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1,3-Dioxolane is a cyclic acetal that can be selectively methoxylated at the acetal carbon in indirect electrochemical reactions using redox catalysts, as demonstrated by its reactivity in the presence of tris(2,4-dibromophenyl)amine. It also serves as a protective group for carbonyl functionalities in N-substituted 4-piperidones during dehydrogenation reactions, though its behavior varies depending on the substituents. Additionally, 1,3-dioxolane is a valuable product of glycerol acetalization under solvent-free conditions, where anchored silicotungstate catalysts enhance selectivity and efficiency, making it a sustainable route for glycerol valorization.

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  • 646-06-0 Structure
  • Basic information

    1. Product Name: 1,3-Dioxolane
    2. Synonyms: 1,3-Dioxolan;1,3-Dioxole, dihydro-;1,3-dioxole,dihydro-;1,3-dixolane;dihydro-1,3-dioxole;dihydro-3-dioxole;Dioxolan;dioxolane(non-specificname)
    3. CAS NO:646-06-0
    4. Molecular Formula: C3H6O2
    5. Molecular Weight: 74.08
    6. EINECS: 211-463-5
    7. Product Categories: Dioxanes & Dioxolanes;Dioxolanes;Intermediates & Fine Chemicals;Pharmaceuticals;Alternative Energy;Anhydrous Solvents;Electrolytes;Materials Science;Organic Solvents;Solvent Bottles;Solvent by Application;Solvent Packaging Options;Solvents;Sure/Seal Bottles;ACS and Reagent Grade Solvents;Amber Glass Bottles;ReagentPlus;ReagentPlus Solvent Grade Products
    8. Mol File: 646-06-0.mol
  • Chemical Properties

    1. Melting Point: −95 °C(lit.)
    2. Boiling Point: 74-75 °F(lit.)
    3. Flash Point: 35 °F
    4. Appearance: White to off-white/Liquid
    5. Density: 1.06 g/mL at 25 °C(lit.)
    6. Vapor Density: 2.6 (vs air)
    7. Vapor Pressure: 70 mm Hg ( 20 °C)
    8. Refractive Index: n20/D 1.401(lit.)
    9. Storage Temp.: Refrigerator
    10. Solubility: 1000g/l soluble
    11. Explosive Limit: 2.1-20.5%(V)
    12. Water Solubility: SOLUBLE
    13. Stability: Below 4°C
    14. BRN: 102453
    15. CAS DataBase Reference: 1,3-Dioxolane(CAS DataBase Reference)
    16. NIST Chemistry Reference: 1,3-Dioxolane(646-06-0)
    17. EPA Substance Registry System: 1,3-Dioxolane(646-06-0)
  • Safety Data

    1. Hazard Codes: F
    2. Statements: 11
    3. Safety Statements: 16
    4. RIDADR: UN 1166 3/PG 2
    5. WGK Germany: 1
    6. RTECS: JH6760000
    7. TSCA: Yes
    8. HazardClass: 3
    9. PackingGroup: II
    10. Hazardous Substances Data: 646-06-0(Hazardous Substances Data)

646-06-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 646-06-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 6 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 646-06:
(5*6)+(4*4)+(3*6)+(2*0)+(1*6)=70
70 % 10 = 0
So 646-06-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O2/c1-2-5-3-4-1/h1-3H2

646-06-0 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (42897)  1,3-Dioxolane, 99.5%, stab.   

  • 646-06-0

  • 250ml

  • 264.0CNY

  • Detail
  • Alfa Aesar

  • (42897)  1,3-Dioxolane, 99.5%, stab.   

  • 646-06-0

  • 1L

  • 687.0CNY

  • Detail
  • Alfa Aesar

  • (42897)  1,3-Dioxolane, 99.5%, stab.   

