497-26-7

Basic information

• Product Name: 2-METHYL-1,3-DIOXOLANE
• Synonyms: 2-Methyl-1,3-dioxacyclopentane;2-methyl-3-dioxolane;2-Methyldioxolane;ACETALDEHYDE ETHYLENE ACETAL;2-METHYL-1,3-DIOXOLANE;Methyldioxolane;RARECHEM AL BP 0544;2-METHYL-1,3-DIOXOLANE 98+%
• CAS NO: 497-26-7
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 88.11
• EINECS: 207-841-4
• Product Categories: Dioxanes & Dioxolanes;Dioxolanes
• Mol File: 497-26-7.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 82-83 °C(lit.)
• Flash Point: 28 °F
• Appearance: /Liquid
• Density: 0.99
• Vapor Pressure: 341.95mmHg at 25°C
• Refractive Index: n20/D 1.398(lit.)
• Storage Temp.: Flammables area
• Explosive Limit: 1.8%(V)
• Water Solubility: Completely miscible in water
• Sensitive: Moisture Sensitive
• BRN: 102520
• CAS DataBase Reference: 2-METHYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1,3-DIOXOLANE(497-26-7)
• EPA Substance Registry System: 2-METHYL-1,3-DIOXOLANE(497-26-7)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36
• Safety Statements: 16-26
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 2
• RTECS: JI3509000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 497-26-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 497-26-7 differently. You can refer to the following data:
1. Extractant and solvent for oils, fats, waxes,dyestuffs, and cellulose derivatives.
2. 2-Methyl-1,3-dioxolane is used in method for treating biodegradation of organic chlorine compounds using 1,4-Dioxane-degrading bacterium N23 strain.

General Description

The kinetics and mechanism of the gas-phase thermal decomposition of 2-methyl-1,3-dioxolane has been studied in a static system. The infrared spectra of solid, liquid and gaseous 2-methyl-1,3-dioxolane has been studied. Low-temperature ozonation of 2-methyl-1,3-dioxolane in acetone-d6, methyl acetate and tert-butyl methyl ether has been reported.

Hazard

Irritant.

InChI:InChI=1/C4H8O2/c1-4-2-3-5-6-4/h4H,2-3H2,1H3

Synthetic route

ethylene glycol (107-21-1) + acetaldehyde (75-07-0) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With chloro-trimethyl-silane at 20℃; for 0.416667h;	97%
With toluene-4-sulfonic acid 1.)cooling, 1 h 2.)20 deg C, 20 h;	57%
With C6H12Bi6O28S6 for 4h; Reflux;	10%

ethanol (64-17-5) + ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With iron(III) chloride hexahydrate; sodium nitrite at 50℃; for 24h; Temperature; Time; UV-irradiation;	67%

2-bromomethyl-1,3-dioxolane (4360-63-8) + ethyl 3-bromobenzoate (24398-88-7) → 2-methyl-1,3-dioxolane (497-26-7) + di(1,3-dioxolan-2-yl)methane (4405-17-8) + benzoic acid ethyl ester (93-89-0) + ethyl 3-((1,3-dioxolan-2-yl)methyl)benzoate (898776-72-2) + 3,3'-dicarbethoxybiphenyl

Conditions	Yield
With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 1,10-Phenanthroline; NiI2*3.5H2O; sodium iodide; zinc at 20 - 60℃; for 19h; chemoselective reaction;	A n/a B n/a C n/a D 66% E n/a

2-ethoxy-ethanol (110-80-5) + lead(IV) tetraacetate (546-67-8) → 2-methyl-1,3-dioxolane (497-26-7) + 2-ethoxyethyl acetate (111-15-9) + ethyl acetate (141-78-6)

Conditions	Yield
In chlorobenzene at 140℃; for 0.5h;	A 27% B 63% C 10%

2-ethoxy-ethanol (110-80-5) → 2-methyl-1,3-dioxolane (497-26-7) + 2-ethoxyethyl acetate (111-15-9) + ethyl acetate (141-78-6)

Conditions	Yield
With lead(IV) acetate In chlorobenzene at 140℃; for 0.5h; glass tube;	A 27% B 63% C 10%

2-hydroxyethyl vinyl ether (764-48-7) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With potassium hydroxide at 120℃; Product distribution; cyclization, various alkalis;	51%
With sulfuric acid

ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxane (123-91-1) + acetaldehyde (75-07-0) + diethylene glycol (111-46-6)

