Product Name

  • Name

    Diallyl 2,2'-oxydiethyl dicarbonate

  • EINECS 205-528-7
  • CAS No. 142-22-3
  • Article Data7
  • CAS DataBase
  • Density 1.129g/cm3
  • Solubility 2.36g/L at 20℃
  • Melting Point −4 °C(lit.)
  • Formula C12H18 O7
  • Boiling Point 161 °C2 mm Hg(lit.)
  • Molecular Weight 274.271
  • Flash Point 145.3°C
  • Transport Information
  • Appearance liquid
  • Safety 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.
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 142-22-3 (Diallyl 2,2'-oxydiethyl dicarbonate)
  • Hazard Symbols
  • Synonyms 2,5,8,10-Tetraoxatridec-12-enoicacid, 9-oxo-, 2-propenyl ester (9CI); Carbonic acid, allyl ester, diester withdiethylene glycol (6CI,7CI); Carbonic acid, oxydiethylene diallyl ester (8CI);01M; Allyl diglycol carbonate; Brite 55; CR 39R; Carbonic acid,oxydi-2,1-ethanediyl di-2-propenyl ester; Diallyl diglycol carbonate; Diallyloxydiethylene dicarbonate; Diethylene glycol diallyl dicarbonate; Diethyleneglycol, bis(allyl carbonate); High ADC-CR 39; Hoya HL; NSC 5246; Nouryset 200;RAV 7; RAV 7AT; RAV 7N; TS 16; Transallyl CR 39
  • PSA 80.29000
  • LogP 1.68140

Synthetic route

Peroxydikohlensaeure-diethylester
14666-78-5

Peroxydikohlensaeure-diethylester

2,5,8-Trioxanonanedioic acid di-2-propenyl ester
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;
diisopropyl peroxydicarbonate
105-64-6

diisopropyl peroxydicarbonate

2,5,8-Trioxanonanedioic acid di-2-propenyl ester
142-22-3

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

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

diethylene glycol bischloroformate

allyl alcohol
107-18-6

allyl alcohol

2,5,8-Trioxanonanedioic acid di-2-propenyl ester
142-22-3

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

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

Allyl chloroformate

diethylene glycol
111-46-6

diethylene glycol

2,5,8-Trioxanonanedioic acid di-2-propenyl ester
142-22-3

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

Conditions
ConditionsYield
With pyridine
With pyridine
carbon dioxide
124-38-9

carbon dioxide

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

diethylene glycol
111-46-6

diethylene glycol

2,5,8-Trioxanonanedioic acid di-2-propenyl ester
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;
...Expand
2,5,8-Trioxanonanedioic acid di-2-propenyl ester
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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