  • 646-06-0

  • *4x1L

  • 2433.0CNY

  • Detail
  • Sigma-Aldrich

  • (271020)  1,3-Dioxolane  anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%

  • 646-06-0

  • 271020-100ML

  • 745.29CNY

  • Detail
  • Sigma-Aldrich

  • (271020)  1,3-Dioxolane  anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%

  • 646-06-0

  • 271020-1L

  • 1,537.38CNY

  • Detail
  • Sigma-Aldrich

  • (184497)  1,3-Dioxolane  ReagentPlus®, contains ~75 ppm BHT as inhibitor, 99%

  • 646-06-0

  • 184497-500ML

  • 960.57CNY

  • Detail
  • Sigma-Aldrich

  • (184497)  1,3-Dioxolane  ReagentPlus®, contains ~75 ppm BHT as inhibitor, 99%

  • 646-06-0

  • 184497-1L

  • 1,226.16CNY

  • Detail

646-06-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-dioxolane

1.2 Other means of identification

Product number -
Other names 1,4-dioxolane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Solvents (for cleaning or degreasing)
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:646-06-0 SDS

646-06-0Synthetic route

formaldehyd
50-00-0

formaldehyd

ethanol
64-17-5

ethanol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With C13H22N4O6S2(2+)*2CF3O3S(1-) In water at 130℃; for 2h; Reagent/catalyst;95.4%
formaldehyd
50-00-0

formaldehyd

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
at 60 - 95℃; for 3h; Concentration; Temperature;94.3%
With phosphoric acid
With phosphoric acid; water
ethylene glycol
107-21-1

ethylene glycol

paraformaldehyde

paraformaldehyde

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With sulfur dioxide at 105 - 164℃; for 4h;85%
formaldehyd
50-00-0

formaldehyd

(CH2CH2O2)B(O-n-C4H9)
1124-68-1

(CH2CH2O2)B(O-n-C4H9)

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With zinc(II) chloride at 130 - 150℃;77%
methanol
67-56-1

methanol

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; sodium nitrite at 50℃; for 24h; UV-irradiation;71%
acetaldehyde
75-07-0

acetaldehyde

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
In toluene69%
ethylene glycol
107-21-1

ethylene glycol

polyoxymethylene

polyoxymethylene

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In 1,4-dioxane at 100℃; for 3h; Sealed tube;66%
With iron(III) chloride
With phosphoric acid at 100℃; im Rohr;
With hydrogenchloride at 100℃;
2-ethoxy-1,3-dioxolane
4544-20-1

2-ethoxy-1,3-dioxolane

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

ethanol
64-17-5

ethanol

C

2-ethoxymethoxy-ethanol
4468-92-2

2-ethoxymethoxy-ethanol

Conditions
ConditionsYield
With diisobutylaluminium hydride In hexane at 35 - 40℃;A 45%
B n/a
C 45%
formaldehyd
50-00-0

formaldehyd

C9H19BO3
1309123-32-7

C9H19BO3

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With zinc(II) chloride at 130 - 150℃;31%
Fe(CO)4(COCH2CH2O)

Fe(CO)4(COCH2CH2O)

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

iron
7439-89-6

iron

Conditions
ConditionsYield
With H2 In decalin High Pressure; 71.5 atm H2 at room temp., heated to 200°C and stirred for 24 h; pressure realesed, detn. by GC and GC-MS;A 27%
B n/a
formaldehyd
50-00-0

formaldehyd

(CH2CH2O2)B(O-n-C6H13)
92673-07-9

(CH2CH2O2)B(O-n-C6H13)

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With zinc(II) chloride at 130 - 150℃;27%
formaldehyd
50-00-0

formaldehyd

2-(3-methyl-butoxy)-[1,3,2]dioxaborolane
118685-83-9

2-(3-methyl-butoxy)-[1,3,2]dioxaborolane

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With zinc(II) chloride at 130 - 150℃;24%
oxirane
75-21-8

oxirane

formaldehyd
50-00-0

formaldehyd

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With sulfuric acid; water Erhitzen des mit Calciumchlorid versetzten Reaktionsgemisches mit Aethylenglykol unter Zusatz von wss. Salzsaeure;
With sulfuric acid; water Erhitzen des mit Calciumchlorid versetzten Reaktionsgemisches mit Aethylenglykol unter Zusatz von wss. Salzsaeure;
[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide
20757-83-9

[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With water
2-ethoxy-1,3-dioxolane
4544-20-1