Conditions	Yield
With tungsten trioxide on silica; hydrogen In water at 340℃; Temperature; Inert atmosphere;	A 38.8% B 28.7% C 44.9% D n/a

2-ethoxy-ethanol (110-80-5) → 2-methyl-1,3-dioxolane (497-26-7) + ethylene glycol monoformate (628-35-3) + ethoxyacetaldehyde (22056-82-2) + formic acid ethyl ester (109-94-4)

Conditions	Yield
With air; methyl nitrite; nitrogen(II) oxide at 23.85℃; under 750 Torr; for 2h; Oxidation; UV-irradiation; Further byproducts given;	A 3.4% B 36% C 24% D 43%

ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7) + diethylene glycol (111-46-6)

Conditions	Yield
With synthetic silica ge at 150℃; for 24h; Kinetics; Autoclave; Green chemistry;	A 40% B 9%

ethylene glycol (107-21-1) + acetylene (74-86-2) → 2-methyl-1,3-dioxolane (497-26-7) + ethylene glycol divinyl ether (764-78-3) + 2-hydroxyethyl vinyl ether (764-48-7)

Conditions	Yield
With sodium hydroxide; cesium fluoride at 138 - 142℃; under 10297.1 Torr; for 3.5h;	A 4% B 11% C 26%

ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With silica gel In neat (no solvent) at 150℃; under 1147.61 Torr; for 7h; Autoclave;	19%
With silica gel at 150℃; for 7h; Kinetics; Reagent/catalyst; Autoclave; Green chemistry;	19%

tetrachloromethane (56-23-5) + 2-hydroxyethyl vinyl ether (764-48-7) → 2-methyl-1,3-dioxolane (497-26-7)

2-(ethoxyethoxy)-ethanol (65850-74-0) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
at 210℃;

vinyl acetate (108-05-4) + ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With boron trifluoride diethyl etherate; mercury(II) oxide

-butyl vinyl ether (111-34-2) + ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With hydrogenchloride

ethylene glycol (107-21-1) + (E)-3-Ureido-but-2-enoic acid ethyl ester (5435-44-9, 22243-66-9) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxane (123-91-1) + acetaldehyde (75-07-0)

ethylene glycol (107-21-1) + acetylene (74-86-2) → 2-methyl-1,3-dioxolane (497-26-7)

ethylene glycol (107-21-1) + paracetaldehyde (123-63-7) → 2-methyl-1,3-dioxolane (497-26-7)

Conditions	Yield
With sulfuric acid at 100℃;
With cation exchanger Unter Entfernen des entstehenden Wassers;

1,2-bis-(1-chloro-ethoxy)-ethane (89583-60-8) → 2-methyl-1,3-dioxolane (497-26-7) + ethylene glycol divinyl ether (764-78-3)

Conditions	Yield
With N,N-diethylaniline

2,3-dihydroxy-1,4-dioxane (4845-50-5) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxene (543-75-9)

Conditions	Yield
With toluene-4-sulfonic acid 1.) ethylene glycol, 100 deg C, 15 min; 2.) ethylene glycol; Multistep reaction;

2-hydroxyethyl vinyl ether (764-48-7) → 2-methyl-1,3-dioxolane (497-26-7) + methane (34557-54-5) + ethane (74-84-0) + propane (74-98-6) + potassium acetate (127-08-2) + acetylene (74-86-2)

Conditions	Yield
With potassium hydroxide at 170℃; Product distribution; other hydroxides (Na, Li);

2-[2-(ethenyloxy)ethoxy]ethan-1-ol (929-37-3) → 2-methyl-1,3-dioxolane (497-26-7) + ethanol (64-17-5) + 2-hydroxyethyl vinyl ether (764-48-7)

Conditions	Yield
With potassium hydroxide at 170 - 250℃; Product distribution;

carbon monoxide (201230-82-2) → 2-methyl-1,3-dioxolane (497-26-7) + ethanol (64-17-5) + acetaldehyde (75-07-0) + formic acid ethyl ester (109-94-4)

Conditions	Yield
With hydrogen; Co(CO)8 In various solvent(s) at 200℃; under 237880 Torr; for 6h; Further byproducts given. Title compound not separated from byproducts;	A 7 mmol B 45 mmol C 3 mmol D 20 mmol

ethylene glycol (107-21-1) + acetone (67-64-1) → 2-methyl-1,3-dioxolane (497-26-7) + 2,2-dimethyl-1,3-dioxolane (2916-31-6) + diethyl acetal (105-57-7) + ethanol (64-17-5) + acetaldehyde (75-07-0) + isopropyl alcohol (67-63-0)

