Guaiacol glycidyl ether supplier

Name
Guaiacol glycidyl ether
EINECS 218-644-8
CAS No. 2210-74-4
Article Data49
CAS DataBase
Density 1.142 g/cm³
Solubility 4.21g/L at 20℃
Melting Point 33-36 °C
Formula C₁₀H₁₂O₃
Boiling Point 265.3 °C at 760 mmHg
Molecular Weight 180.203
Flash Point 87.4 °C
Transport Information
Appearance White crystalline solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzene,1-(2,3-epoxypropoxy)-2-methoxy- (6CI,7CI,8CI);Oxirane,[(2-methoxyphenoxy)methyl]- (9CI);1,2-Epoxy-3-(2-methoxyphenoxy)propane;1,2-Epoxy-3-(o-methoxyphenoxy)propane;1-(2-Methoxyphenoxy)-2,3-epoxypropane;2-(2,3-Epoxypropoxy)anisole;2-Methoxy-1-(oxiranylmethoxy)benzene;2-Methoxyphenyl glycidyl ether;2-[(2-Methoxyphenoxy)methyl]oxirane;Glycidyl2-methoxyphenyl ether;NSC 112256;NSC 133442;
PSA 30.99000
LogP 1.47280

Synthetic route

: 13052-77-2
sodium 2-methoxyphenolate

: 106-89-8
epichlorohydrin

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
at 20℃; for 24h;	95%

: 90-05-1
2-methoxy-phenol

: 106-89-8
epichlorohydrin

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
Stage #1: 2-methoxy-phenol With sodium hydroxide In water at 30℃; Large scale; Stage #2: epichlorohydrin In water at 25 - 35℃; Large scale;	94%
With potassium carbonate at 120℃; for 4.5h;	93%
With n-Bu4NOSO2OCH2CHOHCH3; potassium carbonate at 75 - 80℃; for 1h;	90%

: 90-05-1
2-methoxy-phenol

: 3132-64-7
1,2-Epoxy-3-bromopropane

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran Heating;	82%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 6h;	62%
With base
With potassium carbonate In butanone at 80℃;

: 90-05-1
2-methoxy-phenol

: 106-89-8
epichlorohydrin

A: 25772-81-0
1-chloro-3-(2-methoxyphenoxy)-2-propyl alcohol

B: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
With sodium hydroxide In water for 7h; Heating;	A 23% B 68%
With sodium hydroxide In 1,4-dioxane; water at 25 - 30℃;
With sodium hydroxide at 25 - 30℃;

...Expand

: 79-21-0
peracetic acid

: 4125-43-3
O-allyl guaiacol

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
With diethyl ether

: 96-23-1
1,3-Dichloro-2-propanol

: 90-05-1
2-methoxy-phenol

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide

: 13052-77-2
sodium guaiacolate

: 106-89-8
epichlorohydrin

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
tris-(3,6-dioxa-octyl)amine In acetonitrile

: 90-05-1
2-methoxy-phenol

: 106-89-8
epichlorohydrin

A: 16929-60-5
1,3-bis(2-methoxyphenoxy)propan-2-ol

B: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
Stage #1: 2-methoxy-phenol With sodium hydroxide; tetrabutylammomium bromide In water; toluene at 25 - 30℃; for 0.5h; Stage #2: epichlorohydrin In water; toluene at 35 - 40℃; for 6h; Product distribution / selectivity;
With sodium hydroxide at 10 - 15℃; Temperature;

...Expand

: 90-05-1
2-methoxy-phenol

: 106-89-8
epichlorohydrin

A: 25772-81-0
1-chloro-3-(2-methoxyphenoxy)-2-propyl alcohol

B: 16929-60-5
1,3-bis(2-methoxyphenoxy)propan-2-ol

C: 93-14-1
guaifenesin

D: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 25 - 30℃; Solvent; Concentration;

...Expand

: 110-89-4
piperidine

: 75-15-0
carbon disulfide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C16H23O3NS2

Conditions

Conditions	Yield
at 20℃;	99%

...Expand

: 77211-54-2
3-n-butyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 79053-48-8
3-Butyl-8-[2-hydroxy-3-(2-methoxy-phenoxy)-propyl]-1-oxa-3,8-diaza-spiro[4.5]decan-2-one

Conditions

Conditions	Yield
With triethylamine	97%

: 124-38-9
carbon dioxide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 2049-21-0
rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one

