Product Name

  • Name

    4,5-Dimethyl-1,3-dioxol-2-one

  • EINECS 678-111-4
  • CAS No. 37830-90-3
  • Article Data13
  • CAS DataBase
  • Density 1.181 g/cm3
  • Solubility
  • Melting Point 78 °C
  • Formula C5H6O3
  • Boiling Point 117 °C at 760 mmHg
  • Molecular Weight 114.101
  • Flash Point 55.8 °C
  • Transport Information
  • Appearance white powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 37830-90-3 (4,5-Dimethyl-1,3-dioxol-2-one)
  • Hazard Symbols
  • Synonyms 4,5-Dimethyl-2-oxo-1,3-dioxolene;4,5-Dimethyldioxol-2-one;Dimethylvinylene carbonate;4,5-Dimethyl-1,3-dioxolen-2-one;
  • PSA 43.35000
  • LogP 0.84960

Synthetic route

trans-4,5-dichloro-4,5-dimethyl-1,3-dioxolan-2-one

trans-4,5-dichloro-4,5-dimethyl-1,3-dioxolan-2-one

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
With acetic anhydride; zinc In toluene at 30 - 80℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent;83%
carbon dioxide
124-38-9

carbon dioxide

3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
Stage #1: carbon dioxide; 3-hydroxy-2-butanon With sodium carbonate; potassium hydrogencarbonate at 28 - 32℃; for 5h; Autoclave; Large scale; Green chemistry;
Stage #2: With potassium methanolate; sodium ethanolate at 38 - 42℃; under 26252.6 Torr; Temperature; Reagent/catalyst; Pressure; Large scale; Green chemistry;		80.7%
phosgene
75-44-5

phosgene

3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-aniline; toluene55%
In dichloromethane; N,N-dimethyl-aniline3.53 g (25%)
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; 3-hydroxy-2-butanon With N,N-dimethyl-aniline In dichloromethane at 20℃; for 2h;
Stage #2: at 160℃; for 4h;		42%
C5H7ClO3

C5H7ClO3

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
at 160℃; for 4h;
3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

methyl chloroformate
79-22-1

methyl chloroformate

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
In N,N-dimethyl-aniline at 15℃; for 5.5h; Temperature;450 g
3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-aniline at 12℃; for 6h; Temperature; Solvent;850 g
3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

propoxycarbonyl chloride
109-61-5

propoxycarbonyl chloride

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-aniline at 20℃; for 0.5h; Temperature; Solvent;190 g
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform Reflux; Large scale;93.8%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 77℃; for 6h;92%
With bromine; pyridine hydrochloride-aluminum trichloride In acetone for 1.66667h; Reagent/catalyst; Wavelength; Solvent; Microwave irradiation;92%
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

a,a-azobisisobutyronitrile (AIBN)

a,a-azobisisobutyronitrile (AIBN)

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrachloromethane90%
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4-chloromethyl-5-methyl-1,3-dioxol-2-one
80841-78-7

4-chloromethyl-5-methyl-1,3-dioxol-2-one

Conditions
ConditionsYield
With chlorine In 1,2-dichloro-ethane for 0.5h; Solvent; Reagent/catalyst; Reflux; Molecular sieve;89.3%
With N-chloro-succinimide In tetrachloromethane for 80h; Ambient temperature; Irradiation;9.2%
With chlorine; copper 1.) dichloromethane, 90 min, reflux, 2.) dichloromethane, 2 h, reflux; Yield given. Multistep reaction;
With sulfuryl dichloride In dichloromethane
With N-chloro-succinimide; dibenzoyl peroxide at 90℃; for 5.5h; Temperature; Solvent; Large scale;326 g
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

C19H11ClN2S

C19H11ClN2S

C23H15ClN2S

C23H15ClN2S

Conditions
ConditionsYield
With tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 80℃; for 20h; Inert atmosphere;89.3%
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one
95579-71-8

4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane for 0.5h; Heating;75%
With sulfuryl dichloride In dichloromethane
With thionyl chloride In dichloromethane for 4.5h; Solvent; Reflux;
With sulfuryl dichloride In dichloromethane at 40℃; for 2h;
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4,5-di(bromomethyl)-2-oxo-1,3-dioxole
62458-19-9

4,5-di(bromomethyl)-2-oxo-1,3-dioxole

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In benzene at 110℃; for 2h; Inert atmosphere;66%
With N-Bromosuccinimide; azobisisobutyronitrile In tetrachloromethane
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In benzene for 1h; Reflux;
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

azobisisobutyronitrile
34241-39-9

azobisisobutyronitrile

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrachloromethane48%
With N-Bromosuccinimide In tetrachloromethane
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

A

4-chloromethyl-5-methyl-1,3-dioxol-2-one
80841-78-7

4-chloromethyl-5-methyl-1,3-dioxol-2-one

B

4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one
95579-71-8

4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one

C

4,5-dimethyl-4,5-dichloro-1,3-dioxolan-2-one
129482-56-0

4,5-dimethyl-4,5-dichloro-1,3-dioxolan-2-one

Conditions
ConditionsYield
With chlorine In dichloromethane at 43 - 45℃; Product distribution; further solvents;A 1.4 % Chromat.
B 87.5 % Chromat.
C n/a
...Expand
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate
100165-57-9

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-bromosuccinimide, α,α-azobis(isobutyronitrile) / CCl4
2: 41 percent / K2CO3, (C4H9)4NBr (QBr) / trichloroethene / 20 h / 60 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride
100165-54-6

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-bromosuccinimide, α,α-azobis(isobutyronitrile) / CCl4
2: 41 percent / K2CO3, (C4H9)4NBr (QBr) / trichloroethene / 20 h / 60 °C
3: 70 percent / HCl(g) / ethyl acetate / 2.5 h / 0 - 20 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

