Product Name

  • Name

    Tetraethyleneglycol monododecyl ether

  • EINECS 226-097-1
  • CAS No. 5274-68-0
  • Article Data17
  • CAS DataBase
  • Density 0.95 g/cm3
  • Solubility
  • Melting Point 14°C
  • Formula C20H42O5
  • Boiling Point 450.3 °C at 760 mmHg
  • Molecular Weight 362.55
  • Flash Point 226.1 °C
  • Transport Information UN 3082 9/PG 3
  • Appearance white solid or colourless liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5274-68-0 (Tetraethyleneglycol monododecyl ether)
  • Hazard Symbols IrritantXi
  • Synonyms Dodecyl tetraethylene glycolether;Ethanol, 2-[2-[2-[2-(dodecyloxy)ethoxy]ethoxy]ethoxy]-;Tetraethylene glycol dodecyl ether;Tetraoxyethylene glycol dodecyl ether;n-Dodecyl tetraethylene glycolether;
  • PSA 57.15000
  • LogP 3.96600

Synthetic route

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Stage #1: 1-dodecyl alcohol With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; water; mineral oil pH=2; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;
86%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

1-dodecylbromide
143-15-7

1-dodecylbromide

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 90℃; Substitution;57%
With sodium hydride In dimethyl sulfoxide at 90℃; Dehydrobromination; overnight; under nitrogen;57%
With sodium
With sodium hydroxide In water
With sodium hydroxide at 90 - 100℃; for 24h; Temperature; Inert atmosphere;
oxirane
75-21-8

oxirane

2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol
3055-94-5

2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
With borontrifluoride acetic acid
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
3: boron fluorid-acetic acid adduct
4: boron fluorid-acetic acid adduct
View Scheme
ethylene glycol mono-n-dodecyl ether
4536-30-5

ethylene glycol mono-n-dodecyl ether

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
3: boron fluorid-acetic acid adduct
View Scheme
diethylene glycol monododecyl ether
3055-93-4

diethylene glycol monododecyl ether

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
View Scheme
Tetraethylene glycol
112-60-7

Tetraethylene glycol

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine; dmap; thionyl chloride / dichloromethane / 0 - 25 °C
2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere
2.2: pH 2 / Inert atmosphere
2.3: 2 h / 80 °C / Inert atmosphere
View Scheme
succinic acid anhydride
108-30-5

succinic acid anhydride

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

C24H46O8
1421487-17-3

C24H46O8

Conditions
ConditionsYield
In neat (no solvent) at 130℃; for 3h;100%
With pyridine In dichloromethane at 20℃; for 18h;95%
With pyridine at 20℃; for 18h;95%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

1-Chloro-2-Methylpropyl Chloroformate
92600-11-8

1-Chloro-2-Methylpropyl Chloroformate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;96%
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;2.58 g
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

carbonochloridic acid, chloromethyl ester
22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;92%
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;2.26 g
carbonochloridic acid 1-chloro-ethyl ester
50893-53-3

carbonochloridic acid 1-chloro-ethyl ester

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;92%
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;2.33 g
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

C6H12O6S

C6H12O6S

heptaethylene glycol monododecyl ether
3055-97-8

heptaethylene glycol monododecyl ether

Conditions
ConditionsYield
Stage #1: tetraethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: C6H12O6S In tetrahydrofuran; mineral oil pH=2; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;
88%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

Octa(ethylene oxide) dodecyl ether
3055-98-9

Octa(ethylene oxide) dodecyl ether

Conditions
ConditionsYield
Stage #1: tetraethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; mineral oil pH=2; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;
87%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

C6H12O6S

C6H12O6S

C26H53O11S(1-)*Na(1+)

C26H53O11S(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: tetraethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: C6H12O6S In tetrahydrofuran; mineral oil Inert atmosphere;
86%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

tetraethylene glycol monododecyl ether tosylate
121043-71-8

tetraethylene glycol monododecyl ether tosylate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 4h;80%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h;61%
With pyridine at 4℃; for 24h;
formic acid
64-18-6

formic acid

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

formic acid 2-{2-[2-(2-dodecyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl ester

formic acid 2-{2-[2-(2-dodecyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl ester

