Supported Palladium Single Atoms Catalyze the Ligand-, Additive-, and Solvent-Free Aerobic Oxidation of Benzyl Alcohols to Benzoic Acids

Tiburcio, Estefanía,Greco, Rossella,Mon, Marta,Ballesteros-Soberanas, Jordi,Ferrando-Soria, Jesús,López-Haro, Miguel,Hernández-Garrido, Juan Carlos,Oliver-Meseguer, Judit,Marini, Carlo,Boronat, Mercedes,Armentano, Donatella,Leyva-Pérez, Antonio,Pardo, Emilio

supporting information, p. 2581 - 2592 (2021/02/16)

Metal single-atom catalysts (SACs) promise great rewards in terms of metal atom efficiency. However, the requirement of particular conditions and supports for their synthesis, together with the need of solvents and additives for catalytic implementation, often precludes their use under industrially viable conditions. Here, we show that palladium single atoms are spontaneously formed after dissolving tiny amounts of palladium salts in neat benzyl alcohols, to catalyze their direct aerobic oxidation to benzoic acids without ligands, additives, or solvents. With this result in hand, the gram-scale preparation and stabilization of Pd SACs within the functional channels of a novel methyl-cysteine-based metal-organic framework (MOF) was accomplished, to give a robust and crystalline solid catalyst fully characterized with the help of single-crystal X-ray diffraction (SCXRD). These results illustrate the advantages of metal speciation in ligand-free homogeneous organic reactions and the translation into solid catalysts for potential industrial implementation.

Method for improving activity of propylene epoxide catalyst and co-producing ketal (acetal)

-

Paragraph 0020; 0037; 0038; 0039, (2019/01/17)

The invention provides a method for synthesizing propylene epoxide and co-producing ketal (acetal) by taking a by-product PG as a raw material in propylene epoxidation in the presence of heteropoly acid as a catalyst. Negative effects of alcohol substances to the activity of the catalyst in epoxidation reaction are eliminated, the activity of the catalyst is improved, the catalyst is used stably,meanwhile, downstream application of the by-product PG is expanded, and a preparation method for ketal (acetal) is provided. The method has the advantages of gentle reaction conditions, good catalyzing stability, good catalyst using effect, and resource utilization of the by-product.

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