2-ethoxy-1,3-dioxolane

triethylsilane
617-86-7

triethylsilane

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

ethoxytriethylsilane
597-67-1

ethoxytriethylsilane

C

1,2-bis (triethylsilyloxy) ethane
13175-68-3

1,2-bis (triethylsilyloxy) ethane

D

(2-Ethoxymethoxy-ethoxy)-triethyl-silane

(2-Ethoxymethoxy-ethoxy)-triethyl-silane

Conditions
ConditionsYield
With nickel at 65℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given;
1,2-di(1,3-dioxolan-2-yloxy)ethane
4544-19-8

1,2-di(1,3-dioxolan-2-yloxy)ethane

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

2-ethoxy-1,3-dioxolane
4544-20-1

2-ethoxy-1,3-dioxolane

C

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

D

(1,3-dioxolan-2-yloxy)ethanal
85533-22-8

(1,3-dioxolan-2-yloxy)ethanal

E

2-(1,3-dioxolan-2-yloxy)ethyl carbonate
85533-21-7

2-(1,3-dioxolan-2-yloxy)ethyl carbonate

F

formic acid ethyl ester
109-94-4

formic acid ethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide at 130℃; for 0.5h; Product distribution;A 0.01 mol
B 0.08 mol
C 0.08 mol
D 0.02 mol
E 0.009 mol
F 0.01 mol
carbon monoxide
201230-82-2

carbon monoxide

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

propan-1-ol
71-23-8

propan-1-ol

C

ethanol
64-17-5

ethanol

D

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With 2-hydroxypyridin; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 230℃; under 1499480 Torr; for 4.5h; Further byproducts given. Title compound not separated from byproducts;A 2 mmol
B 121 mmol
C 191 mmol
D 1000 mmol
ethylene glycol
107-21-1

ethylene glycol

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

C

2-hydroxymethyl-1,3-dioxolane
5694-68-8

2-hydroxymethyl-1,3-dioxolane

D

formic acid
64-18-6

formic acid

E

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With iron(III)-acetylacetonate; oxygen In water at 150℃; for 100h; Product distribution; other acetloacetonates, also in basic solution;
trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene-1,3-dioxolane

trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene-1,3-dioxolane

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene
36164-98-4

trans-9,10-dihydroxy-9,10-diphenyl-9,10-dihydroanthracene

Conditions
ConditionsYield
at 55℃; under 60 Torr; Thermodynamic data; ΔE(act.), var. temp and pressure;
oxirane
75-21-8

oxirane

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

1,3,5-trioxepane
5981-06-6

1,3,5-trioxepane

C

1,3,5,7-tetraoxacyclononane

1,3,5,7-tetraoxacyclononane

Conditions
ConditionsYield
With boron trifluoride-butyl ether complex In cyclohexane at 70℃; Title compound not separated from byproducts;
With boron trifluoride-butyl ether complex In cyclohexane at 70℃; Kinetics;
With boron trifluoride-butyl ether complex In cyclohexane at 70℃;A n/a
B n/a
C 33 % Chromat.
oxirane
75-21-8

oxirane

formaldehyd
50-00-0

formaldehyd

sulfuric acid
7664-93-9

sulfuric acid

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

formaldehyd
50-00-0

formaldehyd

sulfuric acid
7664-93-9

sulfuric acid

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
at 140℃;
[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide
20757-83-9

[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide

water
7732-18-5

water

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

formaldehyd
50-00-0

formaldehyd

ethylene glycol
107-21-1

ethylene glycol

NaHSO4

NaHSO4

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
at 140℃;
[1,3]Dioxolane; compound with iodine

[1,3]Dioxolane; compound with iodine

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

iodine

iodine

Conditions
ConditionsYield
In n-heptane at 20℃; Equilibrium constant; Thermodynamic data; 1/K=0.85 l/mole ΔH=3.0 kcal/mole;
Fe(CO)4(COCH2CH2O)

Fe(CO)4(COCH2CH2O)

