2-Allyloxyethanol supplier

Name
2-Allyloxyethanol
EINECS 203-871-7
CAS No. 111-45-5
Article Data31
CAS DataBase
Density 0.928 g/cm³
Solubility 454g/L at 25℃
Melting Point
Formula C₅H₁₀O₂
Boiling Point 158.5 °C at 760 mmHg
Molecular Weight 102.133
Flash Point 55 °C
Transport Information
Appearance colorless and transparent liquid
Safety 26-39-45-36/37/39
Risk Codes 38-41-36/37/38
Molecular Structure
Hazard Symbols
Synonyms Ethanol,2-(2-propenyloxy)- (9CI);Ethanol, 2-(allyloxy)- (6CI,7CI,8CI);2-(2-Propenyloxy)ethanol;2-(Allyloxy)ethanol;2-Hydroxyethyl allyl ether;6-Hydroxy-4-oxa-1-hexene;Allyl 2-hydroxyethyl ether;Allyl Cellosolve;Allylalcohol monoethoxylate;Allyl monoethoxylate;Ethylene glycol allyl ether;Ethylene glycol monoallyl ether;Hydroxyethyl allyl ether;Lioxasol;NSC 32614;
PSA 29.46000
LogP 0.18130

Synthetic route

: 107-21-1
ethylene glycol

: 106-95-6
allyl bromide

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With sodium hydride In dimethyl sulfoxide for 3h;	95%
With potassium hydroxide In water; dimethyl sulfoxide 1.) 0 deg C, 30 min, 2.) r.t., 5 h;	86%
With sodium	76%

: 107-21-1
ethylene glycol

: 107-05-1
3-chloroprop-1-ene

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With potassium hydroxide	78%
With potassium carbonate at 100℃; for 8h;	60%

: 3973-18-0
2-(prop-2-ynyloxy)ethanol

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
Stage #1: 2-(prop-2-ynyloxy)ethanol With lithium aluminium tetrahydride In 1,4-dioxane at -5℃; for 6h; Reflux; Stage #2: With water; sodium hydroxide In 1,4-dioxane at 0℃;	78%

: 75-21-8
oxirane

: 107-18-6
allyl alcohol

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With sodium hydroxide at 120℃;

: 107-21-1
ethylene glycol

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With sodium und anschliessenden Erhitzen mit Allylbromid auf 110grad;

: 3984-22-3
2-vinyl-1,3-dioxolane

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether

: 821-09-0
n-Pent-4-enyl alcohol

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With pyridine; lead(IV) acetate; calcium carbonate In benzene Heating;

: 107-18-6
allyl alcohol

: 107-07-3
2-chloro-ethanol

: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With sodium In benzene

: 106-95-6
allyl bromide

monosodium compound of glycol: monosodium compound of glycol

: 111-45-5
ethylene glycol monoallyl ether

: 106-95-6
allyl bromide

sodium-glycolate: sodium-glycolate

: 111-45-5
ethylene glycol monoallyl ether

: 109126-88-7
bis(2-(2-propenyloxy)ethyl) maleate

: 901-44-0
dyanol 22

A: condensate of bis(2-allyloxyethyl) maleate with ethylene oxide 2-mol adduct of bisphenol A

B: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With dibutyltin(IV) oxide; ester of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid and pentaerythritol at 160℃; under 3.0003 Torr;

...Expand

: 15022-08-9
diallylcarbonate

: 107-21-1
ethylene glycol

A: 96-49-1
[1,3]-dioxolan-2-one

B: 111-45-5
ethylene glycol monoallyl ether

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In tetrahydrofuran at 20 - 25℃; for 24h; Inert atmosphere;	A 15 %Spectr. B 49 %Spectr.

