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Malonaldehyde bis(diethyl acetal)

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Name

Malonaldehyde bis(diethyl acetal)

EINECS 204-533-1
CAS No. 122-31-6 Density 0.932 g/cm3
PSA 36.92000 LogP 2.17470
Solubility insoluble in water Melting Point -90 °C
Formula C11H24O4 Boiling Point 220 °C at 760 mmHg
Molecular Weight 220.309 Flash Point 42.2 °C
Transport Information N/A Appearance clear colourless to yellow liquid
Safety 36/37/39-26 Risk Codes 22
Molecular Structure Molecular Structure of 122-31-6 (Malonaldehyde bis(diethyl acetal)) Hazard Symbols HarmfulXn
Synonyms

Malonaldehyde,bis(diethyl acetal) (6CI,7CI,8CI);1,1,3,3-Tetrakis(ethoxy)propane;Malonaldehyde tetraethyl acetal;Malonaldehyde tetraethyl diacetal;NSC 17068;Tetraethyl malondialdehyde acetal;Malonaldehyde bis(diethyl acetal);

Article Data 30

Malonaldehyde bis(diethyl acetal) Synthetic route

109-92-2

ethyl vinyl ether

122-51-0

orthoformic acid triethyl ester

122-31-6

malondialdehyde bis(diethyl acetal)

Conditions
ConditionsYield
Stage #1: ethyl vinyl ether; orthoformic acid triethyl ester With boron trifluoride diethyl etherate at 20 - 38℃;
Stage #2: With potassium carbonate at 20℃; for 2h;
69.2%
With iron(III) chloride
With boron fluoride ether
926-65-8

vinyl isopropyl ether

122-51-0

orthoformic acid triethyl ester

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

603151-68-4

1,3,3-triethoxy-1-(isopropoxy)propane

Conditions
ConditionsYield
iron(III) chloride at -30℃; for 6h; Product distribution / selectivity;A 6.5%
B 42%
iron(III) chloride at 0℃; for 6h; Product distribution / selectivity;A 13.6%
B 27%
6213-94-1

trimethylsiloxyethene

122-51-0

orthoformic acid triethyl ester

122-31-6

malondialdehyde bis(diethyl acetal)

Conditions
ConditionsYield
With zinc(II) chloride In ethyl acetate for 3h; Ambient temperature;76.5%
109-92-2

ethyl vinyl ether

122-51-0

orthoformic acid triethyl ester

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

5870-87-1

1,1,3,5,5-pentaethoxy-pentane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 10℃;A 64%
B 17%
64-17-5

ethanol

3.3-diethoxy-propionaldehyde imidechloro stannate

3.3-diethoxy-propionaldehyde imidechloro stannate

122-31-6

malondialdehyde bis(diethyl acetal)

Conditions
ConditionsYield
at 45℃;
108-05-4

vinyl acetate

122-51-0

orthoformic acid triethyl ester

122-31-6

malondialdehyde bis(diethyl acetal)

Conditions
ConditionsYield
With iron(III) chloride; sodium hydrogencarbonate 1) 2 h, reflux; 2) 20 deg C, 2 h;56%
at 80℃; beim Erwaermen in Gegenwart von Katalysatoren (z.B. FeCl3, AlCl3, SnCl2, SnCl4, ZnCl2, HgCl2);
76508-46-8

2-ethoxy-1,3-dioxane

109-92-2

ethyl vinyl ether

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

30963-84-9

di(1,3-dioxan-2-yl)methane

C

86444-87-3

2-(2,2-diethoxyethyl)-1,3-dioxane

Conditions
ConditionsYield
zinc(II) chloride In diethyl ether temperature below 30 deg C;A n/a
B n/a
C 35%
108-05-4

vinyl acetate

122-51-0

orthoformic acid triethyl ester

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

91243-91-3

acetic acid-(1,3,3-triethoxy-propyl ester)