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With CO; H2 In decalin in presence of 34 atm CO;0%
ethylene glycol
107-21-1

ethylene glycol

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

Conditions
ConditionsYield
With H5V2Mo10O40*34H2O In sulfolane Kinetics; Mechanism; Temperature; Time; Inert atmosphere;
carbon dioxide
124-38-9

carbon dioxide

ethylene glycol
107-21-1

ethylene glycol

A

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

B

2,2'-methanediyldioxy-bis-ethanol
2565-36-8

2,2'-methanediyldioxy-bis-ethanol

C

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

Conditions
ConditionsYield
With aluminium(III) triflate; [Ru(1,1,1-tris(diphenylphosphinomethyl)ethane)(trimethylenemethane)]; hydrogen In 1,4-dioxane at 80℃; under 60006 Torr; for 18h; Catalytic behavior; Solvent; Autoclave; Schlenk technique;
carbon dioxide
124-38-9

carbon dioxide

ethylene glycol
107-21-1

ethylene glycol

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Conditions
ConditionsYield
With aluminium(III) triflate; [Ru(1,1,1-tris(diphenylphosphinomethyl)ethane)(trimethylenemethane)]; hydrogen In 1,4-dioxane at 80℃; under 60006 Torr; for 18h; Catalytic behavior; Autoclave; Schlenk technique;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

acetyl chloride
75-36-5

acetyl chloride

1-acetoxy-2-chloromethoxyethane
40510-88-1

1-acetoxy-2-chloromethoxyethane

Conditions
ConditionsYield
With zinc(II) chloride In diethyl ether at 19 - 27℃; for 5.33333h;100%
Stage #1: 1,3-DIOXOLANE With zinc(II) chloride at 20℃; for 0.5h; Inert atmosphere;
Stage #2: acetyl chloride at 20 - 80℃; for 22h; Inert atmosphere;
92%
With zinc(II) chloride83%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Acetyl bromide
506-96-7

Acetyl bromide

2-acetoxyethoxymethyl bromide
81777-40-4

2-acetoxyethoxymethyl bromide

Conditions
ConditionsYield
at 0 - 20℃;100%
for 2h;93%
at 0℃;88%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

acetaldehyde enolate
64723-93-9

acetaldehyde enolate

Conditions
ConditionsYield
With amide at 24.9℃; OH-;100%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(S)-α,α-(2-thiophenylethylamino)(2-chlorophenyl)acetonitrile hydrochloride
216249-59-1

(S)-α,α-(2-thiophenylethylamino)(2-chlorophenyl)acetonitrile hydrochloride

(S)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile
444728-17-0

(S)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile

Conditions
ConditionsYield
at 90℃; for 11h;100%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

homoveratrylamine hydrochloride
635-85-8

homoveratrylamine hydrochloride

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
1745-07-9

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With hydrogenchloride99.8%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one
207983-95-7

(S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one

5,5-ethylenedioxy-4-methyl-3-(p-tolylsulfinyl)-2-pentanone

5,5-ethylenedioxy-4-methyl-3-(p-tolylsulfinyl)-2-pentanone

Conditions
ConditionsYield
With benzophenone for 0.166667h; Addition; Irradiation;99%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolane
56161-51-4

2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolane

Conditions
ConditionsYield
With (Bu4N)2S2O8 at 25℃; for 3h; Inert atmosphere; regioselective reaction;99%
With 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one at 50℃; for 24h;76%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

ethyl 2-diazo-3-oxobutanoate
2009-97-4

ethyl 2-diazo-3-oxobutanoate

ethyl (4Z)-4-methyl-7,8-dihydro-1,3,6-trioxocine-5-carboxylate

ethyl (4Z)-4-methyl-7,8-dihydro-1,3,6-trioxocine-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In benzene at 80℃; for 4h;99%
With dirhodium tetraacetate at 60℃; for 2h; Inert atmosphere;90%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

boron trichloride
10294-34-5

boron trichloride

ClCH2CO(CH2)2OBCl2

ClCH2CO(CH2)2OBCl2

Conditions
ConditionsYield
-80°C;98.8%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(S,E)-3-[(2,4,6-triisopropylphenyl)sulfinyl]-3-pentene-2-one
207983-99-1

(S,E)-3-[(2,4,6-triisopropylphenyl)sulfinyl]-3-pentene-2-one

(3R,4R,RS)-5,5-ethylenedioxy-4-methyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-2-pentanone
220077-33-8

(3R,4R,RS)-5,5-ethylenedioxy-4-methyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-2-pentanone

