Product Name

  • Name

    Benzaldehyde propylene glycol acetal

  • EINECS 219-906-4
  • CAS No. 2568-25-4
  • Article Data38
  • CAS DataBase
  • Density 1.059 g/cm3
  • Solubility
  • Melting Point
  • Formula C10H12O2
  • Boiling Point 242.4 °C at 760 mmHg
  • Molecular Weight 164.204
  • Flash Point 101.7 °C
  • Transport Information
  • Appearance Clear colorless to yellowish oily liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2568-25-4 (Benzaldehyde propylene glycol acetal)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Phenyl-4-methyl-1,3-dioxolane;4-Methyl-2-phenyl-1,3-dioxolane;
  • PSA 18.46000
  • LogP 2.12050

Synthetic 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;

Benzaldehyde propylene glycol acetal Chemical Properties

IUPAC Name: 1,3-Dioxolane, 4-methyl-2-phenyl-
The MF of 1,3-Dioxolane, 4-methyl-2-phenyl- (2568-25-4) is C10H12O2.

                                
The MW of 1,3-Dioxolane, 4-methyl-2-phenyl- (2568-25-4) is 164.2.
Synonyms of 1,3-Dioxolane, 4-methyl-2-phenyl- (2568-25-4): 4-Methyl-2-phenyl-1,3-dioxolane ; 4-Methyl-2-phenyl-m-dioxolane ; Benzaldehyde propylene glycol acetal
Product Categories: Dioxanes & Dioxolanes;Dioxolanes;aldehyde Flavor 
Form: Clear colorless to yellowish oily liquid
Index of Refraction: 1.508 
EINECS: 219-906-4
Density: 1.059 g/ml 
Flash Point: 101.7 °C
Boiling Point: 242.4 °C
FEMA: 2130

Benzaldehyde propylene glycol acetal Uses

   1,3-Dioxolane, 4-methyl-2-phenyl- (2568-25-4) is used as a temporary food permit the use of spices.

Benzaldehyde propylene glycol acetal Toxicity Data With Reference

1.    

orl-rat LD50:3 g/kg

    FCTOD7    Food and Chemical Toxicology. 30 (1992),9S.
2.    

skn-rbt LD50:>5 g/kg

    FCTOD7    Food and Chemical Toxicology. 30 (1992),9S.

Benzaldehyde propylene glycol acetal Consensus Reports

Reported in EPA TSCA Inventory.

Benzaldehyde propylene glycol acetal Safety Profile

Moderately toxic by ingestion. Low toxicity by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety information of 1,3-Dioxolane, 4-methyl-2-phenyl- (2568-25-4):
Hazard Codes  Xi
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36  Wear suitable protective clothing
WGK Germany  2
RTECS  JI3870000

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