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Diallyl 2,2'-oxydiethyl dicarbonate
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  • Name Diallyl 2,2'-oxydiethyl dicarbonate
  • EINECS205-528-7
  • CAS No. 142-22-3
  • Density1.129g/cm3
  • PSA80.29000
  • LogP1.68140
  • Solubility2.36g/L at 20℃
  • Melting Point−4 °C(lit.)
  • FormulaC12H18 O7
  • Boiling Point161 °C2 mm Hg(lit.)
  • Molecular Weight274.271
  • Flash Point145.3°C
  • Transport InformationN/A
  • Appearanceliquid
  • SafetyPoison by intraperitoneal route. A human skin irritant. The allyl compounds are generally toxic. Experimental reproductive effects. Combustible when exposed to heat or flame; can react with oxidizing material. To fight fire, use water mist or spray, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS and ESTERS.
  • Risk Codes22-36/37/38
  • Molecular Structure
    Molecular Structure of 142-22-3 (Diallyl 2,2'-oxydiethyl dicarbonate)
  • Hazard Symbols
  • Synonyms
  • Article Data7

Diallyl 2,2'-oxydiethyl dicarbonate Synthetic route

14666-78-5

Peroxydikohlensaeure-diethylester

142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Conditions
ConditionsYield
at 40℃; Equilibrium constant; Zersetzung;
at 50℃; Equilibrium constant; Zersetzung;
at 60℃; Equilibrium constant; Zersetzung;
105-64-6

diisopropyl peroxydicarbonate

142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Conditions
ConditionsYield
at 40℃; Zersetung;
at 50℃; Zersetung;
at 60℃; Zersetung;
106-75-2

diethylene glycol bischloroformate

107-18-6

allyl alcohol

142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Conditions
ConditionsYield
With calcium carbonate at 50 - 90℃;
2937-50-0

Allyl chloroformate

111-46-6

diethylene glycol

142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Conditions
ConditionsYield
With pyridine
With pyridine
124-38-9

carbon dioxide

107-05-1

3-chloroprop-1-ene

111-46-6

diethylene glycol

142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Conditions
ConditionsYield
With 2-cyclohexyl-1,1,3,3-tetramethylguanidine 1.) CH3CN 80 psi, 2.) 80 psi, 55 deg C, 14 h; Yield given. Multistep reaction;
142-22-3

2,5,8-Trioxanonanedioic acid di-2-propenyl ester

Reaxys ID: 15741496

Reaxys ID: 15741496

Conditions
ConditionsYield
1,1-bis(tert-hexylperoxy)-3,3,5-trimethycyclohexane at 110 - 130℃; for 4h; Product distribution / selectivity;

Diallyl 2,2'-oxydiethyl dicarbonate Chemical Properties

Molecular Formula: C12H18O7
Molar mass: 274.27 g/mol
EINECS: 205-528-7
Density: 1.129 g/cm3
Flash Point: 145.3 °C
Index of Refraction: 1.454
Boiling Point: 337.4 °C at 760 mmHg
Vapour Pressure: 0.000105 mmHg at 25°C
Melting point: -4 °C(lit.)
Appearance: Liquid
Stable: SStability Combustible. Incompatible with strong oxidizing agents
Product categories of Allyl diglycol carbonate (142-22-3): Monomer
Structure of Allyl diglycol carbonate (142-22-3):

XLogP3-AA: 2
H-Bond Donor: 0
H-Bond Acceptor: 7
Systematic Name: Allyl 2-(2-allyloxycarbonyloxyethoxy)ethyl carbonate 
SMILES: O=C(OCCOCCOC(=O)OC\C=C)OC\C=C 
InChI: InChI=1/C12H18O7/c1-3-5-16-11(13)18-9-7-15-8-10-19-12(14)17-6-4-2/h3-4H,1-2,5-10H2 
InChIKey: JHQVCQDWGSXTFE-UHFFFAOYAG 
Std. InChI: InChI=1S/C12H18O7/c1-3-5-16-11(13)18-9-7-15-8-10-19-12(14)17-6-4-2/h3-4H,1-2,5-10H2 
Std. InChIKey: JHQVCQDWGSXTFE-UHFFFAOYSA-N

Diallyl 2,2'-oxydiethyl dicarbonate Uses

 Allyl diglycol carbonate (142-22-3) can be used for the production of eyeglasses.

Diallyl 2,2'-oxydiethyl dicarbonate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 270mg/kg (270mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"		 Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 338, 1947.
mouse LD50 oral 279mg/kg (279mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Toksikologicheskii Vestnik. Vol. (2), Pg. 35, 1999.
rat LC50 inhalation 1205mg/m3 (1205mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Toksikologicheskii Vestnik. Vol. (2), Pg. 35, 1999.
rat LD50 oral 426mg/kg (426mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Toksikologicheskii Vestnik. Vol. (2), Pg. 35, 1999

Diallyl 2,2'-oxydiethyl dicarbonate Consensus Reports

Reported in EPA TSCA Inventory.

Diallyl 2,2'-oxydiethyl dicarbonate Safety Profile

Poison by intraperitoneal route. A human skin irritant. The allyl compounds are generally toxic. Experimental reproductive effects. Combustible when exposed to heat or flame; can react with oxidizing material. To fight fire, use water mist or spray, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS and ESTERS.
 

Hazard Codes: Xn
Risk Statements:
22:  Harmful if swallowed 
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

Diallyl 2,2'-oxydiethyl dicarbonate Specification

 Allyl diglycol carbonate (142-22-3) also can be called Diallyl oxydi-2,1-ethanediyl biscarbonate ; Baryotrak ; Seiko Plax ; Oxydiethane-2,1-diyl diprop-2-en-1-yl biscarbonate and carbonic acid, oxydi-2,1-ethanediyl di-2-propen-1-yl ester .

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