C

21633-62-5

1,3-diacetoxy-1,3-diethoxypropane

Conditions
ConditionsYield
With p-benzoquinone at 30℃; for 24h;
5783-79-9

2-Ethoxy-5,5-dimethyl-1,3-dioxane

109-92-2

ethyl vinyl ether

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

30859-70-2

bis(5,5-dimethyl-1,3-dioxan-2-yl)-methane

C

86444-88-4

2-(2,2-diethoxyethyl)-5,5-dimethyl-1,3-dioxane

Conditions
ConditionsYield
zinc(II) chloride In diethyl ether temperature below 30 deg C;
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

122-51-0

orthoformic acid triethyl ester

74-86-2

acetylene

A

122-31-6

malondialdehyde bis(diethyl acetal)

B

4744-08-5

1,1-diethoxypropane

C

3975-08-4

1,1,4,4-tetraethoxy-2-butyne

Conditions
ConditionsYield
under 8826.09 - 12503.6 Torr;
at 170℃; under 8826.09 - 12503.6 Torr;

Malonaldehyde bis(diethyl acetal) Chemical Properties

Product Name: Malonaldehyde bis(diethyl acetal) (CAS NO.122-31-6)

Molecular Formula: C11H24O4
Molecular Weight: 220.31g/mol
Melting Point: -90 °C
Boiling point: 220 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 42.2 °C
Density: 0.932 g/cm3
Refractive index: n20/D 1.411(lit.)
Water Solubility: insoluble
Index of Refraction: 1.42 
Molar Refractivity: 59.9 cm3 
Molar Volume: 236.3 cm3
Surface Tension: 27.9 dyne/cm
Enthalpy of Vaporization: 43.78 kJ/mol
Vapour Pressure: 0.171 mmHg at 25°C
XLogP3-AA: 1.8
H-Bond Donor: 0
H-Bond Acceptor: 4
Structure Descriptors of Malonaldehyde bis(diethyl acetal) (CAS NO.122-31-6):
  IUPAC Name: Malonaldehyde bis(diethyl acetal)
  Canonical SMILES: CCOC(CC(OCC)OCC)OCC
  InChI: InChI=1S/C11H24O4/c1-5-12-10(13-6-2)9-11(14-7-3)15-8-4/h10-11H,5-9H2,1-4H3 
  InChIKey: KVJHGPAAOUGYJX-UHFFFAOYSA-N
Classification Code: tion data;  Skin / Eye Irritant

Malonaldehyde bis(diethyl acetal) Uses

 Malonaldehyde bis(diethyl acetal) (CAS NO.122-31-6) is used as a medicine and dye intermediates, can be used as preservatives in intermediate agricultural products.

Malonaldehyde bis(diethyl acetal) Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MLD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,262.
2.    

eye-rbt 500 mg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
3.    

mmo-sat 4 µmol/plate

    CNREA8    Cancer Research. 40 (1980),276.
4.    

orl-rat LD50:1610 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 7 (1965),826.
5.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. AD277-689 .

Malonaldehyde bis(diethyl acetal) Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. An eye irritant. Flammable when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Safety information of Malonaldehyde bis(diethyl acetal) (CAS NO.122-31-6):
Hazard Codes: Xn
Risk Statements: 22
R22: Harmful if swallowed
Safety Statements: 36/37/39-26
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: 1993
WGK Germany: 3
RTECS: ON8750000
HazardClass: 3.2
PackingGroup: III
HS Code: 29110000

Malonaldehyde bis(diethyl acetal) Specification

 Malonaldehyde bis(diethyl acetal) , its CAS NO. is 122-31-6, the synonyms are  Malonaldehyde diethyl acetal ; Malonaldehyde tetraethyl acetal ; Malonaldehyde tetraethyl diacetal ; Malondialdehyde tetraethylacetal ; Malonaldehyde bis(diethyl acetal) ; Propane, 1,1,3,3-tetraethoxy- ; Tetraethoxy propane ; Tetraethoxypropane ; Tetraethyl malondialdehyde acetal . Malonaldehyde bis(diethyl acetal) (CAS NO.122-31-6) is stable under normal temperatures and pressures but incompatible with strong oxidizing agents, strong acids.Hazardous decomposition products are carbon monoxide, carbon dioxide.Keep away from heat, sparks, and flame. Keep away from sources of ignition. Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area.

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