Product Name

  • Name

    Allyldiglycol

  • EINECS 239-131-5
  • CAS No. 15075-50-0
  • Article Data23
  • CAS DataBase
  • Density 0.978 g/cm3
  • Solubility
  • Melting Point
  • Formula C7H14O3
  • Boiling Point 213.1 °C at 760 mmHg
  • Molecular Weight 146.186
  • Flash Point 82.7 °C
  • Transport Information
  • Appearance
  • Safety 26
  • Risk Codes 36
  • Molecular Structure Molecular Structure of 15075-50-0 (Allyldiglycol)
  • Hazard Symbols
  • Synonyms Dimethyleneglycolmonoallylether;
  • PSA 38.69000
  • LogP 0.19790

Synthetic route

Methyl (2-allyloxy-ethoxy)-acetate
1352078-72-8

Methyl (2-allyloxy-ethoxy)-acetate

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h;99%
allyl bromide
106-95-6

allyl bromide

diethylene glycol
111-46-6

diethylene glycol

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide Heating;92%
With sodium at 100℃; for 2h;84%
With sodium hydroxide In tetrahydrofuran for 12h; Heating / reflux;66%
allyl bromide
106-95-6

allyl bromide

A

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

B

Diethylene Glycol Monoallylether Sulfate

Diethylene Glycol Monoallylether Sulfate

Conditions
ConditionsYield
In diethylene glycolA 88%
B n/a
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

diethylene glycol
111-46-6

diethylene glycol

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 50 - 55℃; for 6h; Williamson synthesis;82.5%
With sodium hydroxide In 1,4-dioxane at 50 - 55℃; for 6h;82.5%
Stage #1: diethylene glycol With sodium hydroxide In 1,4-dioxane at 55℃; for 1h;
Stage #2: 3-chloroprop-1-ene In 1,4-dioxane for 6h; Heating;
49.6%
With sodium hydroxide In 1,4-dioxane
allyl iodid
556-56-9

allyl iodid

diethylene glycol
111-46-6

diethylene glycol

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 25h;70%
oxirane
75-21-8

oxirane

allyl alcohol
107-18-6

allyl alcohol

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

allyl bromide
106-95-6

allyl bromide

sodium diethylene glycolate

sodium diethylene glycolate

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With diethylene glycol
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

sodium diethylene glycolate

sodium diethylene glycolate

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With diethylene glycol
2-(2-(2-(allyloxy)ethoxy)ethoxy)tetrahydro-2H-pyran
727986-30-3

2-(2-(2-(allyloxy)ethoxy)ethoxy)tetrahydro-2H-pyran

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water Heating;150 g
ethylene glycol monoallyl ether
111-45-5

ethylene glycol monoallyl ether

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C / Reflux
1.2: 0.25 h / 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
View Scheme
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Trichloroacetic acid 3,6-dioxanon-8-enyl ester

Trichloroacetic acid 3,6-dioxanon-8-enyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 2h; Acylation;99%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

allyl diethylene glycol toluene-p-sulfonate
84183-96-0

allyl diethylene glycol toluene-p-sulfonate

Conditions
ConditionsYield
With pyridine at -20℃; for 72h;97.6%
Stage #1: 2-(2-allyloxyethoxy)ethanol With sodium hydroxide In tetrahydrofuran; water at 0℃; for 0.5h;
Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran; water at 0 - 20℃; for 1h;
33%
With dmap; triethylamine In dichloromethane
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

2,6-bis{2-[2-(allyloxy)ethoxy]ethoxy}pyridine

2,6-bis{2-[2-(allyloxy)ethoxy]ethoxy}pyridine

Conditions
ConditionsYield
Stage #1: 2-(2-allyloxyethoxy)ethanol With sodium hydride In N,N-dimethyl-formamide for 0.5h;
Stage #2: 2,6-Dibromopyridine In N,N-dimethyl-formamide at 100℃; for 16h;
84%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

triethylene glycol di-(p-toluenesulfonate)
19249-03-7

triethylene glycol di-(p-toluenesulfonate)

heptaethylene glycol bis(allyl ether)
136824-79-8

heptaethylene glycol bis(allyl ether)

