3-Methoxy-1-propene supplier

Name
ALLYL METHYL ETHER
EINECS 210-997-6
CAS No. 627-40-7
Article Data78
CAS DataBase
Density 0.751 g/cm³
Solubility Insoluble in water
Melting Point -115.8°C (estimate)
Formula C₄H₈O
Boiling Point 46 °C at 760 mmHg
Molecular Weight 72.1069
Flash Point - 23 °C
Transport Information
Appearance
Safety 3/7-9-16-36/37/39-26
Risk Codes 11-19-36-22-12
Molecular Structure
Hazard Symbols F+XnF
Synonyms Methyl 2-propenyl ether;
PSA 9.23000
LogP 0.81880

Synthetic route

: 107-98-2
1-methoxy-2-propanol

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With zirconium(IV) oxide at 100℃; for 3h; Temperature; Reagent/catalyst;	96.6%

: 107-18-6
allyl alcohol

: 74-88-4
methyl iodide

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With dimsylsodium In dimethyl sulfoxide Ambient temperature;	93%
With silver(l) oxide
With sodium hydride In paraffin

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With benzo[1,3,2]dioxaborole In benzene Ambient temperature;	88%

: 124-41-4
sodium methylate

: 106-95-6
allyl bromide

: 627-40-7
methylallylether

Conditions

Conditions	Yield
In methanol	80%

: 109-88-6, 16436-83-2, 16436-85-4
magnesium methanolate

: 106-95-6
allyl bromide

: 627-40-7
methylallylether

Conditions

Conditions	Yield
for 48h; Heating;	78%

: 67-56-1
methanol

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

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With sodium methylate at 35 - 45℃; for 4h;	74.1%
Stage #1: methanol With sodium Inert atmosphere; Reflux; Stage #2: 3-chloroprop-1-ene for 4h; Inert atmosphere; Reflux;	67%

: 627-41-8
propargyl alcohol methyl ether

A: 557-17-5
methyl propyl ether

B: 627-40-7
methylallylether

Conditions

Conditions	Yield
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.666667h; Product distribution; Ambient temperature; various time;	A 2% B 68.4%
Stage #1: propargyl alcohol methyl ether With pyridine In toluene for 0.166667h; Glovebox; Stage #2: With hydrogen In toluene at 120℃; under 37503.8 Torr; for 12h; Glovebox;

: 107-18-6
allyl alcohol

: 77-78-1
dimethyl sulfate

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water at 40 - 45℃; for 3h;	65%
With sodium hydride 1. 1 h; 2.overnight; Multistep reaction;
With sodium hydride In xylene Heating;
With sodium hydride In xylene

: 4885-02-3
Dichloromethyl methyl ether

: 78338-53-1, 85263-66-7
(Z)-(3-methoxyprop-1-ene-1,2-diyl)bis(trimethylstannane)

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With aluminium trichloride	61%

: 25439-17-2
allyl alcohol; aluminium allylate

: 74-88-4
methyl iodide

: 627-40-7
methylallylether

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 59 - 70℃; for 48h;	60%

: 627-41-8
propargyl alcohol methyl ether

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;	56%
With piperazine; hydrogen In ethanol at 100℃; under 4500.45 Torr; for 22h; Green chemistry;
With hydrogen In ethanol at 100℃; under 4500.45 Torr; for 24h; chemoselective reaction;	76 %Chromat.

: 1445-45-0
Trimethyl orthoacetate

: 107-18-6
allyl alcohol

A: 627-40-7
methylallylether

B: 557-40-4
Allyl ether

Conditions

Conditions	Yield
Montmorillonite KSF at 20℃; for 8h;	A 86 % Chromat. B 5%

...Expand

: 19858-14-1
1,2-epithio-3-methoxypropane

: 122-52-1
triethyl phosphite

A: 126-68-1
O,O,O-triethyl phosphorothioate

B: 627-40-7
methylallylether

...Expand

: 67-56-1
methanol

: 557-31-3
3-ethoxyprop-1-ene

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) diacetate

: 67-56-1
methanol

: 557-40-4
Allyl ether

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With boron fluoride ether; mercury(II) diacetate

