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Name	4-Cloromethyl-5-methyl-1,3-dioxol-2-one	EINECS	617-178-6
CAS No.	80841-78-7	Density	1.362 g/cm³
PSA	43.35000	LogP	1.28000
Solubility	N/A	Melting Point	N/A
Formula	C₅H₅ClO₃	Boiling Point	163.228 °C at 760 mmHg
Molecular Weight	148.546	Flash Point	66.729 °C
Transport Information	N/A	Appearance	Pale yellow transparent liquid
Safety	26	Risk Codes	22-36/37/38
Molecular Structure		Hazard Symbols	Xn
Synonyms	(5-Methyl-2-oxo-1,3-dioxol-4-yl)methylchloride;4-Chloromethyl-5-methyl-2-oxo-1,3-dioxole;1,3-Dioxol-2-one,4-(chloromethyl)-5-methyl-;4-Chloromethyl-5-methyl-1,3-dioxdene-2-one;	Article Data	8

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Synthetic route

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

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
at 75 - 80℃; for 4h;	87%

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

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

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

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

Conditions

Conditions	Yield
With chlorine In dichloromethane at 43 - 45℃; Product distribution; further solvents;	A 1.4 % Chromat. B 87.5 % Chromat. C n/a

: 1088409-50-0
methyl (7S)-6-N-((2′S,4′R)-4′-(cyclopropylmethyl)piperidine-2′-carbonyl)-7-deoxy-7-(4-(pyrimidin-5-yl)phenylthio)-α-thiolincosaminide

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

: 1088410-47-2
methyl 6-N-((2S,4R)-4-cyclopropylmethyl-1-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl)pipecoloyl)-7-deoxy-7-epi-7-(4-(pyrimidin-5-yl)phenylthio)-1-thio-α-lincosamide

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;	100%

: 122547-49-3
Furopenem

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

: faropenem medoxomil

Conditions

Conditions	Yield
With sodium hydrogencarbonate; potassium iodide; benzyltri(n-butyl)ammonium chloride In tetrahydrofuran at 30 - 55℃; for 5h;	99.11%
With sodium hydrogencarbonate; potassium iodide; tetrabutyl-ammonium chloride In acetone at 50℃; for 4h; Conversion of starting material;	94.2%
With benzyltri(n-butyl)ammonium chloride; sodium hydrogencarbonate; potassium iodide In tetrahydrofuran at 30 - 55℃; for 6h; Product distribution / selectivity;	70%
With sodium hydrogencarbonate; benzyltri(n-butyl)ammonium chloride In tetrahydrofuran at 50℃; for 4h; Conversion of starting material;	36.7%

: (3S,4S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-3-((2,5,8,11-tetraoxatetradecan-14-oyl)oxy)-11-((benzyloxy)carbonyl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid

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

: 2-benzyl 9-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (2S,4aS,6aS,6bR,8aR,9S,10S,12aS,12bR,14bR)-10-((2,5,8,11-tetraoxatetradecan-14-oyl)oxy)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,9-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 48h;	99%

: (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxyphenyl)-1-methoxycarbonylethylcarbamoyl]-2-hydroxy-2-(2-hydroxyethyl)-12-oxononadec-4-enoic acid potassium salt

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

: C41H57NO12

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 40℃; for 1h; Inert atmosphere;	97%

: (3S,4aS,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-((benzyloxy)carbonyl)- 4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9, 10,11,12,12a,14,14a,14b-icosahydropicene-3-carboxylic acid

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

: 2-benzyl 10-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,10-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 2h;	97%

: 144690-33-5
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate

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

: 144690-92-6
trityl olmesartan medoxomil

Conditions

Conditions	Yield
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With lithium hydroxide monohydrate In tetrahydrofuran at 20℃; for 18h; Large scale; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20 - 40℃; for 2h; Large scale;	96.5%
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With sodium hydroxide In ethanol at 20 - 25℃; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate In N,N-dimethyl acetamide at 45 - 50℃; for 4h;	88%
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With sodium hydroxide In acetone at 50 - 60℃; for 5h; Green chemistry; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium iodide In acetone at 20 - 60℃; for 1h; Green chemistry;	85.8%

: 761404-85-7
4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid

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

: 144690-92-6
trityl olmesartan medoxomil

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 0 - 45℃; for 3h; Inert atmosphere;	94%
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; Autoclave; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium iodide In N,N-dimethyl-formamide at 20℃;	91.6%
With potassium carbonate; potassium iodide In acetone Product distribution / selectivity; Reflux;
In water; acetone at 48 - 52℃; for 5h; Product distribution / selectivity;
With potassium bromide In N,N-dimethyl acetamide at 15 - 50℃; for 8.6h; Time; Green chemistry;	23.2 g

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Chemical Properties

Systematic Name: 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one
Molecular Formula: C₅H₅O₃Cl
Molecular Weight: 148.54 g/mol
SMILES: ClCC=1OC(=O)OC=1C
InChI: InChI=1/C5H5ClO3/c1-3-4(2-6)9-5(7)8-3/h2H2,1H3
Product Categories: Chemical intermediate for Olmesartane; INTERMEDIATESOF; Carbonates; Carbonyl Compounds; Organic Building Blocks
Index of Refraction: 1.481
Molar Refractivity: 31.023 cm³
Molar Volume: 109.02 cm³
Polarizability: 12.298×10^-24 cm³
Surface Tension: 35.192 dyne/cm
Density: 1.362 g/cm³
Flash Point: 66.729 °C
Enthalpy of Vaporization: 39.977 kJ/mol
Boiling Point: 163.228 °C at 760 mmHg
Vapour Pressure of 4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7): 2.085 mmHg at 25 °C

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Uses

4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7) is used as a pharmaceutical intermediate for the synthesis of Lenampicillin.

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements of 4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7): 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Specification

4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7), its Synonyms are 4-Chloromethyl-5-Methyl-1,3-Dioxol-2-One(Dmdo-Cl) ; 4-Chloromethyl-5-Methyl-1,3-Dioxocyclopenten-2-one ; 4-Chloromethyl-5-methyl-2-oxo-1,3-dioxole ; 4-Chloromethyl-5-methyl-1,3-dioxol-2-one ; (4-methyl-5-chloromethyl-1,3-dioxol-2-one) .

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