Product Name

  • Name

    1,2-Diformyloxyethane

  • EINECS 211-077-7
  • CAS No. 629-15-2
  • Article Data37
  • CAS DataBase
  • Density 1.158 g/cm3
  • Solubility Soluble in water
  • Melting Point
  • Formula C4H6O4
  • Boiling Point 175 °C at 760 mmHg
  • Molecular Weight 118.089
  • Flash Point 86.2 °C
  • Transport Information
  • Appearance water-white liquid
  • Safety 26-36
  • Risk Codes 22-41
  • Molecular Structure Molecular Structure of 629-15-2 (1,2-Diformyloxyethane)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,2-Ethanediol,diformate (9CI);Ethylene glycol, diformate (6CI,7CI,8CI);Ethylene diformate;Ethylene formate;Glycol diformate;NSC 8831;
  • PSA 52.60000
  • LogP 0.60420

Synthetic route

formic acid
64-18-6

formic acid

ethylene glycol
107-21-1

ethylene glycol

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
ammonium cerium(IV) nitrate In chloroform at 55 - 60℃;98%
Stage #1: formic acid With silica gel at 20℃; for 0.0166667h;
Stage #2: ethylene glycol With silica gel at 110℃; for 0.166667h;
96%
phosphoric acid In benzene Acylation; Heating;93.2%
1,4-Bis(1-hydroxyethoxy)-2-butyne diformate

1,4-Bis(1-hydroxyethoxy)-2-butyne diformate

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
In formic acid Mechanism; Heating;92%
1,4-Bis(1-hydroxyethoxy)-2-butyne diformate

1,4-Bis(1-hydroxyethoxy)-2-butyne diformate

formic acid

formic acid

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium for 2h; Heating;92%
2,3,8,8a-Tetrahydro-cis-4aH-pyrano<2,3-b>-<1,4>dioxin-7(6H)-on-ethylenacetal
127817-98-5

2,3,8,8a-Tetrahydro-cis-4aH-pyrano<2,3-b>-<1,4>dioxin-7(6H)-on-ethylenacetal

A

ethylene glycol diformate
629-15-2

ethylene glycol diformate

2,3,8,8a-Tetrahydro-cis-4aH-pyrano<2,3-b>-<1,4>dioxin-7(6H)-on
127817-99-6

2,3,8,8a-Tetrahydro-cis-4aH-pyrano<2,3-b>-<1,4>dioxin-7(6H)-on

Conditions
ConditionsYield
With formic acid for 6h; Ambient temperature;A n/a
B 49.3%
1,4-dioxene
543-75-9

1,4-dioxene

p-benzoquinone
106-51-4

p-benzoquinone

A

ethylene glycol diformate
629-15-2

ethylene glycol diformate

spiro<2.3.5.7.10-pentaoxabicyclo<4.4.0>decane-4,1'-cyclohexa-2',5'-dien-4'-one>
108165-10-2

spiro<2.3.5.7.10-pentaoxabicyclo<4.4.0>decane-4,1'-cyclohexa-2',5'-dien-4'-one>

Conditions
ConditionsYield
With oxygen In tetrachloromethane at -5℃; under 7600 Torr; for 4h; Irradiation;A 34%
B 20%
benzophenone
119-61-9

benzophenone

1,4-dioxene
543-75-9

1,4-dioxene

A

7,7-diphenyl-2,5,8-trioxatricyclo<4.2.0> octane
108165-08-8

7,7-diphenyl-2,5,8-trioxatricyclo<4.2.0> octane

B

ethylene glycol diformate
629-15-2

ethylene glycol diformate

cis-2,3,5,7,10-pentaoxa-4,4-diphenylbicyclo<4.4.0>dodecane
108165-09-9

cis-2,3,5,7,10-pentaoxa-4,4-diphenylbicyclo<4.4.0>dodecane

Conditions
ConditionsYield
With oxygen In tetrachloromethane at -5℃; under 7600 Torr; for 6h; Irradiation;A 9%
B 24%
C 7%
ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

A

ethylene glycol diformate
629-15-2

ethylene glycol diformate

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With 1-Methylpyrrolidine; ruthenium(II) bis(triphenylphosphine) dichloride at 140℃; for 15h;A 12%
B 12%
oxirane
75-21-8

oxirane

formic acid
64-18-6

formic acid

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With sulfuric acid
1,4-dioxane
123-91-1