Conditions	Yield
With hydrogenchloride for 30h; Product distribution; Irradiation; reaction without aq. HCl;

ethylene glycol (107-21-1) → 1,3-DIOXOLANE (646-06-0) + 2-methyl-1,3-dioxolane (497-26-7) + 2-hydroxymethyl-1,3-dioxolane (5694-68-8) + formic acid (64-18-6) + acetic acid (64-19-7)

Conditions	Yield
With iron(III)-acetylacetonate; oxygen In water at 150℃; for 100h; Product distribution; other acetloacetonates, also in basic solution;

ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxane (123-91-1) + acetaldehyde (75-07-0)

Conditions	Yield
With Nafion-H at 175℃; for 19h; Product distribution; also in continuous flow reactor charged with Nafion-H or NaHX zeolites, at 175 deg C or 250 deg C, respectively;	A 20 % Chromat. B 71 % Chromat. C 6 % Chromat.
With sulfuric acid In water at 110 - 140℃; Product distribution; Dehydration; cyclization;

diethylene glycol (111-46-6) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxane (123-91-1) + 1,4-dioxene (543-75-9) + p-dioxanone (3041-16-5)

Conditions	Yield
With zeolite NaY; copper at 280℃; further catalysts and conditions; Yield given;
With zeolite NaY; copper at 280℃; Product distribution; effect of support on selectivity of dioxene formation; further catalysts and conditions;

1,1-dimethoxyethane (534-15-6) + ethylene glycol (107-21-1) → 2-methyl-1,3-dioxolane (497-26-7) + methanol (67-56-1) + acetaldehyde-[bis-(2-hydroxy-ethyl)-acetal] (78706-61-3) + 2-(1-methoxy-ethoxy)-ethanol

Conditions	Yield
In dimethylsulfoxide-d6 at 25℃; for 24h; Product distribution; Further Variations:; reagent ratios; transacetalization;

acetaldehyde (75-07-0) + ethylene glycol (excess) → 2-methyl-1,3-dioxolane (497-26-7)

2-methyl-1,3-dioxolane (497-26-7) + methyl crotonate (623-43-8, 4358-59-2, 18707-60-3, 130981-57-6) → methyl 3-(2-methyl-1,3-dioxolan-2-yl)butanoate (1332861-28-5)

Conditions	Yield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 70℃; for 2.5h; Inert atmosphere; regioselective reaction;	99%

2-methyl-1,3-dioxolane (497-26-7) → ethylene glycol (107-21-1)

Conditions	Yield
With water under 76.0051 - 760.051 Torr; Reflux;	99%
With water; silica gel In neat (no solvent) at 150℃; under 1147.61 Torr; for 24h; Autoclave;	10%

2-methyl-1,3-dioxolane (497-26-7) → 2-bromomethyl-1,3-dioxolane (4360-63-8)

Conditions	Yield
With bromine; di-tert-butyldicyclohexano-18-crown-18 In benzene at 20℃; for 0.166667h; Bromination;	96%
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;

2-methyl-1,3-dioxolane (497-26-7) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → 2-(2-methyl-1,3-dioxolan-2-yl)butanedioic acid 1,4-dimethyl ester (102277-14-5)

Conditions	Yield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 70℃; for 0.333333h; Inert atmosphere; regioselective reaction;	96%
With di-tert-butyl peroxide at 20℃; for 0.5h; Inert atmosphere; UV-irradiation;	95%
With di-tert-butyl peroxide at 20℃; under 50 Torr; for 3h; Sonication; Inert atmosphere; Photolysis;

2-methyl-1,3-dioxolane (497-26-7) + N-(4-acetylamino-phenyl)-glycine ethyl ester (183889-12-5) → C16H22N2O5

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	92%

2-methyl-1,3-dioxolane (497-26-7) → 2-hydroxyethyl acetate (542-59-6)

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 25℃; Kinetics;	91%
With 3,3-dimethyldioxirane In acetone at 25℃;	91%
With dinitrogen tetraoxide at 0℃; for 2h; var. reag.: O2 with Co(II)salt and 18-crown-6; O3 or hydroperoxides;	84%