...Expand

: C16H25NO2

A: 111-45-5
ethylene glycol monoallyl ether

B: C13H20N2O

C: 116496-09-4
3-(diethylamino)benzaldehyde

D: 58293-93-9
(3-(diethylamino)phenyl)methanol

Conditions

Conditions	Yield
With water; acetonitrile for 1.5h; UV-irradiation;	A 94 %Spectr. B n/a C n/a D n/a

...Expand

: 111-45-5
ethylene glycol monoallyl ether

: 1434804-25-7
2-(4-methoxybenzyloxy)-5-hydroxybenzonitrile

: 1434804-31-5
5-(2-(allyloxy)ethoxy)-2-(4-methoxybenzyloxy)benzonitrile

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; Mitsunobu Displacement;	100%

: 111-45-5
ethylene glycol monoallyl ether

: 35059-50-8
t-butyl diazoacetate

: tert-butyl 2-(2-allyloxyethoxy)acetate

Conditions

Conditions	Yield
With rhodium(II) acetate In dichloromethane at 25℃; for 18h; Inert atmosphere;	100%

: 676229-30-4
C48H56O12Si10

: 111-45-5
ethylene glycol monoallyl ether

: C63H86O18Si10

Conditions

Conditions	Yield
platinum 1,3-divinyl-1,1,3,3-tetramethyldisiloxane In toluene; xylene at 20℃; for 3h;	99.1%
dihydrogen hexachloroplatinate In toluene at 20℃; for 3h;

: 111-45-5
ethylene glycol monoallyl ether

: 98-88-4
benzoyl chloride

: 70965-00-3
1-allyloxy-2-benzoyloxy-ethane

Conditions

Conditions	Yield
Stage #1: ethylene glycol monoallyl ether; benzoyl chloride In dichloromethane at 20℃; Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane Heating;	99%

: 111-45-5
ethylene glycol monoallyl ether

: 20769-85-1
2-bromoisobutyric acid bromide

: 2-(allyloxy)ethyl 2-bromo-2-methylpropanoate

Conditions

Conditions	Yield
With pyridine In dichloromethane at -10 - 20℃; for 3.5h; Cooling with ice;	99%

: 111-45-5
ethylene glycol monoallyl ether

: diethyl (1-((4-methylphenyl)sulfonamido)prop-1-en-1-yl)phosphonate

: C19H30NO6PS

Conditions

Conditions	Yield
With tributylphosphine; di-isopropyl azodicarboxylate In tetrahydrofuran; toluene at 20℃; for 1h; Mitsunobu Displacement; Inert atmosphere;	99%

: 108-31-6
maleic anhydride

: 111-45-5
ethylene glycol monoallyl ether

: maleic acid (2-allyloxyethyl)ester

Conditions

Conditions	Yield
With dmap for 2h; Reflux;	98.5%

: 111-45-5
ethylene glycol monoallyl ether

: 13280-34-7
N,N-dimethyl-2,3,3,3-tetrafluoropropionamide

: C8H10F4O3

Conditions

Conditions	Yield
With phosphoric acid; toluene-4-sulfonic acid In 2-methyltetrahydrofuran at 75℃; for 10h; Temperature;	98.1%

: 111-45-5
ethylene glycol monoallyl ether

: 38869-93-1
D,L-4,5-Dihydro-3-isocyanato-(3H)-thiophen-2-on

: C10H15NO4S

Conditions

Conditions	Yield
With dibutyltin(II) dilaurate In ethyl acetate at 65℃; for 4h; Schlenk technique; Inert atmosphere;	98%

: 85-44-9
phthalic anhydride

: 111-45-5
ethylene glycol monoallyl ether

: phthalic acid mono(2-allyloxyethyl) ester

Conditions

Conditions	Yield
With pyridine; dmap In toluene for 3h; Reflux;	98%

: 111-45-5
ethylene glycol monoallyl ether

: 31001-77-1
mercaptopropylmethyldimethoxysilane

: 3-methoxy-3-methyl-2,11-dioxa-7-thia-3-silatridecan-13-ol

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone for 0.666667h; UV-irradiation;	98%

: 111-45-5
ethylene glycol monoallyl ether

: 14630-40-1
Bis(trimethylsilyl)ethyne

: 24628-30-6
2-(2-propenyloxy)ethoxytrimethylsilane

Conditions

Conditions	Yield
With potassium hexamethylsilazane In neat (no solvent) at 40℃; for 0.5h; Inert atmosphere; Green chemistry;	98%

: 111-45-5
ethylene glycol monoallyl ether

: 98-59-9
p-toluenesulfonyl chloride

: 50563-72-9
2-(allyloxy)ethyl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;	97%
With dmap; triethylamine In dichloromethane at 0 - 20℃;	95%
With dmap; triethylamine In water Inert atmosphere;	93%