Conditions

Conditions	Yield
With imidazolium based ionic liquid incorporated porous dendritic fibrous nanosilica at 70℃; under 7500.75 Torr; for 2h; Green chemistry;	96%
With C22H24F6N3O(1+)*Br(1-) In neat (no solvent) at 80℃; under 760.051 Torr; for 24h;	90%
In N,N-dimethyl-formamide at 80℃; under 15001.5 Torr; for 20h;

: 110-89-4
piperidine

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 108838-24-0
1-(2-methoxy-phenoxy)-3-piperidino-propan-2-ol

Conditions

Conditions	Yield
In water at 0 - 20℃;	95%
With Petroleum ether

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-bromo-3-(2-methoxyphenoxy)-2-propyl alcohol

Conditions

Conditions	Yield
With bromine; 1,2-diamino-benzene In dichloromethane at 25℃; for 1.5h;	94%
With lithium bromide; copper(ll) bromide In tetrahydrofuran at 20℃; regioselective reaction;	70%

: 75-15-0
carbon disulfide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 5-((2-methoxyphenoxy)methyl)-1,3-oxathiolane-2-thione

Conditions

Conditions	Yield
With sodium hydrogencarbonate; 1-n-butyl-3-methylimidazolim bromide; lithium chloride In neat (no solvent) at 40℃; for 24h; chemoselective reaction;	93%

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 25772-81-0
1-chloro-3-(2-methoxyphenoxy)-2-propyl alcohol

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 60℃; for 92.23h;	92.2%
With hydrogenchloride In water; toluene at 25 - 35℃;	89%
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane at 5 - 10℃; for 2h;	51%

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-iodo-3-(2-methoxy-phenoxy)-propan-2-ol

Conditions

Conditions	Yield
With iodine; 1,2-diamino-benzene In dichloromethane at 25℃; for 3h;	92%

: 75-15-0
carbon disulfide

: 109-89-7
diethylamine

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C15H23O3NS2

Conditions

Conditions	Yield
at 20℃;	92%

...Expand

: 536-74-3
phenylacetylene

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-(2-methoxyphenoxy)-3-(4-phenyl-[1,2,3]triazol-1-yl)propan-2-ol

Conditions

Conditions	Yield
With sodium azide at 80℃; for 12h; Green chemistry;	92%
With copper(l) iodide; sodium azide In various solvent(s) at 20℃; for 16h;	85%

: 77211-52-0
3-n-propyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 79053-50-2
8-[2-Hydroxy-3-(2-methoxy-phenoxy)-propyl]-3-propyl-1-oxa-3,8-diaza-spiro[4.5]decan-2-one

Conditions

Conditions	Yield
With triethylamine	91%

: 75-64-9
tert-butylamine

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 37708-25-1
M 66527

Conditions

Conditions	Yield
In water at 0 - 20℃;	90%
In dimethyl sulfoxide; isopropyl alcohol for 1h;
In water at 20℃; for 24h;

: 123-75-1
pyrrolidine

: 75-15-0
carbon disulfide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C15H21O3NS2

Conditions

Conditions	Yield
at 20℃;	90%

...Expand

: 75-15-0
carbon disulfide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 4-((2-methoxyphenoxy)methyl)-1,3-dithiolane-2-thione

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide; potassium hydroxide; lithium bromide In neat (no solvent) at 70℃; for 24h; chemoselective reaction;	90%

: 75-15-0
carbon disulfide

: 109-73-9
N-butylamine

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C15H23O3NS2

Conditions

Conditions	Yield
at 20℃;	86%

...Expand

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 813-77-4
Dimethyl chlorophosphate

: 3-Chloro-1-(2-methoxyphenoxy)propan-2-yl dimethyl phosphate

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20℃; for 0.5h; Ring cleavage; Addition;	85%

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 5294-61-1
N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

: 95635-55-5
Ranolazine

Conditions

Conditions	Yield
With Sulfated tungstate at 70℃; for 2h; Green chemistry;	85%
In methanol at 60℃; for 5h; Solvent;	85%
In methanol; toluene at 65℃; for 9h;	69.8%

: 15687-27-1
ibuprofen

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 2-hydroxy-3-(2-methoxyphenoxy)propyl 2-(4-isobutylphenyl) propanoate

Conditions

Conditions	Yield
With butyl methyl imidazolium silica sulfate In acetonitrile for 18h; Reflux;	85%

: 7677-24-9
trimethylsilyl cyanide

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 3-hydroxy-4-(2-methoxy-phenoxy)-butyronitrile

Conditions

Conditions	Yield
With potassium salts of magnetic graphitic carbon nitride at 70℃;	84%

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 637-44-5
phenylpropyolic acid