2-methyl-1,3-dioxolane (497-26-7) + (5S)-5-(tert-butyldimethylsilanyloxymethyl)-5H-furan-2-one (105122-15-4) → 5-O-(tert-butyldimethylsilyloxymethyl)-4-C-(2-methyl-1,3-dioxolane)-tetrahydrofuran-2-one (1370642-61-7)

Conditions	Yield
With benzophenone for 2h; Inert atmosphere;	87%

2-methyl-1,3-dioxolane (497-26-7) + (S)-methyl 3-methyl-2-(2-(phenylamino)acetamido)butanoate → C18H26N2O5

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	85%

2-methyl-1,3-dioxolane (497-26-7) + Ph-Gly-Pro-Val-OMe → C23H33N3O6

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	85%

2-methyl-1,3-dioxolane (497-26-7) + C16H21NO5 → C20H27NO7

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	84%

2-methyl-1,3-dioxolane (497-26-7) + Ph-Gly-Ala-OBn → C22H26N2O5

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	84%

2-methyl-1,3-dioxolane (497-26-7) + ethyl 2,3-dideoxy-6-O-trityl-α-D-glycero-hex-2-enopyranosid-4-ulose (40555-08-6) → (2R,5S,6S)-6-Ethoxy-5-(2-methyl-[1,3]dioxolan-2-yl)-2-trityloxymethyl-dihydro-pyran-3-one

Conditions	Yield
With trans-di-O-tert-butyl hyponitrite In acetonitrile for 1h; Heating; other substrates, other reactants;	83%
With trans-di-O-tert-butyl hyponitrite In acetonitrile for 1h; Heating;	83%

2-methyl-1,3-dioxolane (497-26-7) + methyl vinyl ketone (78-94-4) → (2-methyl-[1,3]dioxolan-2-yl)-acetic acid (5735-97-7) + 3,3-ethylenedioxybutanal (18871-63-1)

Conditions	Yield
With oxygen; N-hydroxyphthalimide; cobalt(II) acetate at 25℃;	A 83% B 4%

2-methyl-1,3-dioxolane (497-26-7) + bis(diethylamino)chlorophosphine (685-83-6) → (1-(2-chloroethoxy)ethyl)phosphonic acid bis(diethylamide)

Conditions	Yield
With zinc trifluoromethanesulfonate In tetrahydrofuran at 130℃; for 24h; Microwave irradiation; Inert atmosphere; Sealed tube;	83%

2-methyl-1,3-dioxolane (497-26-7) + acrylic acid methyl ester (292638-85-8) → Methyl (+/-)-2-hydroxy-3-(2-methyl-1,3-dioxolan-2-yl)propanoate (163458-23-9)

Conditions	Yield
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate at 20℃; for 3h;	81%
With oxygen; N-hydroxyphthalimide; cobalt(II) acetate at 25℃; for 3h;	81%
With 4,9-(benzene-1,2-diyl)-2,4-dihydroxy-3a,4,9,9a-tetrahydro-1H-benzo[f]isoindole-1,3(2H)-dione; oxygen; cobalt(II) acetate at 20℃; under 760.051 Torr; for 5h;	60%

2-methyl-1,3-dioxolane (497-26-7) + 4-benzyl-3-(tert-butylperoxy)-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one → 4-benzyl-3-(2-methyl-1,3-dioxolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one

Conditions	Yield
With copper diacetate In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere;	81%

2-methyl-1,3-dioxolane (497-26-7) → 1,2-ethanediol acetate formate (29776-97-4) + ethylene glycol mono caprylate (4219-47-0)

Conditions	Yield
With oxygen; zinc(II) chloride; CoCl2 In 1,2-dimethoxyethane at 55℃; for 41h;	A 79% B 80%

2-methyl-1,3-dioxolane (497-26-7) + diethyl Fumarate (623-91-6) → (2-methyl-[1,3]dioxolan-2-yl)-succinic acid diethyl ester (60636-60-4)

Conditions	Yield
With N-hydroxyphthalimide; dibenzoyl peroxide In toluene at 80℃; for 1h;	80%

2-methyl-1,3-dioxolane (497-26-7) + 2-Cyclohepten-1-one (1121-66-0) → C11H18O3 (1332861-29-6)

Conditions	Yield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 70℃; for 1.5h; Inert atmosphere; regioselective reaction;	80%

2-methyl-1,3-dioxolane (497-26-7) + N-phenylglycine ethyl ester (2216-92-4) → C14H19NO4