Conditions
ConditionsYield
With benzophenone for 0.166667h; Addition; Irradiation;98%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

methyl 4,4-ethylenedioxy-3-methyl-butanoate
77878-20-7

methyl 4,4-ethylenedioxy-3-methyl-butanoate

Conditions
ConditionsYield
With (Bu4N)2S2O8 at 25℃; for 15h; Inert atmosphere; regioselective reaction;98%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

2-(1,3-dioxolan-2-yl)butanedioic acid 1,4-dimethyl ester
88820-09-1

2-(1,3-dioxolan-2-yl)butanedioic acid 1,4-dimethyl ester

Conditions
ConditionsYield
With (Bu4N)2S2O8 at 25℃; for 1.5h; Inert atmosphere; regioselective reaction;98%
With 1-hydroxy-pyrrolidine-2,5-dione; dimethylglyoxal at 20℃; for 3h; Irradiation; Sealed tube; Inert atmosphere;96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

1,4-dimethyl but-2-enedioate
23055-10-9

1,4-dimethyl but-2-enedioate

2-(1,3-dioxolan-2-yl)butanedioic acid 1,4-dimethyl ester
88820-09-1

2-(1,3-dioxolan-2-yl)butanedioic acid 1,4-dimethyl ester

Conditions
ConditionsYield
With (Bu4N)2S2O8 at 25℃; for 1.5h; Inert atmosphere; regioselective reaction;98%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

triethylsilane
617-86-7

triethylsilane

1-methoxy-2-(triethylsiloxy)-ethane
73993-16-5

1-methoxy-2-(triethylsiloxy)-ethane

Conditions
ConditionsYield
nickel at 80 - 100℃; for 1h;97%
zinc(II) chloride at 140℃; for 12h;62%
With zinc(II) chloride at 140℃; Product distribution; Rate constant;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

dibenzo-18-crown-6
14187-32-7

dibenzo-18-crown-6

sodium thiocyanide
540-72-7

sodium thiocyanide

C20H24O6*C3H6O2*CNS(1-)*Na(1+)

C20H24O6*C3H6O2*CNS(1-)*Na(1+)

Conditions
ConditionsYield
for 1h; Ambient temperature;97%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

cyclopent-2-enone
930-30-3

cyclopent-2-enone

3-[1,3]Dioxolan-2-yl-cyclopentanone

3-[1,3]Dioxolan-2-yl-cyclopentanone

Conditions
ConditionsYield
With (Bu4N)2S2O8 at 20 - 25℃;97%
With (Bu4N)2S2O8 at 25℃; for 18h; Inert atmosphere; regioselective reaction;97%
With (Bu4N)2S2O8 at 25℃; Yield given;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(S)-2-[(2,4,6-triisopropylphenyl)sulfinyl]-2-cyclopentenone
151951-76-7

(S)-2-[(2,4,6-triisopropylphenyl)sulfinyl]-2-cyclopentenone

(2R,3R,RS)-3-(1,3-dioxolan-2-yl)-2-[(2,4,6-triisopropylphenyl)sulfinyl]-1-cyclopentanone
220077-00-9

(2R,3R,RS)-3-(1,3-dioxolan-2-yl)-2-[(2,4,6-triisopropylphenyl)sulfinyl]-1-cyclopentanone

Conditions
ConditionsYield
With benzophenone for 0.166667h; Addition; Irradiation;97%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(E)-N-(4-bromophenyl)-1-(2,4-dichlorophenyl)methanimine

(E)-N-(4-bromophenyl)-1-(2,4-dichlorophenyl)methanimine

4-bromo-N-((2,4-dichlorophenyl)(1,3-dioxolan-2-yl)methyl)aniline

4-bromo-N-((2,4-dichlorophenyl)(1,3-dioxolan-2-yl)methyl)aniline

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); 2,3,3,4,4,5-hexamethyl-2-hexanethiol at 80℃; for 10h; Sealed tube; Molecular sieve;97%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

dimethyl 2-benzylidenepropanedioate
6626-84-2

dimethyl 2-benzylidenepropanedioate

dimethyl 2-((1,3-dioxolan-2-yl)(phenyl)methyl)malonate

dimethyl 2-((1,3-dioxolan-2-yl)(phenyl)methyl)malonate

Conditions
ConditionsYield
With fac-tris[2-phenylpyridinato-C2,N]iridium(III); (Bu4N)2S2O8 at 30℃; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube; Irradiation;97%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