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In toluene at 100℃; for 2h;81%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1-(2-(2-(allyloxy)ethoxy)ethoxy)-4-nitrobenzene
374588-11-1

1-(2-(2-(allyloxy)ethoxy)ethoxy)-4-nitrobenzene

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene for 4h; Heating;66%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

cyanoacetic acid
372-09-8

cyanoacetic acid

2-(allyloxyethoxy)ethyl cyanoacetate

2-(allyloxyethoxy)ethyl cyanoacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;65%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

Methyl (2-(2-allyloxy-ethoxy)-ethoxy)-acetate
1352078-76-2

Methyl (2-(2-allyloxy-ethoxy)-ethoxy)-acetate

Conditions
ConditionsYield
Stage #1: 2-(2-allyloxyethoxy)ethanol With sodium hydride In tetrahydrofuran at 20℃; for 1h; Reflux;
Stage #2: bromoacetic acid methyl ester In tetrahydrofuran at 0℃; for 0.25h;
64%
With sodium hydride In tetrahydrofuran
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2-(1,4,7-trioxadec-9-enyl)nitrobenzene
188650-11-5

2-(1,4,7-trioxadec-9-enyl)nitrobenzene

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; benzene for 1h; Heating;62%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

3-Oxo-butyric acid 2-(2-allyloxy-ethoxy)-ethyl ester
204522-64-5

3-Oxo-butyric acid 2-(2-allyloxy-ethoxy)-ethyl ester

Conditions
ConditionsYield
In xylene for 1.5h; Heating;58%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

3,6-dioxa-8-en-nonyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
125289-14-7

3,6-dioxa-8-en-nonyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With mercury(II) cyanide In nitromethane; benzene Ambient temperature;54.6%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

epichlorohydrin
106-89-8

epichlorohydrin

2-[2-(2-allyloxyethoxy)ethoxymethyl]oxirane
198642-83-0

2-[2-(2-allyloxyethoxy)ethoxymethyl]oxirane

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 0 - 5℃;50%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

choline tosylate
55357-38-5

choline tosylate

C12H26NO6P

C12H26NO6P

Conditions
ConditionsYield
Stage #1: 2-(2-allyloxyethoxy)ethanol With pyridine; trichlorophosphate In dichloromethane at 0 - 20℃; for 2h;
Stage #2: choline tosylate With pyridine In water at 0 - 20℃; for 30h;
50%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

C41H44N4O2(2-)*Co(2+)

C41H44N4O2(2-)*Co(2+)

C48H56N4O4(2-)*Co(2+)

C48H56N4O4(2-)*Co(2+)

Conditions
ConditionsYield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 20h; Esterification; Heating;19%
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

(2-allyloxy-ethyl)-(2-methacryloyloxy-ethyl)-ether
58985-94-7

(2-allyloxy-ethyl)-(2-methacryloyloxy-ethyl)-ether

Conditions
ConditionsYield
With pyridine
With triethylamine at 0 - 20℃; for 3.08333h;
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

acetylene
74-86-2

acetylene

diethylene glycol vinyl allyl diether
83305-79-7

diethylene glycol vinyl allyl diether

Conditions
ConditionsYield
With potassium hydroxide at 150℃;
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

hexachlorocyclopentadiene
77-47-4

hexachlorocyclopentadiene

<1,4,5,6,7,7-Hexachlor-bicyclo<2.2.1>hepten-(5)-yl-(2)-methyl>-<2-(2-hydroxy-ethoxy)-ethyl>-ether
19830-13-8

<1,4,5,6,7,7-Hexachlor-bicyclo<2.2.1>hepten-(5)-yl-(2)-methyl>-<2-(2-hydroxy-ethoxy)-ethyl>-ether

Conditions
ConditionsYield
In o-xylene at 144℃;
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

phenylphosphane
638-21-1

phenylphosphane

2-{2-[3-({3-[2-(2-Hydroxy-ethoxy)-ethoxy]-propyl}-phenyl-phosphanyl)-propoxy]-ethoxy}-ethanol
144685-39-2