1,4-dioxane

Cyclopentane
287-92-3

Cyclopentane

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
at 132℃; under 20594.2 Torr; Behandeln mit Luft;
1,4-dioxane
123-91-1

1,4-dioxane

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With clorine; oxygen; nitrogen(II) oxide at 21.9℃; under 700 Torr; Product distribution; Mechanism; FTIR study of atmospheric fate of title comp.;
With air; Cyclopentane; cobalt(II) acetate at 132℃; under 22065.2 Torr;
With OH radicals; nitrogen(II) oxide Kinetics; Oxidation; UV-irradiation;
oxalic acid
144-62-7

oxalic acid

ethylene glycol
107-21-1

ethylene glycol

ethylene glycol diformate
629-15-2

ethylene glycol diformate

ethylene glycol
107-21-1

ethylene glycol

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

ethylene glycol diformate
629-15-2

ethylene glycol diformate

sodium formate
141-53-7

sodium formate

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With methanol at 165℃;
1,4-dioxene
543-75-9

1,4-dioxene

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
(i) O2, (ii) (thermolysis); Multistep reaction;
With 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin for 1h; Irradiation; Atmospheric conditions;77 %Spectr.
C11H11N2O4

C11H11N2O4

A

formaldehyd
50-00-0

formaldehyd

B

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

C

ethylene glycol diformate
629-15-2

ethylene glycol diformate

D

4-cyanonitrosobenzene
31125-07-2

4-cyanonitrosobenzene

E

1,4-dioxane-2-ol
22347-47-3

1,4-dioxane-2-ol

F

p-dioxanone
3041-16-5

p-dioxanone

Conditions
ConditionsYield
With dinitrogen monoxide In water Mechanism; Product distribution; Rate constant; Ambient temperature; Irradiation; other ethers;
formic acid
64-18-6

formic acid

ethylene glycol
107-21-1

ethylene glycol

A

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

B

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With acid at 20℃; Esterification;
sodium formate
141-53-7

sodium formate

ethylene dibromide
106-93-4

ethylene dibromide

A

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

B

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
In formic acid for 30h; Substitution; Heating;
ethylene glycol
107-21-1

ethylene glycol

CO

CO

A

ethylene glycol diformate
629-15-2

ethylene glycol diformate

B

ethylene glycol monoformate

ethylene glycol monoformate

Conditions
ConditionsYield
With sodium ethane-1,2-diolate at 70 - 100℃; under 147102 - 294203 Torr;
1,4-dioxane
123-91-1

1,4-dioxane

A

formaldehyd
50-00-0

formaldehyd

B

formic acid
64-18-6

formic acid

C

ethylene glycol diformate
629-15-2

ethylene glycol diformate

D

2-methoxyacetic acid
625-45-6

2-methoxyacetic acid

Conditions
ConditionsYield
With water; oxygen at 25℃; for 2h; pH=7.5; Kinetics; Product distribution; Further Variations:; ultrasonic frequencies; sparge gases: Ar/O2 mixtures, pure Ar; Decomposition; ultrasonic irradiation;
ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

A

formaldehyd
50-00-0

formaldehyd

B

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With ozone at 24.84℃; under 760.051 Torr; Kinetics; Concentration; Time; Gas phase;A 47 %Chromat.
B 50 %Chromat.
sec-butyl formate
589-40-2

sec-butyl formate

ethylene glycol
107-21-1

ethylene glycol

ethylene glycol diformate
629-15-2

ethylene glycol diformate

Conditions
ConditionsYield
With potassium carbonate at 100 - 130℃; for 6h; Reagent/catalyst; Concentration; Reflux;
Methyl formate
107-31-3

Methyl formate

A

methanol
67-56-1

methanol

B

ethylene glycol diformate
629-15-2

ethylene glycol diformate

C

carbon dioxide
124-38-9

carbon dioxide

D

carbon monoxide
201230-82-2

carbon monoxide

Conditions
ConditionsYield
With oxygen at 560℃; under 15001.5 Torr;
6-methoxyquinolin-8-amine
90-52-8