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	80%

2-methyl-1,3-dioxolane (497-26-7) + cyclopent-2-enone (930-30-3) → 3-(2-methyl-1,3-dioxolan-2-yl)cyclopentanone

Conditions	Yield
With benzophenone In acetonitrile for 2.5h; Irradiation;	78%
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 70℃; for 0.5h; Inert atmosphere; regioselective reaction;	60%

2-methyl-1,3-dioxolane (497-26-7) + acrylonitrile (107-13-1) → 2-hydroxy-3-(2-methyl-1,3-dioxolan-2-yl)propanenitrile

Conditions	Yield
With oxygen; N-hydroxyphthalimide; cobalt(II) acetate at 25℃; for 16h;	77%
With 4,9-(benzene-1,2-diyl)-2,4-dihydroxy-3a,4,9,9a-tetrahydro-1H-benzo[f]isoindole-1,3(2H)-dione; oxygen; cobalt(II) acetate at 20℃; under 760.051 Torr;	58%

2-methyl-1,3-dioxolane (497-26-7) + norbornene (498-66-8) + diethyl Fumarate (623-91-6) → (2-methyl-[1,3]dioxolan-2-yl)-succinic acid diethyl ester (60636-60-4) + 2-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-3-(2-methyl-[1,3]dioxolan-2-yl)-succinic acid diethyl ester

Conditions	Yield
With N-hydroxyphthalimide; dibenzoyl peroxide In toluene at 80℃; for 15h;	A 12% B 77%

2-methyl-1,3-dioxolane (497-26-7) + benzophenone (119-61-9) + 4-Hydroxycyclopent-2-enone (59995-47-0, 59995-49-2, 61305-27-9, 61740-29-2) → (+/-)-trans-3-hydroxy-4-(2-methyl-1,3-dioxolan-2-yl)cyclopentanone + (+/-)-cis-3-hydroxy-4-(2-methyl-1,3-dioxolan-2-yl)cyclopentanone + (2SR,3RS,4RS)-4-hydroxy-2-(diphenylhydroxymethyl)-3-(2-methyl-1,3-dioxolan-2-yl)cyclopentanone

Conditions	Yield
In acetonitrile for 2h; Irradiation;	A 75% B n/a C 7.5%

2-methyl-1,3-dioxolane (497-26-7) + Ph-Gly-Pro-Phe-Val-OMe → C32H42N4O7

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	75%

2-methyl-1,3-dioxolane (497-26-7) + Eto-Gly-Phe-Gly-oet → C19H26N2O7

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	75%

2-methyl-1,3-dioxolane (497-26-7) + Benzylidenemalononitrile (2700-22-3) → 2-((2-methyl-1,3-dioxolan-2-yl)(phenyl)methyl)malononitrile

Conditions	Yield
With pyrene-1,6-dione at 50℃; for 24h; Irradiation;	75%

2-methyl-1,3-dioxolane (497-26-7) + PVS (5535-48-8) → 2-methyl-2-(2-(phenylsulfonyl)ethyl)-1,3-dioxolane (56161-54-7)

Conditions	Yield
With tetrabutylammonium decatungstate ammonium salt; sodium hydrogencarbonate In acetonitrile for 20h; Catalytic behavior; Reagent/catalyst; Solvent; UV-irradiation; Inert atmosphere;	74%
With (Bu4N)2S2O8 In 1,2-dichloro-ethane at 70℃; for 1.5h; Inert atmosphere; regioselective reaction;	48%

2-methyl-1,3-dioxolane (497-26-7) + C15H19NO5 → C19H25NO7

Conditions	Yield
With tert.-butylhydroperoxide; copper (I) acetate In water; 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;	74%

Upstream product

• 56-23-5 tetrachloromethane 
• 764-48-7 ethyleneglycol vinyl ether 
• 4845-50-5 2,3-dihydroxy-1,4-dioxane 
• 110-80-5 2-ethoxy-ethanol 
• 546-67-8 lead(IV) tetraacetate 
• 107-21-1 ethylene glycol 
• 67-64-1 acetone 
• 75-21-8 oxirane 
• 7664-41-7 ammonia 
• 75-07-0 acetaldehyde 
• 64-17-5 ethanol 
• 111-46-6 diethylene glycol 
• 4360-63-8 2-bromomethyl-1,3-dioxolane 
• 24398-88-7 ethyl 3-bromobenzoate 

