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142-22-3

Basic Information
CAS No.: 142-22-3
Name: Diallyl 2,2'-oxydiethyl dicarbonate
Article Data: 7
Molecular Structure:
Molecular Structure of 142-22-3 (Diallyl 2,2'-oxydiethyl dicarbonate)
Formula: C12H18 O7
Molecular Weight: 274.271
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
EINECS: 205-528-7
Density: 1.129g/cm3
Melting Point: −4 °C(lit.)
Boiling Point: 161 °C2 mm Hg(lit.)
Flash Point: 145.3°C
Solubility: 2.36g/L at 20℃
Appearance: liquid
Hazard Symbols:
Risk Codes: 22-36/37/38
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.
PSA: 80.29000
LogP: 1.68140
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;
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Chemistry

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

Uses

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

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

Consensus Reports

Reported in EPA TSCA Inventory.

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

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 .