2-{2-[3-({3-[2-(2-Hydroxy-ethoxy)-ethoxy]-propyl}-phenyl-phosphanyl)-propoxy]-ethoxy}-ethanol

Conditions
ConditionsYield
for 192h; Irradiation;95 % Spectr.
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

diphenylphosphane
829-85-6

diphenylphosphane

2-[2-(3-Diphenylphosphanyl-propoxy)-ethoxy]-ethanol
144685-38-1

2-[2-(3-Diphenylphosphanyl-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
for 192h; Irradiation;95 % Spectr.
isatoic anhydride
118-48-9

isatoic anhydride

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

2-Amino-benzoic acid 2-(2-allyloxy-ethoxy)-ethyl ester
188650-08-0

2-Amino-benzoic acid 2-(2-allyloxy-ethoxy)-ethyl ester

Conditions
ConditionsYield
With sodium hydride 1.) benzene, reflux, 1 h, 2.) pyridine, reflux, 5 h; Yield given. Multistep reaction;
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

2-diazo-3-oxo-butyric acid 2-(2-allyloxy-ethoxy)-ethyl ester

2-diazo-3-oxo-butyric acid 2-(2-allyloxy-ethoxy)-ethyl ester

Conditions
ConditionsYield
Stage #1: 4-methyleneoxetan-2-one; 2-(2-allyloxyethoxy)ethanol With triethylamine In tetrahydrofuran at 0 - 20℃;
Stage #2: With triethylamine; Methanesulfonyl azide In tetrahydrofuran at 0 - 20℃; Further stages.;
2-(2-allyloxyethoxy)ethanol
15075-50-0

2-(2-allyloxyethoxy)ethanol

(2-{4-[2-(2-allyloxy-ethoxy)-ethoxy]-phenoxy}-ethyl)-carbamic acid tert-butyl ester

(2-{4-[2-(2-allyloxy-ethoxy)-ethoxy]-phenoxy}-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N; DMAP / CH2Cl2
2: K2CO3 / ethanol
View Scheme

Allyldiglycol Specification

The Allyldiglycol, with the CAS registry number of 15075-50-0, is also known as Dimethyleneglycolmonoallylether. It belongs to the product category of Monomer. Its EINECS registry number is 239-131-5. This chemical's molecular formula is C7H14O3 and molecular weight is 146.18. What's more, both its systematic name and IUPAC name are the same which is called 2-(2-Prop-2-enoxyethoxy)ethanol. As a chemical, it is irritating to eyes. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

Physical properties about the Allyldiglycol are: (1)ACD/LogP: -0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.26; (4)ACD/LogD (pH 7.4): -0.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.22; (8)ACD/KOC (pH 7.4): 17.22; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.438; (14)Molar Refractivity: 39.22 cm3; (15)Molar Volume: 149.4 cm3; (16)Surface Tension: 32.1 dyne/cm; (17)Density: 0.978 g/cm3; (18)Flash Point: 82.7 °C; (19)Enthalpy of Vaporization: 52.27 kJ/mol; (20)Boiling Point: 213.1 °C at 760 mmHg; (21)Vapour Pressure: 0.0372 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of 3-Bromo-propene with 2,2'-Oxy-bis-ethanol at heating. The reaction needs reagent Copper powder and solvent Dimethylformamide. The yield is about 92 %.

Uses: it is used to produce other chemicals. For example, it is used to produce Cyano-acetic acid 2-(2-allyloxy-ethoxy)-ethyl ester at heating. This reaction needs reagents TsOH and Cyanoacetic acid. Meanwhile, it needs solvent Benzene. The yield is about 65 %.
 

You can still convert the following datas into molecular structure:
(1) SMILES:O(C\C=C)CCOCCO
(2) InChI:InChI=1/C7H14O3/c1-2-4-9-6-7-10-5-3-8/h2,8H,1,3-7H2
(3) InChIKey:DIOZVWSHACHNRT-UHFFFAOYAT 

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