• Name

  2-Chloromethyl-1,3-dioxolane

• EINECS 219-908-5
• CAS No. 2568-30-1
• Article Data35
• CAS DataBase
• Density 1.187 g/cm³
• Solubility
• Melting Point
• Formula C₄H₇ClO₂
• Boiling Point 155.072 °C at 760 mmHg
• Molecular Weight 122.551
• Flash Point 60 °C
• Transport Information UN 1993
• Appearance Colourless liquid
• Safety 23-24/25
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Chloromethyldioxolane;Chloroacetaldehyde ethylene glycol;NSC 319115;
• PSA 18.46000
• LogP 0.59810

Synthetic route

107-20-0

2-chloroethanal

107-21-1

ethylene glycol

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
With sulfonic group functionalized polyacrylonitrile preoxidated nanofiber mat In cyclohexane at 150℃; for 2h; Dean-Stark;	99.6%
With phosphorus modified SO4(2-)/TiO2 In cyclohexane for 2h; Dean-Stark; Reflux;	99%
With polyacrylonitrile hybrid fiber mat supported solid acid catalyst In cyclohexane Reflux;	97.85%

97-97-2

chloroacetaldehyde dimethyl acetal

107-21-1

ethylene glycol

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
Substitution;	94%
With Dowex 50(H+) at 120℃; for 1h;	93%
With sulfuric acid

4362-41-8

2-(chloromethylene)-1,3-dioxolane

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 1,4-dioxane; platinum Hydrogenation;

14689-93-1

1,2-dichloro-1-(2-chloro-ethoxy)-ethane

107-21-1

ethylene glycol

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
Unter vermindertem Druck;
With cation exchanger Unter vermindertem Druck;

107-21-1

ethylene glycol

621-62-5

chloroacetaldehyde diethyl acetal

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
With hydrogenchloride
With sulfuric acid

R-toluene sulfonic acid

97-97-2

chloroacetaldehyde dimethyl acetal

2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions

Conditions	Yield
With sodium carbonate In ethylene glycol

2568-30-1

2-chloromethyl-1,3-dioxolane

51-17-2

benzoimidazole

1-((1,3-dioxolan-2-yl)methyl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Stage #1: benzoimidazole With potassium hydroxide In dimethyl sulfoxide at 50℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: 2-chloromethyl-1,3-dioxolane In dimethyl sulfoxide at 80℃; for 72h; Schlenk technique; Inert atmosphere;	94%
With potassium hydroxide In dimethyl sulfoxide

2568-30-1

2-chloromethyl-1,3-dioxolane

58-55-9

theophylline

69975-86-6

doxofylline

Conditions

Conditions	Yield
Stage #1: theophylline With tetrabutyl-ammonium chloride; sodium hydroxide In acetone for 0.333333h; Industrial scale; Stage #2: 2-chloromethyl-1,3-dioxolane In acetone for 6h; Reagent/catalyst; Solvent; Industrial scale;	90%

2568-30-1

2-chloromethyl-1,3-dioxolane

108-24-7

acetic anhydride

109629-25-6

2,5-diacetoxy-1-chloro-3-oxapentane

Conditions

Conditions	Yield
With zinc(II) chloride In acetic acid 1.)20 deg C, 2 h 2.)overnight;	87%

2568-30-1

2-chloromethyl-1,3-dioxolane

4362-23-6

2-methylene-1,3-dioxolane

Conditions

Conditions	Yield
With potassium tert-butylate; Aliquat 336 In tetrahydrofuran at 20℃; Dehydrochlorination; Heating;	85%
With potassium tert-butylate In tetrahydrofuran at 90℃; for 5h; Inert atmosphere;	24%
With potassium tert-butylate; tert-butyl alcohol

2568-30-1

2-chloromethyl-1,3-dioxolane

51825-25-3

methyl phosphonous acid O,O-dipropyl ester

2-(propoxy(methylphosphoryl))acetaldehyde ethylene acetal

Conditions

Conditions	Yield
at 120℃; for 9h; Inert atmosphere;	84.6%

2568-30-1

2-chloromethyl-1,3-dioxolane

504-29-0

2-aminopyridine

75-05-8

acetonitrile

101820-69-3

imidazo[1,2-α]pyridin-3-yl-acetic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2-chloromethyl-1,3-dioxolane; 2-aminopyridine With triethylamine In tetrahydrofuran Reflux; Stage #2: acetonitrile In tetrahydrofuran	82.9%