4'-methylpropiophenone
5337-93-9

4'-methylpropiophenone

piperidine hydrochloride
6091-44-7

piperidine hydrochloride

Tolperisone hydrochloride

Tolperisone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 90℃; for 8h;96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone
99315-76-1

(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-[1,3]dioxolan-2-yl-dihydro-furan-2-one

(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-[1,3]dioxolan-2-yl-dihydro-furan-2-one

Conditions
ConditionsYield
With (Bu4N)2S2O896%
With (Bu4N)2S2O8 at 30℃; for 0.25h;96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

2-[(S)-(4-methylphenyl)sulfinyl]cyclopent-2-en-1-one
79681-26-8

2-[(S)-(4-methylphenyl)sulfinyl]cyclopent-2-en-1-one

(2R*,3R*,RS)-3-(1,3-dioxolan-2-yl)-2-(p-tolylsulfinyl)-1-cyclopentanone

(2R*,3R*,RS)-3-(1,3-dioxolan-2-yl)-2-(p-tolylsulfinyl)-1-cyclopentanone

Conditions
ConditionsYield
With benzophenone for 0.166667h; Addition; Irradiation;96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

dichloro-(2-chloromethoxy-ethoxy)-borane
856611-83-1

dichloro-(2-chloromethoxy-ethoxy)-borane

bis(chloromethoxyethoxy)chloroborane
89582-76-3

bis(chloromethoxyethoxy)chloroborane

Conditions
ConditionsYield
96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

6-chloro-1-[(2'-hydroxyethoxy)methyl]-N-[(phenyl)methyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide
1185869-41-3

6-chloro-1-[(2'-hydroxyethoxy)methyl]-N-[(phenyl)methyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide

Conditions
ConditionsYield
Stage #1: C17H13ClN2O2 With chloro-trimethyl-silane; N,O-Bis(trimethylsilyl)trifluoroacetamide In acetonitrile for 4h; Inert atmosphere; Reflux;
Stage #2: 1,3-DIOXOLANE With chloro-trimethyl-silane; potassium iodide In acetonitrile at 20℃; for 24h;
Stage #3: With water; sodium hydrogencarbonate In acetonitrile
96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

aniline
62-53-3

aniline

ethyl 2-(1,3-dioxolan-2-yl)-2-(phenylamino)acetate

ethyl 2-(1,3-dioxolan-2-yl)-2-(phenylamino)acetate

Conditions
ConditionsYield
Stage #1: 1,3-DIOXOLANE; glyoxylic acid ethyl ester; aniline In toluene at 20℃; for 1h; Sealed tube; Molecular sieve;
Stage #2: With 2,2'-azobis(isobutyronitrile); 2,3,3,4,4,5-hexamethyl-2-hexanethiol In toluene at 80℃; for 12h; Sealed tube; Molecular sieve; regioselective reaction;
96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

4-methoxy-aniline
104-94-9

4-methoxy-aniline

ethyl 2-(1,3-dioxolan-2-yl)-2-((4-methoxyphenyl)amino)acetate

ethyl 2-(1,3-dioxolan-2-yl)-2-((4-methoxyphenyl)amino)acetate

Conditions
ConditionsYield
Stage #1: 1,3-DIOXOLANE; glyoxylic acid ethyl ester; 4-methoxy-aniline In toluene at 20℃; for 1h; Sealed tube; Molecular sieve;
Stage #2: With 2,2'-azobis(isobutyronitrile); 2,3,3,4,4,5-hexamethyl-2-hexanethiol In toluene at 80℃; for 12h; Sealed tube; Molecular sieve;
96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

2,2,2-trifluoro-N-hexylethan-1-imine

2,2,2-trifluoro-N-hexylethan-1-imine

C11H20F3NO2

C11H20F3NO2

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; dimethylglyoxal at 20℃; Molecular sieve; Irradiation; Inert atmosphere;96%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

formic acid-(2-bromo-ethyl ester)
6065-67-4

formic acid-(2-bromo-ethyl ester)

