Methyl (2-allyloxy-ethoxy)-acetate
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; | 99% |
Conditions | Yield |
---|---|
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
A
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
In diethylene glycol | A 88% B n/a |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; for 25h; | 70% |
allyl bromide
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
With diethylene glycol |
3-chloroprop-1-ene
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
With diethylene glycol |
2-(2-(2-(allyloxy)ethoxy)ethoxy)tetrahydro-2H-pyran
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water Heating; | 150 g |
ethylene glycol monoallyl ether
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
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
Trichloroacetyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 2h; Acylation; | 99% |
2-(2-allyloxyethoxy)ethanol
p-toluenesulfonyl chloride
allyl diethylene glycol toluene-p-sulfonate
Conditions | Yield |
---|---|
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
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
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
triethylene glycol di-(p-toluenesulfonate)
heptaethylene glycol bis(allyl ether)
Conditions | Yield |
---|---|
With potassium hydroxide; tetrabutylammomium bromide In toluene at 100℃; for 2h; | 81% |
2-(2-allyloxyethoxy)ethanol
4-Fluoronitrobenzene
1-(2-(2-(allyloxy)ethoxy)ethoxy)-4-nitrobenzene
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene for 4h; Heating; | 66% |
2-(2-allyloxyethoxy)ethanol
cyanoacetic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene Heating; | 65% |
2-(2-allyloxyethoxy)ethanol
bromoacetic acid methyl ester
Methyl (2-(2-allyloxy-ethoxy)-ethoxy)-acetate
Conditions | Yield |
---|---|
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
ortho-nitrofluorobenzene
2-(1,4,7-trioxadec-9-enyl)nitrobenzene
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; benzene for 1h; Heating; | 62% |
2-(2-allyloxyethoxy)ethanol
2,2,6-trimethyl-4H-1,3-dioxin-4-one
3-Oxo-butyric acid 2-(2-allyloxy-ethoxy)-ethyl ester
Conditions | Yield |
---|---|
In xylene for 1.5h; Heating; | 58% |
2-(2-allyloxyethoxy)ethanol
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
Conditions | Yield |
---|---|
With mercury(II) cyanide In nitromethane; benzene Ambient temperature; | 54.6% |
2-(2-allyloxyethoxy)ethanol
epichlorohydrin
2-[2-(2-allyloxyethoxy)ethoxymethyl]oxirane
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 0 - 5℃; | 50% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 20h; Esterification; Heating; | 19% |
2-(2-allyloxyethoxy)ethanol
Methacryloyl chloride
(2-allyloxy-ethyl)-(2-methacryloyloxy-ethyl)-ether
Conditions | Yield |
---|---|
With pyridine | |
With triethylamine at 0 - 20℃; for 3.08333h; |
2-(2-allyloxyethoxy)ethanol
acetylene
diethylene glycol vinyl allyl diether
Conditions | Yield |
---|---|
With potassium hydroxide at 150℃; |
2-(2-allyloxyethoxy)ethanol
hexachlorocyclopentadiene
<1,4,5,6,7,7-Hexachlor-bicyclo<2.2.1>hepten-(5)-yl-(2)-methyl>-<2-(2-hydroxy-ethoxy)-ethyl>-ether
Conditions | Yield |
---|---|
In o-xylene at 144℃; |
2-(2-allyloxyethoxy)ethanol
phenylphosphane
2-{2-[3-({3-[2-(2-Hydroxy-ethoxy)-ethoxy]-propyl}-phenyl-phosphanyl)-propoxy]-ethoxy}-ethanol
Conditions | Yield |
---|---|
for 192h; Irradiation; | 95 % Spectr. |
2-(2-allyloxyethoxy)ethanol
diphenylphosphane
2-[2-(3-Diphenylphosphanyl-propoxy)-ethoxy]-ethanol
Conditions | Yield |
---|---|
for 192h; Irradiation; | 95 % Spectr. |
isatoic anhydride
2-(2-allyloxyethoxy)ethanol
2-Amino-benzoic acid 2-(2-allyloxy-ethoxy)-ethyl ester
Conditions | Yield |
---|---|
With sodium hydride 1.) benzene, reflux, 1 h, 2.) pyridine, reflux, 5 h; Yield given. Multistep reaction; |
4-methyleneoxetan-2-one
2-(2-allyloxyethoxy)ethanol
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Et3N; DMAP / CH2Cl2 2: K2CO3 / ethanol View Scheme |
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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