...Expand

2568-30-1

2-chloromethyl-1,3-dioxolane

59360-02-0

methyl phosphonous acid O,O-dibutyl ester

C9H19O4P

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 12h; Inert atmosphere;	78.8%

2568-30-1

2-chloromethyl-1,3-dioxolane

829-85-6

diphenylphosphane

73785-74-7

(diphenylphosphino)acetaldehyde ethylene acetal

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane 1.) 1.5 h, -30 deg C 2.) 15 h, -30 - 20 deg C;	76%

2568-30-1

2-chloromethyl-1,3-dioxolane

603-76-9

1-methylindole

98-86-2

acetophenone

9-methyl-1-phenyl-9H-carbazole

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 80℃; for 6h;	75%

...Expand

2568-30-1

2-chloromethyl-1,3-dioxolane

948-65-2

2-phenyl-indole

239-01-0

11H-benzo[a]carbazole

Conditions

Conditions	Yield
With bismuth(III) chloride In acetonitrile at 80℃; for 3h;	72%

2568-30-1

2-chloromethyl-1,3-dioxolane

methyl phosphonous acid O,O-di-tert-butyl ester

2-(tert-butoxy(methylphosphoryl))acetaldehyde ethylene acetal

Conditions

Conditions	Yield
In toluene at 110℃; for 4h; Arbuzov Reaction;	62.8%

2568-30-1

2-chloromethyl-1,3-dioxolane

127-09-3

sodium acetate

66176-87-2

2-acetoxymethyl-[1,3]dioxolane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 48h; Heating;	45%

2568-30-1

2-chloromethyl-1,3-dioxolane

108-98-5

thiophenol

179669-44-4

dioxolanne de l'α-phenylthioacetaldehyde

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 168h;	43%

2568-30-1

2-chloromethyl-1,3-dioxolane

638-21-1

phenylphosphane

Bis(1,3-dioxolanyl-2-methyl)phenylphosphan

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane 1.) 1.5 h, -30 deg C 2.) 15 h, -30 - 20 deg C;	40%

2568-30-1

2-chloromethyl-1,3-dioxolane

2033-24-1

cycl-isopropylidene malonate

5-(1,3-dioxolan-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 50℃;	30%

2568-30-1

2-chloromethyl-1,3-dioxolane

40439-01-8

hetacillin

(2S,5R,6R)-6-[4-(4-Hydroxy-phenyl)-2,2-dimethyl-5-oxo-imidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid [1,3]dioxolan-2-ylmethyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 5h; 1.9 0-5 deg C, 5 h, 2.) RT;	15%

110-89-4

piperidine

2568-30-1

2-chloromethyl-1,3-dioxolane

69110-39-0

1-((1,3-dioxolan-2-yl)methyl)piperidine

Conditions

Conditions	Yield
With ethanol

2568-30-1

2-chloromethyl-1,3-dioxolane

120-47-8

Ethyl 4-hydroxybenzoate

4-[1,3]dioxolan-2-ylmethoxy-benzoic acid ethyl ester

Conditions

Conditions	Yield
With ethanol; sodium ethanolate at 180℃;

2568-30-1

2-chloromethyl-1,3-dioxolane

17356-08-0

thiourea

96-50-4

2-thiazolylamine

Conditions

Conditions	Yield
With hydrogenchloride; acetone

2568-30-1

2-chloromethyl-1,3-dioxolane

5694-68-8

2-hydroxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With potassium hydroxide at 160℃;

2568-30-1

2-chloromethyl-1,3-dioxolane

35280-53-6

chloroacetic acid ethylene glycol

Conditions

Conditions	Yield
With ozone In tetrachloromethane at 0℃; Rate constant;

2568-30-1

2-chloromethyl-1,3-dioxolane

A

73239-69-7

C4H6ClO2

B

16519-38-3

2-methylene-1,3-dioxolane radical cation

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; acetone In water at 3℃; Product distribution; Irradiation;

2568-30-1

2-chloromethyl-1,3-dioxolane

A

107-21-1

ethylene glycol

B

628-89-7

2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

2568-30-1

2-chloromethyl-1,3-dioxolane

628-89-7

2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction;

2-Chloromethyl-1,3-dioxolane Chemical Properties

2-Chloromethyl-1,3-dioxolane Safety Profile

2-Chloromethyl-1,3-dioxolane Specification