C21H32N2O7*2ClH
100165-55-7

C21H32N2O7*2ClH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-bromosuccinimide, α,α-azobis(isobutyronitrile) / CCl4
2: K2CO3, (C4H9)4NBr (QBr) / trichloroethene / 20 h / 60 °C
3: HCl(g) / ethyl acetate / 2.5 h / 0 - 20 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

C31H48N2O11

C31H48N2O11

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-bromosuccinimide, α,α-azobis(isobutyronitrile) / CCl4
2: K2CO3, (C4H9)4NBr (QBr) / trichloroethene / 20 h / 60 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl iodide
80841-79-8

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl iodide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80.8 percent / sodium bicarbonate, α,α'-azobisisobutyronitrile, Br2 / CCl4 / 1.08 h / 70 °C
2: 92 percent / potassium iodide / acetone / Ambient temperature
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80.8 percent / sodium bicarbonate, α,α'-azobisisobutyronitrile, Br2 / CCl4 / 1.08 h / 70 °C
2: 1.) potassium bicarbonate / 1.) DMF, 0 deg C, 3 h; 2.) 0 deg C, 3 h
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

ampicillin (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl ester hydrochloride
80734-02-7

ampicillin (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl ester hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80.8 percent / sodium bicarbonate, α,α'-azobisisobutyronitrile, Br2 / CCl4 / 1.08 h / 70 °C
2: 1.) potassium bicarbonate / 1.) DMF, 0 deg C, 3 h; 2.) 0 deg C, 3 h
3: 60 percent / 1N HCl / acetonitrile / 0.5 h / 0 - 5 °C / pH=2.0
View Scheme
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions
ConditionsYield
2,2'-azobis(isobutyronitrile) In benzene at 20℃; for 0.5h; Heating / reflux;
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

4-hydroxymethyl-5-methyl-[1,3]dioxol-2-one
91526-18-0

4-hydroxymethyl-5-methyl-[1,3]dioxol-2-one

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane
With selenium(IV) oxide In 1,4-dioxane
With selenium(IV) oxide In 1,4-dioxane for 1h; Heating / reflux;
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-{[(4,5-dichloro-2-thienyl)sulfonyl]amino}-2-hydroxybenzoate

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-{[(4,5-dichloro-2-thienyl)sulfonyl]amino}-2-hydroxybenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2 h / Reflux
2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

prulifloxacin
123447-62-1

prulifloxacin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / chloroform / Reflux; Large scale
2: potassium hydrogencarbonate / N,N-dimethyl-formamide / 5 h / 0 °C / Large scale
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / 80 °C
2: potassium carbonate / acetone / 24 h / 55 °C
View Scheme
4,5-Dimethyl-1,3-dioxole-2-one
37830-90-3

4,5-Dimethyl-1,3-dioxole-2-one

(S)-3-(tert-butoxycarbonylamino-methyl)-5-methyl-hexanoic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester
1026789-40-1

(S)-3-(tert-butoxycarbonylamino-methyl)-5-methyl-hexanoic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane
2: caesium carbonate / methanol / 2 h / 20 °C
View Scheme

4,5-Dimethyl-1,3-dioxol-2-one Specification

The 4,5-Dimethyl-1,3-dioxol-2-one, with the CAS registry number 37830-90-3, is also known as 1,3-Dioxol-2-one,4,5-dimethyl-. It belongs to the product categories of Oxygen Cyclic Compounds; Fluorobenzene; Agricultural Chemicals(bactericide); Pharmaceutical Intermediates. This chemical's molecular formula is C5H6O3 and molecular weight is 114.09934. Its IUPAC name is called 4,5-dimethyl-1,3-dioxol-2-one. What's more, this chemical  is used as an intermediates of the Antihypertensive drugs-Olmesartan medoxomil.

Physical properties of 4,5-Dimethyl-1,3-dioxol-2-one: (1)ACD/LogP: 1.45; (2)ACD/LogD (pH 5.5): 1.45; (3)ACD/LogD (pH 7.4): 1.45; (4)ACD/BCF (pH 5.5): 7.5; (5)ACD/BCF (pH 7.4): 7.5; (6)ACD/KOC (pH 5.5): 147.2; (7)ACD/KOC (pH 7.4): 147.2; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.454; (10)Molar Refractivity: 26.18 cm3; (11)Molar Volume: 96.5 cm3; (12)Surface Tension: 30.3 dyne/cm; (13)Density: 1.181 g/cm3; (14)Flash Point: 55.8 °C; (15)Enthalpy of Vaporization: 35.53 kJ/mol; (16)Boiling Point: 117 °C at 760 mmHg; (17)Vapour Pressure: 17.8 mmHg at 25°C.

Preparation 4,5-Dimethyl-1,3-dioxol-2-one: this chemical can be prepared by 3-hydroxy-butan-2-one and carbonic acid bis-trichloromethyl ester. This reaction will need reagent N,N-dimethylaniline and solvent CH2Cl2. The yield is about 42%.

4,5-Dimethyl-1,3-dioxol-2-one can be prepared by 3-hydroxy-butan-2-one and carbonic acid bis-trichloromethyl ester

Uses of 4,5-Dimethyl-1,3-dioxol-2-one: it can be used to produce 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one by heating. This reaction will need reagent sulfuryl chloride and solvent CH2Cl2 with reaction time of 30 min. The yield is about 75%.

4,5-Dimethyl-1,3-dioxol-2-one can be used to produce 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=C(OC(=O)O1)C
(2)InChI: InChI=1S/C5H6O3/c1-3-4(2)8-5(6)7-3/h1-2H3
(3)InChIKey: QYIOFABFKUOIBV-UHFFFAOYSA-N

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