Conditions
ConditionsYield
toluene-4-sulfonic acid at 85℃; for 4h; Esterification;80%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

hexakiscyclophosphazene

hexakiscyclophosphazene

Conditions
ConditionsYield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sodium hydride In tetrahydrofuran for 48h; Heating;61%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sodium hydride; tetrabutylammomium bromide In tetrahydrofuran for 48h; Heating;
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; tetrabutylammomium bromide; sodium hydride In tetrahydrofuran Yield given;
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

sodium polyoxyethylene (8) lauryl sulfate

sodium polyoxyethylene (8) lauryl sulfate

Conditions
ConditionsYield
Stage #1: tetraethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; mineral oil Inert atmosphere;
52%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

{2-[2-(2-dodecyloxy-ethoxy)-ethoxy]-ethoxy}-acetaldehyde

{2-[2-(2-dodecyloxy-ethoxy)-ethoxy]-ethoxy}-acetaldehyde

Conditions
ConditionsYield
With pyridinium trifluroacetate; dimethyl sulfoxide; dicyclohexyl-carbodiimide In toluene at 20℃; for 48h; Oxidation;40%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

(2-{2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid
21127-45-7

(2-{2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid

Conditions
ConditionsYield
With sodium In xylene at 110 - 130℃; for 16h;35%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

dodecyltetraoxyethyleneoxyacetaldehyde diethyl acetal
202408-17-1

dodecyltetraoxyethyleneoxyacetaldehyde diethyl acetal

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 20℃; for 48h; Substitution;30%
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

2-chloro-ethanol
107-07-3

2-chloro-ethanol

pentaethylene glycol mono-n-dodecyl ether
3055-95-6

pentaethylene glycol mono-n-dodecyl ether

Conditions
ConditionsYield
With sodium
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

2,4,6-tris(1,4,7,10,13-pentaoxapentacosyl)-1,3,5-triazine
145820-12-8

2,4,6-tris(1,4,7,10,13-pentaoxapentacosyl)-1,3,5-triazine

Conditions
ConditionsYield
With sodium hydride 1.) benzene, toluene, 6 h, 2.a) toluene, r.t., 1 h, b) 45 deg C, 1 h, c) reflux, overnight; Yield given. Multistep reaction;
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

octakiscyclotetraphosphazatetraene

octakiscyclotetraphosphazatetraene

Conditions
ConditionsYield
With octachlorocyclotetraphosphazene; tetrabutylammomium bromide; sodium hydride 1.) THF, reflux, 6 h, 2.) THF, reflux, 2 days; Yield given. Multistep reaction;
ethyltrichlorosilane
115-21-9

ethyltrichlorosilane

tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

C2H5Si(OCH2(C2H4O)3CH2OC12H25)3

C2H5Si(OCH2(C2H4O)3CH2OC12H25)3

Conditions
ConditionsYield
for 8h; Heating;
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

Phenyltrichlorosilane
98-13-5

Phenyltrichlorosilane

C6H5Si(OCH2(C2H4O)3CH2OC12H25)3

C6H5Si(OCH2(C2H4O)3CH2OC12H25)3

Conditions
ConditionsYield
for 8h; Heating;
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

dodecyltetraoxyethyleneoxyacetaldehyde

dodecyltetraoxyethyleneoxyacetaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 percent / NaH / dimethylsulfoxide / 48 h / 20 °C
2: 80 percent / aq. CF3CO2H / CH2Cl2 / 2 h / 20 °C
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

N-(2-hydroxyethylene)bis(3,6,9,12,15-pentaoxaheptacosyl)amine

N-(2-hydroxyethylene)bis(3,6,9,12,15-pentaoxaheptacosyl)amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / sodium hydroxide / H2O; tetrahydrofuran / 4 h / 0 °C
2: 39 percent / sodium hydride / tetrahydrofuran / 49 h / Ambient temperature
3: 98 percent / aqueous hydrochloric acid / methanol / 2 h / Ambient temperature
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

N-bis(3,6,9,12,15-pentaoxaheptacosyl)amine
174091-94-2

N-bis(3,6,9,12,15-pentaoxaheptacosyl)amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / sodium hydroxide / H2O; tetrahydrofuran / 4 h / 0 °C
2: 39 percent / sodium hydride / tetrahydrofuran / 49 h / Ambient temperature
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

tetraethylene glycol monododecyl monophthalimide
148433-39-0

tetraethylene glycol monododecyl monophthalimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 24 h / 4 °C
2: dimethylformamide / 72 h / 60 °C
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

