• Name

  3-[2-(Ethylhexyl)oxyl]-1,2-propandiol

• EINECS 408-080-2
• CAS No. 70445-33-9
• Article Data18
• CAS DataBase
• Density 0.962
• Solubility
• Melting Point
• Formula C₁₁H₂₄O₃
• Boiling Point 325 °C
• Molecular Weight 204.31
• Flash Point 150.858 °C
• Transport Information
• Appearance
• Safety S26;S39
• Risk Codes R41;R52/53
• Molecular Structure
• Hazard Symbols Xi
• Synonyms 1,2-propanediol, 3-[(2-ethylhexyl)oxy]-;3-[(2-Ethylhexyl)oxy]-1,2-propanediol;3-[(2-Ethylhexyl)oxy]propane-1,2-diol;
• PSA 49.69000
• LogP 1.57260

Synthetic route

2461-15-6

2-ethyl-hexyl glycidyl ether

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With formic acid; water; sodium hydroxide In Triethylene glycol dimethyl ether at 120℃; for 12h; Reagent/catalyst; Solvent;	98.5%
Stage #1: 2-ethyl-hexyl glycidyl ether With boron trifluoride diethyl etherate In acetone at 10 - 20℃; for 2.66667h; Stage #2: With methylamine In water; acetone at 10 - 20℃; for 0.166667h; Stage #3: With formic acid In water at 50 - 55℃; for 3h; Temperature; Reagent/catalyst;	89.1%
Stage #1: 2-ethyl-hexyl glycidyl ether With formic acid; sulfuric acid at 80 - 100℃; Stage #2: With methanol at 60℃; Stage #3: With water; sodium hydroxide Product distribution / selectivity;	78.1%

104-76-7

2-Ethylhexyl alcohol

96-24-2

3-monochloro-1,2-propanediol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With sodium hydroxide at 90℃; for 0.666667h; Temperature; Reagent/catalyst;	92.4%

6387-89-9

glycidyl acetate

104-76-7

2-Ethylhexyl alcohol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
Stage #1: glycidyl acetate; 2-Ethylhexyl alcohol With boron trifluoride diethyl etherate at 20℃; for 4h; Stage #2: With toluene-4-sulfonic acid In water at 100℃; for 8h; Temperature; Solvent;	88.2%

149-57-5

2-Ethylhexanoic acid

56-81-5

glycerol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere;	47%
With palladium on activated charcoal; hydrogen In neat (no solvent) at 120℃; under 37503.8 Torr; for 16h;

104-76-7

2-Ethylhexyl alcohol

556-52-5

oxiranyl-methanol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With potassium hydroxide at 65℃; for 2.25h; Reagent/catalyst; Green chemistry;	36%

2-(2-ethyl)hexoxy-1,2-propanediol

123-05-7

d,l-2-ethylhexanal

glycerol monoethers 3-(2-ethyl)hexoxy-1,2-propanediol

glycerol monoethers 3-(2-ethyl)hexoxy-1,2-propanediol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With hydrogen; methanol; palladium-carbon In water; glycerol

...Expand

123-05-7

d,l-2-ethylhexanal

56-81-5

glycerol

A

104-76-7

2-Ethylhexyl alcohol

B

59068-03-0

5,13-diethyl-7,11-dioxa-9-heptadecanol

C

1027549-81-0

2-(2-ethylhexyloxy)-1,3-propanediol

D

59068-04-1

2,3-di(2-ethylhexyloxy)-1-propanol

E

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 200℃; under 51716.2 Torr; for 22h;	A 6.5 %Chromat. B n/a C n/a D n/a E n/a

...Expand

104-76-7

2-Ethylhexyl alcohol

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere 1.2: 12 h / 40 °C 2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere 1.2: 12 h / 60 °C 2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere 1.2: 12 h / 80 °C 2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere View Scheme

2461-15-6

2-ethyl-hexyl glycidyl ether

A

C22H46O5

B

70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions

Conditions	Yield
With water at 300℃; under 760.051 Torr; for 2h; Temperature; Gas phase;

121-33-5

vanillin

70445-33-9

1-O-(2-ethylhexyl)glycerin

vanillin-1-(2-ethyl) hexyloxyglycerol acetal

Conditions

Conditions	Yield
toluene-4-sulfonic acid In water; toluene at 140℃; for 5h; Heating / reflux; with Dean-Stark tube;	91.9%

77-78-1

dimethyl sulfate

70445-33-9

1-O-(2-ethylhexyl)glycerin

3-[(2,3-dimethoxypropoxy)methyl]heptane

Conditions

Conditions	Yield
Stage #1: 1-O-(2-ethylhexyl)glycerin With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In neat (no solvent) at 20℃; Schlenk technique; Inert atmosphere; Stage #2: dimethyl sulfate In neat (no solvent) at 20℃; Schlenk technique; Inert atmosphere;	74%

512-56-1

trimethyl phosphite

70445-33-9

1-O-(2-ethylhexyl)glycerin

3-[(2,3-dimethoxypropoxy)methyl]heptane

Conditions

Conditions	Yield
With iron(II) triflate In neat (no solvent) at 100℃; for 15h;	62%

3-[2-(Ethylhexyl)oxyl]-1,2-propandiol Specification