6-methoxyquinolin-8-amine

ethylene glycol diformate
629-15-2

ethylene glycol diformate

5-diethylamino-2-pentanone
105-14-6

5-diethylamino-2-pentanone

pamaquine
491-92-9

pamaquine

ethylene glycol diformate
629-15-2

ethylene glycol diformate

formic acid ethyl ester
109-94-4

formic acid ethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide at 140℃; for 3h; conversion, concentration of products;
ethylene glycol diformate
629-15-2

ethylene glycol diformate

A

formic acid
64-18-6

formic acid

B

carbon monoxide
201230-82-2

carbon monoxide

C

formic anhydride
1558-67-4

formic anhydride

Conditions
ConditionsYield
With OH radicals; chlorine Kinetics; Product distribution; Oxidation; UV-irradiation;
ethylene glycol diformate
629-15-2

ethylene glycol diformate

A

ethene
74-85-1

ethene

B

carbonic-acid
463-79-6

carbonic-acid

C

water
7732-18-5

water

D

carbon monoxide

carbon monoxide

Conditions
ConditionsYield
at 220 - 240℃;
ethylene glycol diformate
629-15-2

ethylene glycol diformate

N-ethyl-N(2-formyloxyethyl)formamide
93625-19-5

N-ethyl-N(2-formyloxyethyl)formamide

A

N-formyldiethylamine
617-84-5

N-formyldiethylamine

B

formic acid ethyl ester
109-94-4

formic acid ethyl ester

C

CO2

CO2

Conditions
ConditionsYield
With di-tert-butyl peroxide In chlorobenzene at 140℃; for 1.5h; Product distribution;
ethylene glycol diformate
629-15-2

ethylene glycol diformate

A

N-formyldiethylamine
617-84-5

N-formyldiethylamine

B

octyl formate
112-32-3

octyl formate

C

N-ethyl-N-octyl formamide
93625-20-8

N-ethyl-N-octyl formamide

D

formic acid ethyl ester
109-94-4

formic acid ethyl ester

E

CO2

CO2

Conditions
ConditionsYield
With competition reaction with N-ethyl-N(2-formyloxyethyl)formamide and 1-hexene In chlorobenzene at 140℃; for 1.5h; Product distribution;
ethanol
64-17-5

ethanol

ethylene glycol diformate
629-15-2

ethylene glycol diformate

A

formic acid ethyl ester
109-94-4

formic acid ethyl ester

B

ethylene glycol monoformate

ethylene glycol monoformate

ethylene glycol diformate
629-15-2

ethylene glycol diformate

vanadyl phosphate intercalated with 2-propanol

vanadyl phosphate intercalated with 2-propanol

vanadyl phosphate intercalated with ethylene glycol diformate

vanadyl phosphate intercalated with ethylene glycol diformate

Conditions
ConditionsYield
In not given react. by refluxing 1 h;

1,2-Diformyloxyethane Consensus Reports

Reported in EPA TSCA Inventory.

1,2-Diformyloxyethane Specification

The Ethylene glycol diformate, with the CAS registry number 629-15-2, is also known as Formic acid, ethylene ester. Its EINECS registry number is 211-077-7. This chemical's molecular formula is C4H6O4 and molecular weight is 118.08804. Its IUPAC name is called 2-formyloxyethyl formate. This chemical's classification code is Skin / Eye Irritant.

Physical properties of Ethylene glycol diformate: (1)ACD/LogP: -0.37; (2)ACD/LogD (pH 5.5): -0.37; (3)ACD/LogD (pH 7.4): -0.37; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 14.91; (7)ACD/KOC (pH 7.4): 14.91; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 5; (10)Index of Refraction: 1.395; (11)Molar Refractivity: 24.44 cm3; (12)Molar Volume: 101.9 cm3; (13)Surface Tension: 35.2 dyne/cm; (14)Density: 1.158 g/cm3; (15)Flash Point: 86.2 °C; (16)Enthalpy of Vaporization: 41.13 kJ/mol; (17)Boiling Point: 175 °C at 760 mmHg; (18)Vapour Pressure: 1.17 mmHg at 25°C.

Preparation of Ethylene glycol diformate: this chemical can be prepared by formic acid 2-[4-(2-formyloxy-ethoxy)-but-2-ynyloxy]-ethyl ester by heating. This reaction will need solvent formic acid. The yield is about 92%.

Ethylene glycol diformate can be prepared by formic acid 2-[4-(2-formyloxy-ethoxy)-but-2-ynyloxy]-ethyl ester by heating

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful if swallowed. In addition, there will be a risk of serious damage to eyes. 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.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(COC=O)OC=O
(2)InChI: InChI=1S/C4H6O4/c5-3-7-1-2-8-4-6/h3-4H,1-2H2
(3)InChIKey: IKCQWKJZLSDDSS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 390mg/kg (390mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
rat LD50 oral 1510mg/kg (1510mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.

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