Conditions
ConditionsYield
With Bromoform; (RCO2)2 at 20 - 60℃; for 3h; Irradiation;95%
With 1,4-Dioxane Dibromide In tetrachloromethane at 29.9℃; Rate constant; Thermodynamic data; Mechanism; ΔH(excit.), ΔS(excit.), ΔG(excit.), lg A; further temp., kinetics;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

1-(4-ethylphenyl)-1-propanone
27465-51-6

1-(4-ethylphenyl)-1-propanone

piperidine hydrochloride
6091-44-7

piperidine hydrochloride

eperisone hydrochloride
56839-43-1

eperisone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 90℃; for 6.5h;95%

646-06-0Relevant articles and documents

Comparative Analysis of Electronic States of Saturated Dioxa and Dithia Heterocycles and Their Radical Cations

Momose, Takamasa,Tanimura, Ryuji,Ushida, Kinimori,Shida, Tadamasa

, p. 5582 - 5586 (1987)

ESR spectra of the radical cations of 1,3-dioxa- and 1,3-dithiacyclopentanes and their 2-methylated derivatives were studied both experimentally and theoretically.The orbital interaction analysis based on the localized orbital indicates that the order of the two highest occupied molecular orbitals is reversed between the dioxa and the dithia systems.It is concluded that the reversal is caused by the interaction of the orbital localized on the methylene C-H bonds of carbon atom 2 with the "out of plane" lone-pair MO composed of the lone-pair orbitals on the oxygen and the sulfur atoms.The use of the usual canonical orbital and the internally consistent SCF orbital proposed by Davidson as the base is discussed comparatively.

Biomass alcoholysis method for petroleum-based plastic POM

-

Paragraph 0030-0051, (2021/05/01)

The invention discloses a biomass alcoholysis method for petroleum-based plastic POM. According to the method, simple biomass derivative alcohol and the petroleum-based plastic POM are allowed to generate a cyclic acetal product through dehydration condensation under catalytic conditions; low reaction cost and high added value are realized, and only water is byproduced and is easy to separate; and an obtained product has high added value, can be used for preparing organic solvents such as lignin and chromatographic analysis solvents, metal surface treatment agents or medical intermediates and monomers, realizes green, efficient and low-cost recovery, and has a high practical application value.

Efficient Plastic Waste Recycling to Value-Added Products by Integrated Biomass Processing

Beydoun, Kassem,Klankermayer, Jürgen

, p. 488 - 492 (2020/01/24)

The industrial production of polymeric materials is continuously increasing, but sustainable concepts directing towards a circular economy remain rather elusive. The present investigation focuses on the recycling of polyoxymethylene polymers, facilitated through combined catalytic processing of polymer waste and biomass-derived diols. The integrated concept enables the production of value-added cyclic acetals, which can flexibly function as solvents, fuel additives, pharmaceutical intermediates, and even monomeric materials for polymerization reactions. Based on this approach, an open-loop recycling of these waste materials can be envisaged in which the carbon content of the polymer waste is efficiently utilized as a C1 building block, paving the way to unprecedented possibilities within a circular economy of polyoxymethylene polymers.

Ruthenium-Catalyzed Synthesis of Cyclic and Linear Acetals by the Combined Utilization of CO2, H2, and Biomass Derived Diols

Beydoun, Kassem,Klankermayer, Jürgen

supporting information, p. 11412 - 11415 (2019/07/18)

Herein a transition-metal catalyst system for the selective synthesis of cyclic and linear acetals from the combined utilization of carbon dioxide, molecular hydrogen, and biomass derived diols is presented. Detailed investigations on the substrate scope enabled the selectivity of the reaction to be largely guided and demonstrated the possibility of integrating a broad variety of substrate molecules. This approach allowed a change between the favored formation of cyclic acetals and linear acetals, originating from the bridging of two diols with a carbon-dioxide based methylene unit. This new synthesis option paves the way to novel fuels, solvents, or polymer building blocks, by the recently established “bio-hybrid” approach of integrating renewable energy, carbon dioxide, and biomass in a direct catalytic transformation.