: 556-56-9
allyl iodid

: 124-41-4
sodium methylate

: 627-40-7
methylallylether

: 108-65-6
propylene glycol methyl ether acetate

A: 4188-68-5
methyl (Z)-prop-1-enyl ether

B: 4188-69-6
(E)-1-Methoxy-1-propen

C: 627-40-7
methylallylether

Conditions

Conditions	Yield
at 500℃;

...Expand

: 108-65-6
propylene glycol methyl ether acetate

A: 4188-68-5
methyl (Z)-prop-1-enyl ether

B: 627-40-7
methylallylether

Conditions

Conditions	Yield
at 500℃;

: 108-65-6
propylene glycol methyl ether acetate

A: 4188-69-6
(E)-1-Methoxy-1-propen

B: 627-40-7
methylallylether

Conditions

Conditions	Yield
at 500℃;

: 623-39-2, 36887-04-4
glycerol 1-monomethyl ether

: 144-62-7
oxalic acid

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With ammonium sulfate at 180 - 230℃;

: 67-56-1
methanol

: 107-18-6
allyl alcohol

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) diacetate
With sodium aluminium sulfate dodecahydrate at 185 - 190℃;

: 20907-32-8
sodium allyloxide

: 107-18-6
allyl alcohol

: 77-78-1
dimethyl sulfate

: 627-40-7
methylallylether

Conditions

Conditions	Yield
Darstellung;

...Expand

: 124-41-4
sodium methylate

: 109-64-8
1,3-dibromo-propane

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With methanol

: 75-21-8
oxirane

: 67-56-1
methanol

: 10575-90-3
N-nitroso-N-cyclopropylurea

A: 627-40-7
methylallylether

B: 18854-48-3
monoethylene glycol methyl allyl ether

C: 540-47-6
cyclopropyl methyl ether

D: 13752-97-1
3-<2-(2-Methoxyethoxy)ethoxy>propen

E: (2-Methoxyethoxy)cyclopropan

Conditions

Conditions	Yield
With sodium hydrogencarbonate Product distribution; Ambient temperature; var. conc., further reactions with NaOCH3, oxetane, tetrahydrofuran;	A 31.7 % Chromat. B 49.3 % Chromat. C 2.8 % Chromat. D 13.8 % Chromat. E 2.4 % Chromat.

...Expand

: 503-30-0
trimethylene oxide

: 186581-53-3, 908094-01-9
diazomethane

: 67-56-1
methanol

A: 2167-38-6
3-methyloxetane

B: 109-99-9
tetrahydrofuran

C: 2167-39-7
(+/-)-2-methyloxetane

D: 115-10-6
Dimethyl ether

E: 17081-21-9
1,3-dimethoxy propane

F: 627-40-7
methylallylether

Conditions

Conditions	Yield
Mechanism; Irradiation;

...Expand

: 503-30-0
trimethylene oxide

: 186581-53-3, 908094-01-9
diazomethane

: 67-56-1
methanol

A: 2167-38-6
3-methyloxetane

B: 109-99-9
tetrahydrofuran

C: 2167-39-7
(+/-)-2-methyloxetane

D: 627-40-7
methylallylether

Conditions

Conditions	Yield
Irradiation; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 503-30-0
trimethylene oxide

: 186581-53-3, 908094-01-9
diazomethane

A: 2167-38-6
3-methyloxetane

B: 109-99-9
tetrahydrofuran

C: 2167-39-7
(+/-)-2-methyloxetane

D: 627-40-7
methylallylether

Conditions

Conditions	Yield
Irradiation; Yield given. Yields of byproduct given;
Mechanism; Irradiation;

...Expand

: 503-30-0
trimethylene oxide

: 67-56-1
methanol

: 10575-90-3
N-nitroso-N-cyclopropylurea

A: 627-40-7
methylallylether

B: 540-47-6
cyclopropyl methyl ether

C: 1-methoxy-3-(2-propenyloxy)-propane

D: (3-Methoxypropoxy)cyclopropan

Conditions

Conditions	Yield
With sodium hydrogencarbonate Ambient temperature; Further byproducts given;	A 67.1 % Chromat. B 9.2 % Chromat. C 16.9 % Chromat. D 3.7 % Chromat.

