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2568-30-1

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2568-30-1 Usage

Chemical Properties

Colorless liquid

Uses

2-(Chloromethyl)-1,3-dioxolane can be used for controlling neonicotinoid resistant pests

General Description

2-Chloromethyl-1,3-dioxolane is commonly used in industrial manufacturing processes.

Check Digit Verification of cas no

The CAS Registry Mumber 2568-30-1 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, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2568-30:
(6*2)+(5*5)+(4*6)+(3*8)+(2*3)+(1*0)=91
91 % 10 = 1
So 2568-30-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H7ClO2/c5-3-4-6-1-2-7-4/h4H,1-3H2

2568-30-1 Well-known Company Product Price

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  • CAS number
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  • Detail
  • Aldrich

  • (329991)  2-Chloromethyl-1,3-dioxolane  97%

  • 2568-30-1

  • 329991-25G

  • 493.74CNY

  • Detail

2568-30-1Synthetic route

2-chloroethanal
107-20-0

2-chloroethanal

ethylene glycol
107-21-1

ethylene glycol

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
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%
chloroacetaldehyde dimethyl acetal
97-97-2

chloroacetaldehyde dimethyl acetal

ethylene glycol
107-21-1

ethylene glycol

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
Substitution;94%
With Dowex 50(H+) at 120℃; for 1h;93%
With sulfuric acid
2-(chloromethylene)-1,3-dioxolane
4362-41-8

2-(chloromethylene)-1,3-dioxolane

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
With 1,4-dioxane; platinum Hydrogenation;
1,2-dichloro-1-(2-chloro-ethoxy)-ethane
14689-93-1

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

ethylene glycol
107-21-1

ethylene glycol

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
Unter vermindertem Druck;
With cation exchanger Unter vermindertem Druck;
ethylene glycol
107-21-1

ethylene glycol

chloroacetaldehyde diethyl acetal
621-62-5

chloroacetaldehyde diethyl acetal

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
With hydrogenchloride
With sulfuric acid
R-toluene sulfonic acid

R-toluene sulfonic acid

chloroacetaldehyde dimethyl acetal
97-97-2

chloroacetaldehyde dimethyl acetal

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Conditions
ConditionsYield
With sodium carbonate In ethylene glycol
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

benzoimidazole
51-17-2

benzoimidazole

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

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

Conditions
ConditionsYield
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
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

theophylline
58-55-9

theophylline

doxofylline
69975-86-6

doxofylline

Conditions
ConditionsYield
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%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

acetic anhydride
108-24-7

acetic anhydride

2,5-diacetoxy-1-chloro-3-oxapentane
109629-25-6

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

Conditions
ConditionsYield
With zinc(II) chloride In acetic acid 1.)20 deg C, 2 h 2.)overnight;87%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

2-methylene-1,3-dioxolane
4362-23-6

2-methylene-1,3-dioxolane

Conditions
ConditionsYield
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
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

methyl phosphonous acid O,O-dipropyl ester
51825-25-3

methyl phosphonous acid O,O-dipropyl ester

2-(propoxy(methylphosphoryl))acetaldehyde ethylene acetal

2-(propoxy(methylphosphoryl))acetaldehyde ethylene acetal

Conditions
ConditionsYield
at 120℃; for 9h; Inert atmosphere;84.6%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

2-aminopyridine
504-29-0

2-aminopyridine

acetonitrile
75-05-8

acetonitrile

imidazo[1,2-α]pyridin-3-yl-acetic acid ethyl ester
101820-69-3

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

Conditions
ConditionsYield
Stage #1: 2-chloromethyl-1,3-dioxolane; 2-aminopyridine With triethylamine In tetrahydrofuran Reflux;
Stage #2: acetonitrile In tetrahydrofuran
82.9%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

methyl phosphonous acid O,O-dibutyl ester
59360-02-0

methyl phosphonous acid O,O-dibutyl ester

C9H19O4P

C9H19O4P

Conditions
ConditionsYield
In acetonitrile at 80℃; for 12h; Inert atmosphere;78.8%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

diphenylphosphane
829-85-6

diphenylphosphane

(diphenylphosphino)acetaldehyde ethylene acetal
73785-74-7

(diphenylphosphino)acetaldehyde ethylene acetal

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane 1.) 1.5 h, -30 deg C 2.) 15 h, -30 - 20 deg C;76%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

1-methylindole
603-76-9

1-methylindole

acetophenone
98-86-2

acetophenone

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

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

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 80℃; for 6h;75%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

