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628-51-3

Basic Information
CAS No.: 628-51-3
Name: METHYLENE DIACETATE, 99
Article Data: 44
Molecular Structure:
Molecular Structure of 628-51-3 (METHYLENE DIACETATE, 99)
Formula: C5H8O4
Molecular Weight: 132.116
Synonyms: Methanediol,diacetate (6CI,7CI,8CI,9CI);Diacetoxymethane;Methylene diacetate;Methyleneglycol diacetate;NSC 57545;
EINECS: 200-258-5
Density: 1.119 g/mL at 25 °C(lit.)
Melting Point: ?23 °C(lit.)
Boiling Point: 164.5 °C at 760 mmHg
Flash Point: 72.6 °C
Hazard Symbols: IrritantXi
PSA: 52.60000
LogP: 0.07010
Synthetic route
50-00-0

formaldehyd

108-24-7

acetic anhydride

628-51-3

diacetoxymethane

Conditions
ConditionsYield
With solid-phase supported silica chloride at 20℃; for 0.166667h; Neat (no solvent); chemoselective reaction;90%
75-09-2

dichloromethane

143314-17-4

1-ethyl-3-methylimidazolium acetate

A

628-51-3

diacetoxymethane

B

65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

Conditions
ConditionsYield
at 50℃; for 16h; Inert atmosphere;A 86%
B n/a
143314-17-4

1-ethyl-3-methylimidazolium acetate

74-95-3

1,1-dibromomethane

A

628-51-3

diacetoxymethane

B

65039-08-9

3-ethyl-1-methyl-1H-imidazol-3-ium bromide

Conditions
ConditionsYield
at 20℃; for 2h; Inert atmosphere;A 86%
B n/a
50-00-0

formaldehyd

503-17-3

dimethylacetylene

A

628-51-3

diacetoxymethane

B

108-24-7

acetic anhydride

C

64-19-7

acetic acid

D

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
With ozone In dichloromethane at -100℃;A 7%
B 71%
C 17%
D 5%
3088-15-1

4,6-dibenzoylresorcinol

109-89-7

diethylamine

A

2-(acetoxymethyl)-4,6-dibenzovlresorcinol

2-(acetoxymethyl)-4,6-dibenzovlresorcinol

B

628-51-3

diacetoxymethane

Conditions
ConditionsYield
With paraformaldehyde In acetic acidA n/a
B 68%
814-78-8

3-Methyl-3-buten-2-one

A

628-51-3

diacetoxymethane

B

108-24-7

acetic anhydride

C

131250-90-3

meso-3-methyl-3-(3-methyl-1,2,4-trioxolan-3-yl)-1,2,4-trioxolane

D

64-19-7

acetic acid

Conditions
ConditionsYield
With ozone In polyethylene at -75℃; for 3.5h;A n/a
B n/a
C 9%
D n/a
628-51-3

diacetoxymethane

Conditions
ConditionsYield
With lead(IV) acetate; benzene
50-00-0

formaldehyd

4082-91-1

bis(acetoxymethyl)ether

A

628-51-3

diacetoxymethane

B

4082-92-2

bis-acetoxymethoxy-methane

C

27969-30-8

1,7-diacetoxy-2,4,6-trioxa-heptane

Conditions
ConditionsYield
at 140 - 150℃;
75-11-6

diiodomethane

563-63-3

silver(I) acetate

628-51-3

diacetoxymethane

625-56-9

Chloromethyl acetate

127-08-2

potassium acetate

628-51-3

diacetoxymethane

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Specification

The Methylene Diacetate is an organic compound with the formula C5H8O4. The IUPAC name of this chemical is Acetyloxymethyl acetate. With the CAS registry number 628-51-3, it is also named as Diacetoxymethane. Besides, its molecular weight is 132.11462.

Physical properties about Methylene Diacetate are: (1)ACD/LogP: -0.308; (2)ACD/LogD (pH 5.5): -0.31; (3)ACD/LogD (pH 7.4): -0.31; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 16.19; (7)ACD/KOC (pH 7.4): 16.19; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.402; (11)Molar Refractivity: 28.763 cm3; (12)Molar Volume: 118.034 cm3; (13)Polarizability: 11.403 10-24cm3; (14)Surface Tension: 31.9130001068115 dyne/cm; (15)Density: 1.119 g/cm3; (16)Flash Point: 72.624 °C; (17)Enthalpy of Vaporization: 40.102 kJ/mol; (18)Boiling Point: 164.499 °C at 760 mmHg; (19)Vapour Pressure: 1.96099996566772 mmHg at 25°C

Preparation of Methylene Diacetate: This chemical can be prepared by But-2-yne and Formaldehyde. This reaction will need reagent O3 and solvent CH2Cl2. The reaction temperature of -100 °C. The yield is about 7%.

Methanediol,1,1-diacetate can be obtained by But-2-yne and Formaldehyde Methanediol,1,1-diacetate can be obtained by But-2-yne and Formaldehyde Methanediol,1,1-diacetate can be obtained by But-2-yne and Formaldehyde Methanediol,1,1-diacetate can be obtained by But-2-yne and Formaldehyde

Uses of Methylene Diacetate: It can be used to produce Acetoxy-bromo-methane. It will need reagents ZnCl2; (CH3)3SiBr. The yield is about 81%.

Methanediol,1,1-diacetate can be used to produce Acetoxy-bromo-methane

You can still convert the following datas into molecular structure:
(1)InChI=1S/C5H8O4/c1-4(6)8-3-9-5(2)7/h3H2,1-2H3;
(2)InChIKey=BPGDAMSIGCZZLK-UHFFFAOYSA-N;
(3)SmilesC(OCOC(C)=O)(C)=O;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 178mg/kg (178mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00030,