: 22353-40-8
2,3-dichloro-5-nitropyridine

: 111-45-5
ethylene glycol monoallyl ether

: 2-(2-(allyloxy)ethoxy)-3-chloro-5-nitropyridine

Conditions

Conditions	Yield
Stage #1: ethylene glycol monoallyl ether With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2,3-dichloro-5-nitropyridine In tetrahydrofuran at -20 - 20℃; for 1h;	97%

: 111-45-5
ethylene glycol monoallyl ether

: bis(1,4-dioxan-2-ylmethyl)selenide

Conditions

Conditions	Yield
Stage #1: ethylene glycol monoallyl ether With selenium dibromide In chloroform at -20 - 20℃; for 4h; Stage #2: With sodium hydrogencarbonate In chloroform at 20℃; for 16h; Reagent/catalyst;	96%

: 111-45-5
ethylene glycol monoallyl ether

: C16H36O4Si4

: C36H76O12Si4

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; for 4h; Inert atmosphere; regioselective reaction;	96%

: 111-45-5
ethylene glycol monoallyl ether

: 108-24-7
acetic anhydride

: 70964-99-7
acetic acid 2-allyloxyethyl ester

Conditions

Conditions	Yield
ruthenium trichloride In acetonitrile at 20℃; for 1h;	95%
With sulfuric acid

: 111-45-5
ethylene glycol monoallyl ether

: 335-58-0
perfluoroheptyl iodide

: 25431-54-3
6-(F-heptyl)-5-iodo-3-oxa-5-hexan-1-ol

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) at 70℃; for 22h;	95%

: 111-45-5
ethylene glycol monoallyl ether

: 350-46-9
4-Fluoronitrobenzene

: 374588-10-0
4-(1,4-dioxahept-6-enyl)nitrobenzene

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene for 4h; Heating;	95%

: 111-45-5
ethylene glycol monoallyl ether

: 124-63-0
methanesulfonyl chloride

: 153901-22-5
methanesulfonic acid 2-propenyloxyethyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 18h;	95%
With triethylamine In tetrahydrofuran at 20℃; for 1.5h;	74%
With pyridine at 0 - 20℃;	71%
In dichloromethane at 0℃;
With triethylamine In dichloromethane at 0℃; for 2h;

: 111-45-5
ethylene glycol monoallyl ether

: 11113-50-1
boric acid

: 86281-85-8
tris(2-alloxyethyl)borate

Conditions

Conditions	Yield
In benzene byproducts: H2O; B-compd. to alcohol molar ratio 1:4, boiling (6-14 h) to the end of water distillation off; benzene removing in vacuum; elem. anal.;	94%

: 111-45-5
ethylene glycol monoallyl ether

: 121263-53-4
1-butyl-9-hydro-1,1,3,3,5,5,7,7,9,9-decamethyl pentasiloxane

: 1052075-56-5
C19H50O6Si5

Conditions

Conditions	Yield
complex of alkali-neutralized chloroplatinic acid with vinyl siloxane In toluene at 70 - 100℃;	94%
With platinum(IV) chloride; platinum In toluene at 70 - 100℃; for 2h;	94%
With chloroplatinic acid alkali neutralized vinylsiloxane In toluene at 70 - 100℃; for 2h;	94%
With dihydrogen hexachloroplatinate In toluene at 70 - 100℃; for 2h;	94%

: 111-45-5
ethylene glycol monoallyl ether

: 63133-81-3
3-(N,N-diethylamino)benzyl chloride

: C16H25NO2

Conditions

Conditions	Yield
Stage #1: ethylene glycol monoallyl ether With tetrabutylammomium bromide; sodium hydride In N,N-dimethyl-formamide; mineral oil at -10 - 20℃; for 0.75h; Stage #2: 3-(N,N-diethylamino)benzyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 24h;	94%

: 111-45-5
ethylene glycol monoallyl ether

: 103-16-2
4-Benzyloxyphenol

: 1354967-78-4
1-((4-(2-(allyloxy)ethoxy)phenoxy)methyl)benzene

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; Mitsunobu reaction;	93%
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃;	71%