2-phenyl-indole
948-65-2

2-phenyl-indole

11H-benzo[a]carbazole
239-01-0

11H-benzo[a]carbazole

Conditions
ConditionsYield
With bismuth(III) chloride In acetonitrile at 80℃; for 3h;72%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

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

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

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

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

Conditions
ConditionsYield
In toluene at 110℃; for 4h; Arbuzov Reaction;62.8%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

sodium acetate
127-09-3

sodium acetate

2-acetoxymethyl-[1,3]dioxolane
66176-87-2

2-acetoxymethyl-[1,3]dioxolane

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 48h; Heating;45%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

thiophenol
108-98-5

thiophenol

dioxolanne de l'α-phenylthioacetaldehyde
179669-44-4

dioxolanne de l'α-phenylthioacetaldehyde

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 168h;43%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

phenylphosphane
638-21-1

phenylphosphane

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

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

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane 1.) 1.5 h, -30 deg C 2.) 15 h, -30 - 20 deg C;40%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

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

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

Conditions
ConditionsYield
With triethylamine In acetonitrile at 50℃;30%
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

hetacillin
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

(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
ConditionsYield
With triethylamine In dichloromethane for 5h; 1.9 0-5 deg C, 5 h, 2.) RT;15%
piperidine
110-89-4

piperidine

2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

1-((1,3-dioxolan-2-yl)methyl)piperidine
69110-39-0

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

Conditions
ConditionsYield
With ethanol
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

Ethyl 4-hydroxybenzoate
120-47-8

Ethyl 4-hydroxybenzoate

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

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

Conditions
ConditionsYield
With ethanol; sodium ethanolate at 180℃;
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

thiourea
17356-08-0

thiourea

2-thiazolylamine
96-50-4

2-thiazolylamine

Conditions
ConditionsYield
With hydrogenchloride; acetone
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

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

2-hydroxymethyl-1,3-dioxolane

Conditions
ConditionsYield
With potassium hydroxide at 160℃;
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

chloroacetic acid ethylene glycol
35280-53-6

chloroacetic acid ethylene glycol

Conditions
ConditionsYield
With ozone In tetrachloromethane at 0℃; Rate constant;
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

A

C4H6ClO2
73239-69-7

C4H6ClO2

B

2-methylene-1,3-dioxolane radical cation
16519-38-3

2-methylene-1,3-dioxolane radical cation

Conditions
ConditionsYield
With dipotassium peroxodisulfate; acetone In water at 3℃; Product distribution; Irradiation;
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

A

ethylene glycol
107-21-1

ethylene glycol

B

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

Conditions
ConditionsYield
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;
2-chloromethyl-1,3-dioxolane
2568-30-1

2-chloromethyl-1,3-dioxolane

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

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

2568-30-1Relevant articles and documents

-

Astle,Pierce

, p. 178,179 (1955)

-

PROCESS FOR PREPARING CHLOROACETALDEHYDE ACETALS

-

Paragraph 0034; 0035, (2016/10/11)

The invention relates to a process for preparing chloroacetaldehyde acetals of monohydric, dihydric or higher-functionality aliphatic alcohols, in which the chloroacetaldehyde acetal is obtained from an aqueous chloroacetaldehyde solution in the presence of the alcohol to be acetalized and an acid catalyst by azeotropic removal of water with the aid of a solvent, wherein the solvent is a halogenated solvent.

Preparation of a novel solid acid catalyst with Lewis and Bronsted acid sites and its application in acetalization

Du, Yijun,Shao, Linjun,Luo, Lingyan,Shi, Si,Qi, Chenze

, p. 157 - 163 (2014/02/14)

A novel melamine-formaldehyde resin (MFR) supported solid acid with Lewis and Bronsted acid sites was synthesized through the immobilization of acidic ionic liquid and cuprous ion on MFR. The scanning electron microscopy (SEM) characterization showed that addition of PEG-2000 in the synthesis of MFR could promote the formation of regular particles with diameters around 3.7 μm. The XRD pattern demonstrated that some cuprous ions were aggregated. The catalytic performance of this acid catalyst was evaluated by acetalization. The results showed that the catalytic activity of MFR with Bronsted acid could be improved by addition of Lewis acid. The solid acid was very efficient for the acetalization of carbonyl compounds and diols with moderate to excellent yields and there was no loss of catalytic activity even after being recycled for 6 runs. TUeBITAK.

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