Downstream Products

• 7795-91-7 2-(1-Methylpropoxy)ethanol 
• 18668-75-2 2-(1-methyl-prop-2-ynyloxy)-ethanol 
• 927-68-4 bromoethyl acetate 
• 542-59-6 2-hydroxyethyl acetate 
• 937-94-0 2-methyl-2-hexyl-1,3-dioxolane 
• 112-14-1 n-octyl acetate 
• 628-67-1 butane-1,4-diol diacetate 
• 68039-72-5 2-methyl-2(2-acetoxyethyl)-1,3-dioxolane 
• 55091-64-0 1-methyl-1-phenyl-2-bromocyclopropane 
• 126-39-6 2-ethyl-2-methyl-1,3-dioxolane 
• 14447-27-9 2-n-butyl-2-methyl-1,3-dioxolane 
• 123-86-4 acetic acid butyl ester 
• 142-92-7 1-hexyl acetate 
• 141-78-6 ethyl acetate 

Relevant articles and documents

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Degradation in Order: Simple and Versatile One-Pot Combination of Two Macromolecular Concepts to Encode Diverse and Spatially Regulated Degradability Functions

The clever one-pot combination of two macromolecular concepts, ring-opening polymerization (ROP) and step-growth polymerization (SGP), is demonstrated to be a simple, yet powerful tool to design a library of sequence-controlled polymers with diverse and spatially regulated degradability functions. ROP and SGP occur sequentially at room temperature when the organocatalytic conditions are switched from basic to acidic, and each allows the encoding of specific degradable bonds. ROP controls the sequence length and position of the degradability functions, while SGP between the complementary vinyl ether and hydroxyl chain-ends enables the formation of acetal bonds and high-molar-mass copolymers. The result is the rational combination of cleavable bonds prone to either bulk or surface erosion within the same macromolecule. The strategy is versatile and offers higher chemical diversity and level of control over the primary structure than current aliphatic polyesters or polycarbonates, while being simple, effective, and atom-economical and having potential for scalability.

Synthesis of ZSM-22 and Testing Its Catalytic Properties in the Ethylene Oxide Isomerization Reaction

Abstract: The influence of the key parameters of the synthesis of a TON-type zeolite (ZSM-22) with or without an organic structure-directing agent on its phase composition has been established. The optimal composition of the reaction mixture and the crystallization time of ZSM-22 in the presence of 1,6-diaminohexane under static conditions have been determined. The dynamics of the formation of an impurity ZSM-5 by cocrystallization during the synthesis with stirring has been revealed. For zeolite ZSM-22 synthesized using the template-free procedure, the most important factors affecting the crystallinity and the crystallization time are the synthesis temperature, the amount of seed, and agitation of the reaction mixture. The zeolites synthesized according to the both procedures have been examined in the reaction of isomerization of ethylene oxide to acetaldehyde. Zeolite ZSM-22 obtained without adding the template is not inferior in activity to the zeolite of the same structure prepared in the presence of 1,6-diaminohexane. Moreover, it exhibits higher selectivity of ethylene oxide conversion to acetaldehyde. The complete conversion of ethylene oxide has been observed on ZSM-22 zeolites of both types at a reaction temperature of 400°C, the selectivity of its conversion to acetaldehyde being at least 93%.

Catalysis, kinetic and mechanistical studies for the transformation of ethylene glycol by alumina and silica gel under autogenous pressure and solvent-free conditions

A kinetic and mechanistical studies of the new pathway for competitive transformation of ethylene glycol by alumina and silica gel have been described. Commercial alumina (Al com), synthetic alumina (Al syn), commercial silica gel (Si com) and synthetic silica gel (Si syn) were used for the transformation of ethylene glycol to a mixture of diethylene glycol, 1,4-dioxane and 2-methyl-1,3-dioxolane via acetaldehyde by heating at 150 °C under autogenous pressure without solvent. The results show that the yield of these three products strongly depends on the nature of the used catalyst and the reaction time.

Synthesis of dioxolanes and oxazolidines by silica gel catalysis

Abstract: Ethylene glycol condensed with carbonyl compounds in the presence of silica gel or alumina, without solvent and under pressure, affords 1,3-dioxolanes. 2-Amino-2-methylpropanol also condensed with carbonyl compounds in the presence of silica gel or an acid-activated clay, without solvent and under pressure, produces oxazolidines. To explain these results, we propose that the glycol and the aminopropanol react with Br?nsted (H+) and Lewis acid sites (Si and Al) located on the surface of the catalysts, leading to the products via various ionic intermediates.