: 111-45-5
ethylene glycol monoallyl ether

: 98-59-9
p-toluenesulfonyl chloride

: 64818-36-6
5-hexenyl methanesulfonate

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 1h;	93%

: 111-45-5
ethylene glycol monoallyl ether

: 106-45-6
para-thiocresol

A: 103-19-5
di(p-tolyl) disulfide

B: [3-(4-methylphenylthio)propoxy]ethanol

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 5h; Green chemistry; regioselective reaction;	A n/a B 93%

...Expand

: 111-45-5
ethylene glycol monoallyl ether

: 31643-49-9
4-Nitrophthalonitrile

: 5-allyoxyethyl phthalonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; Inert atmosphere;	93%

: 111-45-5
ethylene glycol monoallyl ether

: 2-(but-3-en-1-yloxy)ethyl nitrate

Conditions

Conditions	Yield
With nitric acid; acetic anhydride In dichloromethane at -50 - 20℃; for 5.5h;	92%

: 111-45-5
ethylene glycol monoallyl ether

: 75988-50-0
2-(prop-3-en-1-yloxy)ethyl nitrate

Conditions

Conditions	Yield
With nitric acid; acetic anhydride In dichloromethane at -50 - 20℃; for 4.5h;	92%

2-Allyloxyethanol Chemical Properties

Product Name: 2-Allyloxyethanol (CAS NO.111-45-5)

Molecular Formula: C₅H₁₀O₂
Molecular Weight: 102.13g/mol
Mol File: 111-45-5.mol
Einecs: 203-871-7
Boiling point: 158.5 °C at 760 mmHg
Flash Point: 55 °C
Density: 0.955 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.436(lit.)
Surface Tension: 29.5 dyne/cm
Enthalpy of Vaporization: 46.02 kJ/mol
Vapour Pressure: 0.929 mmHg at 25°C
XLogP3: -0.1
H-Bond Donor: 1
H-Bond Acceptor: 2
Structure Descriptors of 2-Allyloxyethanol (CAS NO.111-45-5):
IUPAC Name: 2-prop-2-enoxyethanol
Canonical SMILES: C=CCOCCO
InChI: InChI=1S/C5H10O2/c1-2-4-7-5-3-6/h2,6H,1,3-5H2
InChIKey: GCYHRYNSUGLLMA-UHFFFAOYSA-N
Product Categories: Ethylene Glycols and Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols

2-Allyloxyethanol Uses

2-Allyloxyethanol (CAS NO.111-45-5) is used to fluorocarbon resin, unsaturated polyester resins, super-absorbent resin, ultraviolet (UV) curable coatings, etc.

2-Allyloxyethanol Toxicity Data With Reference

1.	skn-rbt 500 mg/24H MOD	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,99.
2.	eye-rbt 750 µg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,99.
3.	ipr-mus LD50:250 mg/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
4.	par-mus LDLo:2000 mg/kg	CBCCT* “Summary Tables of Biological Tests” National Research Council Chemical-Biological Coordination Center. 7 (1955),687.

2-Allyloxyethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-Allyloxyethanol Safety Profile

Poison by intraperitoneal route. Moderately toxic by parenteral route. A severe eye and moderate skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS.
Safety Information of 2-Allyloxyethanol (CAS NO.111-45-5):
Hazard Codes: Xi
Risk Statements: 38-41-36/37/38
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
41: Risk of serious damage to eyes
Safety Statements: 26-39-45-36/37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

2-Allyloxyethanol Specification

2-Allyloxyethanol ,its CAS NO. is 111-45-5,the synonyms is 2-(2-Propenyloxy)-ethano ; 2-(Allyloxy)-ethano ; 2-Alloxyethanol ; Allyl Cellosolve ; Allylcellosolve ; Ethanol, 2-(allyloxy)- ; USAF do-47 ; Usafdo-47 .

Product Name

2-Allyloxyethanol

Synthetic route

2-Allyloxyethanol Chemical Properties

2-Allyloxyethanol Uses

2-Allyloxyethanol Toxicity Data With Reference

2-Allyloxyethanol Consensus Reports

2-Allyloxyethanol Safety Profile

2-Allyloxyethanol Specification

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