: C18H18O3Se

Conditions

Conditions	Yield
With selenium; 1,10-Phenanthroline; tetra-(n-butyl)ammonium iodide; caesium carbonate; copper dichloride In water at 50℃; for 24h; Schlenk technique;	84%

: 104-94-9
4-methoxy-aniline

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-(2-methoxyphenoxy)-3-(4-methoxyphenylamino)propan-2-ol

Conditions

Conditions	Yield
for 0.166667h; microwave irradiation;	82%

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With perchloric acid	81%
With perchloric acid In water at 80℃;	80%
With sulfuric acid; water at 70℃; for 2h;	59.1%

: 34245-14-2
2-(3,4-dimethoxyphenyl)-2-isopropyl-5-methylamino-pentanenitrile

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 101532-49-4
2-(3,4-Dimethoxy-phenyl)-5-{[2-hydroxy-3-(2-methoxy-phenoxy)-propyl]-methyl-amino}-2-isopropyl-pentanenitrile

Conditions

Conditions	Yield
In ethanol for 24h; Heating;	80%

: 603-76-9
1-methylindole

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-(2-methoxy-phenoxy)-3-(1-methyl-1H-indol-3-yl)-propan-2-ol

Conditions

Conditions	Yield
With lithium perchlorate at 60℃; for 1h;	80%

: 62-53-3
aniline

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 1-(2-methoxy-phenoxy)-3-phenylamino-propan-2-ol

Conditions

Conditions	Yield
With zinc diacetate; bis<2-(2-carboxy phenoxy)ethyl> ether for 0.05h; microwave irradiation;	78%
for 0.166667h; microwave irradiation;	61%

: 108-98-5
thiophenol

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C16H18O3S

Conditions

Conditions	Yield
With cholin hydroxide In neat liquid at 20℃; Green chemistry; regioselective reaction;	78%

: 104-12-1
p-chlorphenylisocyanate

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: C17H16ClNO4

Conditions

Conditions	Yield
With C22H24F6N3O(1+)*Br(1-) In chlorobenzene at 100℃; for 12h; Inert atmosphere;	78%

Guaiacol glycidyl ether Chemical Properties

IUPAC Name: 2-[(2-Methoxyphenoxy)methyl]oxirane
Following is the structure of Oxirane,2-[(2-methoxyphenoxy)methyl]- (CAS NO.2210-74-4):

Empirical Formula: C₁₀H₁₂O₃
Molecular Weight: 180.2005
EINECS: 218-644-8
Index of Refraction: 1.526
Molar Refractivity: 48.45 cm³
Molar Volume: 157.7 cm³
Density: 1.142 g/cm³
Flash Point: 87.4 °C
Melting point: 33-36 °C
Polarizability: 19.2 10^-24cm³
Surface Tension: 40.4 dyne/cm
Enthalpy of Vaporization: 48.29 kJ/mol
Boiling Point: 265.3 °C at 760 mmHg
Vapour Pressure: 0.0152 mmHg at 25 °C
Appearance of Oxirane,2-[(2-methoxyphenoxy)methyl]- (CAS NO.2210-74-4): White Crystalline Solid
Product Categories: INTERMEDIATESOFRANOLAZINE; API intermediates; Various Intermediates; Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals; Ranolazine
Canonical SMILES: COC1=CC=CC=C1OCC2CO2
InChI: InChI=1S/C10H12O3/c1-11-9-4-2-3-5-10(9)13-7-8-6-12-8/h2-5,8H,6-7H2,1H3
InChIKey: RJNVSQLNEALZLC-UHFFFAOYSA-N

Guaiacol glycidyl ether Uses

Oxirane,2-[(2-methoxyphenoxy)methyl]- (CAS NO.2210-74-4) can be used as Ranolazine intermediate.

Guaiacol glycidyl ether Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	subcutaneous	1355mg/kg (1355mg/kg)	BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 1355, 1965.

Guaiacol glycidyl ether Specification

Oxirane,2-[(2-methoxyphenoxy)methyl]- , its cas register number 2210-74-4. It also can be called 1,2-Epoxy-3-(o-methoxyphenoxy)propane ; Guajacol-glycidaether ; Guajacol-glycidaether [German] ; NSC 112256 ; NSC 133442 ; and Propane, 1,2-epoxy-3-(o-methoxyphenoxy)- .

Product Name

Guaiacol glycidyl ether

Synthetic route

Guaiacol glycidyl ether Chemical Properties

Guaiacol glycidyl ether Uses

Guaiacol glycidyl ether Toxicity Data With Reference

Guaiacol glycidyl ether Specification

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