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682-09-7

Basic Information
CAS No.: 682-09-7
Name: Trimethylolpropane diallyl ether
Article Data: 4
Molecular Structure:
Molecular Structure of 682-09-7 (Trimethylolpropane diallyl ether)
Formula: C12H22 O3
Molecular Weight: 214.305
Synonyms: 1-Butanol,2,2-bis[(2-propenyloxy)methyl]- (9CI); 1-Butanol, 2,2-bis[(allyloxy)methyl]-(6CI,7CI,8CI); 2,2-Bis(allyloxymethyl)-1-butanol; Diallyl trimethylolpropaneether; Neoallyl T 20; T 20; TMPDE 80; Trimethylolpropane diallyl ether;Trimethylpropane diallyl ether
EINECS: 211-661-1
Density: 0.955
Boiling Point: 135 ºC (13 mmHg)
Flash Point: >110 ºC
Solubility: Practically insoluble in water
Hazard Symbols:
Risk Codes: R36/37/38   
Safety: Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS and ALLYL COMPOUNDS.
PSA: 38.69000
LogP: 1.78030
Synthetic route
77-99-6

1,1,1-tri(hydroxymethyl)propane

107-05-1

3-chloroprop-1-ene

682-09-7

trimethylol propane diallyl ether

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; Inert atmosphere;
682-09-7

trimethylol propane diallyl ether

144900-28-7

2,4,4-trimethyl-1-pentyl hypophosphorous acid

1189189-14-7

[3-(2-hydroxymethyl-2-{3-[hydroxy-(2,4,4-trimethylpentyl)phosphinoyl]propoxymethyl}butoxy)propyl]-(2,4,4-trimethylpentyl)phosphinic acid

Conditions
ConditionsYield
With di-tert-amyl peroxide at 140℃; for 6h; Inert atmosphere;100%
3234-28-4

1,2-epoxytetradecane

682-09-7

trimethylol propane diallyl ether

C37H74O5

Conditions
ConditionsYield
With potassium methanolate at 120℃; for 20.9h; Inert atmosphere;98.2%
682-09-7

trimethylol propane diallyl ether

C33H34O2

C45H56O5

Conditions
ConditionsYield
With potassium methanolate at 120℃; for 21.7667h; Inert atmosphere;97.9%
682-09-7

trimethylol propane diallyl ether

(2,2-bis((allyloxy)methyl)butan-1-yl)dichlorophosphite

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile at -15 - 20℃; for 4h; Inert atmosphere;88%
682-09-7

trimethylol propane diallyl ether

3,5-bis(2-bromo-2-methylpropanoyloxy) benzoic acid

C27H36Br2O8

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 12h;56%
111-83-1

1-bromo-octane

682-09-7

trimethylol propane diallyl ether

3,3-diallyloxymethyl-5-oxa-tridecane

Conditions
ConditionsYield
Stage #1: trimethylol propane diallyl ether With sodium In toluene at 110℃; for 4h;
Stage #2: 1-bromo-octane In toluene for 6 - 10h; Heating / reflux;
55%
682-09-7

trimethylol propane diallyl ether

459-64-3

4-methoxybenzenediazonium tetrafluoroborate

1147550-11-5

ammonium thiocyanate

2-allyloxymethyl-2-[3-(4-methoxy-phenyl)-2-thiocyanato-propoxymethyl]-butan-1-ol

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;35%
682-09-7

trimethylol propane diallyl ether

1147550-11-5

ammonium thiocyanate

459-44-9

4-methylbenzenediazonium tetrafluoroborate

2-allyloxymethyl-2-(2-thiocyanato-3-p-tolyl-propoxymethyl)-butan-1-ol

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;35%
682-09-7

trimethylol propane diallyl ether

1147550-11-5

ammonium thiocyanate

369-57-3

benzenediazonium tetrafluoroborate

2-[(allyloxy)methyl]-2-[(3-phenyl-2-thiocyanatopropoxy)methyl]butan-1-ol

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;31%
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Chemistry

IUPAC Name: 2,2-Bis(prop-2-enoxymethyl)butan-1-ol (682-09-7)
Synonyms:1,1,1-Trimethylolpropane diallyl ether ; 1,1,1-(Trihydroxymethyl)propane diallyl ether ; 2-Ethyl-2-(hydroxymethyl)-1 3-propanediol diallyl ether ; 2,2-Bis(allyloxymethyl)-1-butanol ;Ttrimethylolpropane diallyl ether ; 1-Butanol,2,2-bis[(2-propenyloxy)methyl]- ; 2,2-Bis[(2-propenyloxy)methyl]-1-butano ; 2,2-Bis[(2-propenyloxy)methyl]-1-Butanol
CAS: 682-09-7
MF: C12H22O3
MW: 214.3
MS:
EINECS: 211-661-1
Mol File: 682-09-7.mol
Surface Tension: 31.6 dyne/cm 
Density: 0.943 g/cm
Flash Point: 133.7 °C 
Enthalpy of Vaporization: 62.34 kJ/mol 
Boiling Point: 297.5 °C at 760 mmHg
Vapour Pressure: 0.000136 mmHg at 25°C 
Refractive index:  n20/D 1.458(lit.)

Uses

Trimethylolpropane diallyl ether (682-09-7) is used as an organic intermediate.

Toxicity Data With Reference

1.    

orl-rat LD50:6500 mg/kg

    IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes:  Xi
Risk Statements:  36/37/38
36/37/38: Trimethylolpropane diallyl ether (682-09-7) is irritating to eyes, respiratory system and skin.
Safety Statements:  26-36
26: Trimethylolpropane diallyl ether (682-09-7) used, in case of contact with eyes,please rinse immediately with plenty of water and seek medical advice.
36:  Wear suitable protective clothing .
WGK Germany : 2
RTECS:  TY6667000