• Name

  Trimethylolpropane diallyl ether

• EINECS 211-661-1
• CAS No. 682-09-7
• Article Data4
• CAS DataBase
• Density 0.955
• Solubility Practically insoluble in water
• Melting Point
• Formula C12H22 O3
• Boiling Point 135 ºC (13 mmHg)
• Molecular Weight 214.305
• Flash Point >110 ºC
• Transport Information
• Appearance
• Safety Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS and ALLYL COMPOUNDS.
• Risk Codes R36/37/38   
• Molecular Structure
• Hazard Symbols
• 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
• 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With potassium methanolate at 120℃; for 20.9h; Inert atmosphere;	98.2%

682-09-7

trimethylol propane diallyl ether

C33H34O2

C45H56O5

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;	35%

...Expand

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

Conditions	Yield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;	35%

...Expand

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

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

...Expand

682-09-7

trimethylol propane diallyl ether

2093-46-1

2-methylphenyl diazonium tetrafluoroborate

1147550-11-5

ammonium thiocyanate

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

Conditions

Conditions	Yield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;	29%

...Expand

682-09-7

trimethylol propane diallyl ether

1147550-11-5

ammonium thiocyanate

1422-76-0

3-methylbenzenediazonium tetrafluoroborate

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

Conditions

Conditions	Yield
copper(II) bis(tetrafluoroborate) In water; acetone at 10 - 15℃;	28%

...Expand

1191-43-1

1,6-dimercaptohexane

682-09-7

trimethylol propane diallyl ether

polymer; monomer(s): 1,6-hexanedithiol; trimethylolpropane diallyl ether

polymer; monomer(s): 1,6-hexanedithiol; trimethylolpropane diallyl ether

Conditions

Conditions	Yield
With benzophenone In various solvent(s) Kinetics; UV-irradiation;
With 2,2-dimethoxy-2-phenylacetophenone In various solvent(s) Kinetics; Irradiation;

682-09-7

trimethylol propane diallyl ether

7575-23-7

pentaerythritol tetrakis(3-mercaptopropionate)

polymer; monomer(s): pentaerythritol tetra(3-mercaptopropionate); trimethylolpropane diallyl ether

polymer; monomer(s): pentaerythritol tetra(3-mercaptopropionate); trimethylolpropane diallyl ether

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In various solvent(s) Kinetics; Irradiation;
With 2,2-dimethoxy-2-phenylacetophenone at 20℃; for 30h; UV-irradiation;

682-09-7

trimethylol propane diallyl ether

2,5-Diethyl-5-[((E)-propenyl)oxymethyl]-[1,3]dioxane

Conditions

Conditions	Yield
tris(triphenylphosphine)ruthenium(II) chloride at 120℃; for 2h;

682-09-7

trimethylol propane diallyl ether

C12H21Cl2O4P

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate In diethyl ether at -5 - 23℃; for 17.5h;

682-09-7

trimethylol propane diallyl ether

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2,2-Bis(allyloxymethyl)-1-trimethylsiloxybutane

77-73-6, 933-60-8, 1755-01-7

bi(cyclopentadiene)

682-09-7

trimethylol propane diallyl ether

A

C14H24O3

B

C22H34O3

C

C32H46O3

D

7158-25-0

endo,exo,endo-pentacyclo<6.5.1.02,7.13,6.09,13>pentadeca-4,10-diene

Conditions

Conditions	Yield
at 180℃;

...Expand

108-30-5

succinic acid anhydride

682-09-7

trimethylol propane diallyl ether

174188-73-9

C16H26O6

Conditions

Conditions	Yield
With pyridine; dmap

54447-68-6

4-azidobutanoic acid

682-09-7

trimethylol propane diallyl ether

1218771-17-5

C16H27N3O4

Conditions

Conditions	Yield
With pyridine; dmap

682-09-7

trimethylol propane diallyl ether

3,3-bis(allyloxymethyl)-5-dihydrogen phosphoryl-5-oxa pentane

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate In diethyl ether at -5 - 23℃; for 17.5h;	63.8g

682-09-7

trimethylol propane diallyl ether

A

57654-66-7

2,2-bis(3-sulfanylpropoxymethyl)butan-1-ol

B

1609547-67-2

C24H50O6S3

Conditions

Conditions	Yield
With hydrogen sulfide; triethyl phosphite Concentration; Time;

682-09-7

trimethylol propane diallyl ether

507-09-5

thioacetic acid

C16H30O5S2

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) at 60 - 70℃; for 10h;
With 2,2-dimethoxy-2-phenylacetophenone In methanol UV-irradiation;

682-09-7

trimethylol propane diallyl ether

C20H34O6S3

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 2,2'-azobis(isobutyronitrile) / 10 h / 60 - 70 °C 2: hydrogenchloride / methanol; water / 3 h / Reflux 3: toluene-4-sulfonic acid / toluene / 3 h / Reflux; Dean-Stark 4: DBN / N,N-dimethyl-formamide / 0.5 h / 20 °C View Scheme

682-09-7

trimethylol propane diallyl ether

C46H70O20S5

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 2,2'-azobis(isobutyronitrile) / 10 h / 60 - 70 °C 2: hydrogenchloride / methanol; water / 3 h / Reflux 3: toluene-4-sulfonic acid / toluene / 3 h / Reflux; Dean-Stark 4: DBN / N,N-dimethyl-formamide / 0.5 h / 20 °C 5: DBN / N,N-dimethyl-formamide / 0.5 h / 20 °C View Scheme

682-09-7

trimethylol propane diallyl ether

57654-66-7

2,2-bis(3-sulfanylpropoxymethyl)butan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,2'-azobis(isobutyronitrile) / 10 h / 60 - 70 °C 2: hydrogenchloride / methanol; water / 3 h / Reflux View Scheme
With 2,2'-azobis(isobutyronitrile); tiolacetic acid at 20 - 70℃;	1.6 g

682-09-7

trimethylol propane diallyl ether

trimethylolpropane bis(3-mercaptopropylether) monothioglycolate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 2,2'-azobis(isobutyronitrile) / 10 h / 60 - 70 °C 2: hydrogenchloride / methanol; water / 3 h / Reflux 3: toluene-4-sulfonic acid / toluene / 3 h / Reflux; Dean-Stark View Scheme

79-41-4

poly(methacrylic acid)

682-09-7

trimethylol propane diallyl ether

trimethylolpropane diallyl ether monomethacrylate

Conditions

Conditions	Yield
With methanesulfonic acid; 4-methoxy-phenol In n-heptane at 20℃;	808 g

682-09-7

trimethylol propane diallyl ether

584-84-9

2,4-Toluene diisocyanate

trimethylolpropane diallyl ether

Conditions

Conditions	Yield
In toluene at 45℃;

16215-21-7

butyl 3-mercaptopropionate

682-09-7

trimethylol propane diallyl ether

C26H50O7S2

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In methanol UV-irradiation;

Trimethylolpropane diallyl ether Chemical Properties

Trimethylolpropane diallyl ether Uses

Trimethylolpropane diallyl ether Toxicity Data With Reference

Trimethylolpropane diallyl ether Consensus Reports

Trimethylolpropane diallyl ether Safety Profile