A method for preparing 1, 3 - oxa naphthenic (by machine translation)

-

Paragraph 0085; 0086-0090, (2019/05/16)

The invention discloses a 1, 3 - oxa naphthenic preparation method, the method comprises: diol, poly formaldehyde in water and ionic liquid catalyst in the presence of a cyclization reaction, containing the reaction product of the compound; wherein said diol is ethylene glycol or diethylene glycol; when the diol is ethylene glycol when, the target compound is 1, 3 - dioxolo; when the diol is diethylene glycol when, the target compound is 1, 3, 6 - heterocyclic octane; the ionic liquid catalyst comprises a cation and anion, the cation is selected from the isoquinoline kind of positive ion, quinoline kind of positive ion and benzimidazole in at least one of the kind of positive ion. The method of the invention the kind of positive ion cation is isoquinoline, quinoline kind of positive ion or benzimidazole kind of positive ion of the ionic liquid as catalyst to prepare 1, 3 - oxa naphthenic, mild reaction conditions, high product yield, catalyst is environment-friendly. (by machine translation)

Photocatalytic Synthesis of 1,3-Dioxacyclanes from Diols and Primary Alcohols Effected by a System FeCl3–NaNO2/O2(Air)

Makhmutov

, p. 1710 - 1714 (2019/02/14)

Diols and primary alcohols were subjected to the action of a system FeCl3–NaNO2/O2 (air) under mercury lamp irradiation to synthesize unsubstituted and 2-methyl-1,3-dioxacyclanes: 1,3-dioxolane, 1,3-dioxepane, 1,3-dioxocane, 2-methyl-1,3-dioxolane, 2-methyl-1,3-dioxepane, 2-methyl-1,3-dioxocane. The probable mechanism of the photocatalytic synthesis of 1,3-dioxacyclanes was described by an example of 2-methyl-1,3-dioxolane.

Preparation method of cyclic acetal

-

Paragraph 0028; 0029; 0030; 0031; 0032; 0033; 0035, (2017/08/29)

The invention discloses a preparation method of cyclic acetal. The method is characterized in that long-chain polyhydroxy compounds and small-molecular aldehydes are used as the substrates, long-chain weak-polarity molecules are used as the solvent, and the aldehydes are condensed with the hydroxyl groups at two ends of the polyhydroxy compounds under the effect of a catalyst to form the intramolecular cyclic acetal. Compared with a traditional acetal preparation method, the method has the advantages that the property differences of the solvent, reactants and the substrates are utilized to allow the aldehydes to be easy to react with the hydroxyl groups, and the cyclic acetal proportion in the product is high; the conversion rate of the aldehyde compounds reaches above 80%, and the selectivity of the cyclic acetal can reach above 80%.

Preparation method of 1,3-dioxolane

-

Paragraph 0016; 0017; 0018; 0019; 0020; 0021; 0022-0045, (2017/08/29)

The invention discloses a preparation method of 1,3-dioxolane. The preparation method comprises the steps of carrying out a reaction by taking ethylene glycol and polyformaldehyde as raw materials and adding right amount of N86 type ionic liquid catalyst; drying the obtained product with solid caustic soda, rectifying, adding right amount of antioxidant and evenly mixing to obtain the target product 1,3-dioxolane. The preparation method has the advantages of being less in consumption of the catalyst, short in reaction time, low in reaction temperature, high in product purity, and the like.

PROCESS FOR REMOVING FORMALDEHYDE FROM A COMPOSITION COMPRISING GLYCOLALDHEDYDE

-

Page/Page column 15, (2014/09/16)

A process for reducing the percentage by weight of formaldehyde present in a composition comprising glycolaldehyde, wherein formaldehyde is transformed into one or more formaldehyde acetal(s) and removed from the reactive distillation reaction solution by reactive distillation in the presence of at least one alcohol and a catalyst.

Reactions of cyclic boric acids esters with paraformaldehyde

Brusilovskii, Yu. E.,Kuznetsov

experimental part, p. 542 - 544 (2011/06/22)

Reactions of five- and six-membered cyclic esters of boric acids with paraformaldehyde lead to the corresponding 1,3-dioxacycloalkanes. It is shown that trans-isomers of 2,4,5-substituted 1,3,2-dioxaborinanes react faster than their cis-isomers.

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