2,7,12,18-tetramethyl-3,8-divinyl-13-(((3',6',9',12'-tetraoxatetraeicosyl)carbamoyl)ethyl)-17-(carboxyethyl)porphyrin

2,7,12,18-tetramethyl-3,8-divinyl-13-(((3',6',9',12'-tetraoxatetraeicosyl)carbamoyl)ethyl)-17-(carboxyethyl)porphyrin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / 24 h / 4 °C
2: dimethylformamide / 72 h / 60 °C
3: 68 percent / hydrazine monohydrate / ethanol / 2.5 h / Heating
4: 60 percent / diethoxyphosphinyl cyanide / tetrahydrofuran / 96 h / Ambient temperature
5: 94 percent / 1N aq. NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

2,7,12,18-tetramethyl-3,8-divinyl-13-(((3',6',9',12'-tetraoxatetraeicosyl)carbamoyl)ethyl)-17-((ethoxycarbonyl)ethyl)porphyrin

2,7,12,18-tetramethyl-3,8-divinyl-13-(((3',6',9',12'-tetraoxatetraeicosyl)carbamoyl)ethyl)-17-((ethoxycarbonyl)ethyl)porphyrin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 24 h / 4 °C
2: dimethylformamide / 72 h / 60 °C
3: 68 percent / hydrazine monohydrate / ethanol / 2.5 h / Heating
4: 60 percent / diethoxyphosphinyl cyanide / tetrahydrofuran / 96 h / Ambient temperature
View Scheme
tetraethylene glycol monododecyl ether
5274-68-0

tetraethylene glycol monododecyl ether

3,6,9,12-tetraoxatetraeicosylamine
148433-34-5

3,6,9,12-tetraoxatetraeicosylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 24 h / 4 °C
2: dimethylformamide / 72 h / 60 °C
3: 68 percent / hydrazine monohydrate / ethanol / 2.5 h / Heating
View Scheme

Tetraethyleneglycol monododecyl ether Specification

The IUPAC name of 3,6,9,12-Tetraoxatetracosan-1-ol is 2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethanol. With the CAS registry number 5274-68-0, it is also named as Dodecyltetraethylene glycol monoether. The product's categories are Ether Type (Surfactants); Ethylene Glycols & Monofunctional Ethylene Glycols; Functional Materials; Monofunctional Ethylene Glycols; Nonionic Surfactants; Surfactants. Besides, it is white solid or colourless liquid, which should be sealed in dark, cool and dry place at 2-8 °C. It is used as an emulsifier. In addition, its molecular formula is C20H42O5 and molecular weight is 362.54.

The other characteristics of 3,6,9,12-Tetraoxatetracosan-1-ol can be summarized as: (1)EINECS: 226-097-1; (2)ACD/LogP: 3.97; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.97; (5)ACD/LogD (pH 7.4): 3.97; (6)ACD/BCF (pH 5.5): 615.87; (7)ACD/BCF (pH 7.4): 615.87; (8)ACD/KOC (pH 5.5): 3453.96; (9)ACD/KOC (pH 7.4): 3453.96; (10)#H bond acceptors: 5; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 23; (13)Polar Surface Area: 46.15 Å2; (14)Index of Refraction: 1.453; (15)Molar Refractivity: 103.22 cm3; (16)Molar Volume: 381.6 cm3; (17)Polarizability: 40.92×10-24cm3; (18)Surface Tension: 34.2 dyne/cm; (19)Density: 0.949 g/cm3; (20)Flash Point: 226.1 °C; (21)Enthalpy of Vaporization: 81.82 kJ/mol; (22)Boiling Point: 450.3 °C at 760 mmHg; (23)Vapour Pressure: 5.31E-10 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCCCCCCCCCOCCOCCOCCOCCO
(2)InChI: InChI=1S/C20H42O5/c1-2-3-4-5-6-7-8-9-10-11-13-22-15-17-24-19-20-25-18-16-23-14-12-21/h21H,2-20H2,1H3
(3)InChIKey: WPMWEFXCIYCJSA-UHFFFAOYSA-N 

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