...Expand

: 503-30-0
trimethylene oxide

: 67-56-1
methanol

: 10575-90-3
N-nitroso-N-cyclopropylurea

A: 627-40-7
methylallylether

B: 540-47-6
cyclopropyl methyl ether

C: 1-methoxy-3-(2-propenyloxy)-propane

D: 3-<3-(3-Methoxypropoxy)propoxy>propen

Conditions

Conditions	Yield
With sodium hydrogencarbonate Ambient temperature; Further byproducts given;	A 68.2 % Chromat. B 8.8 % Chromat. C 16.8 % Chromat. D 3.3 % Chromat.

...Expand

: 503-30-0
trimethylene oxide

: 10575-90-3
N-nitroso-N-cyclopropylurea

: 124-41-4
sodium methylate

A: 627-40-7
methylallylether

B: 540-47-6
cyclopropyl methyl ether

C: 1-methoxy-3-(2-propenyloxy)-propane

D: (3-Methoxypropoxy)cyclopropan

Conditions

Conditions	Yield
	A 1.7 % Chromat. B 39.5 % Chromat. C 0.4 % Chromat. D 58.4 % Chromat.

...Expand

: 627-40-7
methylallylether

: 624-90-8, 1516-70-7
Methanesulfonyl azide

: N-[1-Methoxy-prop-(Z)-ylidene]-methanesulfonamide

Conditions

Conditions	Yield
bis(benzonitrile)palladium(II) dichloride In benzene at 80℃;	100%

: 627-40-7
methylallylether

: 930-37-0
glycidyl methyl ether

Conditions

Conditions	Yield
With tetrabutylphosphonium peroxotantalate; dihydrogen peroxide In water; acetonitrile at 0℃; for 5.5h; Schlenk technique; chemoselective reaction;	100%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 45℃; for 48h;
With peracetic acid IP versus log k (rel); var. electrophiles;

: 627-40-7
methylallylether

: 27098-65-3
3-phenylsulfanyl-propionaldehyde

: 945037-26-3
C6H5SC2H4CHOC3H5OCH3

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; sec.-butyllithium; (+)-B-methoxydiisocamphenylborane In tetrahydrofuran at -78 - 0℃;	100%

: 627-40-7
methylallylether

: 5370-08-1
1,1,4,4-tetramethoxy-2-butene

: 90031-29-1
1,8-dimethoxy-1,3,6,8-tetramethoxy-2,7-dimethyl-4-octene

Conditions

Conditions	Yield
With SO42-Sc2O3-CoO-TiO2 solid super acid In toluene at 15℃; for 5h; Reagent/catalyst; Temperature;	98.2%
With SO42--TiO2-Fe3O4 solid super acid catalyst In toluene at 30℃; for 0.0263889h; Temperature; Reagent/catalyst; Flow reactor;

: 627-40-7
methylallylether

: bis(2-bromo-3-methoxypropyl)selenide

Conditions

Conditions	Yield
With selenium dibromide In chloroform at 20 - 25℃; for 18h; regioselective reaction;	97%

: 627-40-7
methylallylether

: 1631-70-5
benzyldimethylsilane

: 145675-44-1
benzyl(3-methoxypropyl)dimethylsilane

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In dichloromethane at 20℃; Glovebox;	96%

: 879129-61-0
N,N-bis(phosphinoethyl)methoxyethylamine

: 627-40-7
methylallylether

: N-(2-methoxyethyl)-N,N-bis(2-(bis(3-methoxypropyl)phosphino)ethyl)amine hydrochloride

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 80℃; for 20h;	95%

: 627-40-7
methylallylether

: 1017-60-3
di-p-tolylphosphine

: 1163249-39-5
(3-methoxypropyl)di-4-tolylphosphine

Conditions

Conditions	Yield
Irradiation;	92%

: 627-40-7
methylallylether

: 1589-49-7
methoxypropanol

Conditions

Conditions	Yield
Stage #1: methylallylether With diborane In dimethyl sulfoxide Inert atmosphere; Stage #2: With dihydrogen peroxide; sodium hydroxide In dimethyl sulfoxide Reagent/catalyst; Solvent;	91.2%

: 627-40-7
methylallylether

: 13169-00-1
Methoxyallene

Conditions

Conditions	Yield
With potassium tert-butylate for 3h; Heating;	91%

: 627-40-7
methylallylether

: 108-94-1
cyclohexanone

: 94-66-6
2-allylcyclohexan-1-one

Conditions

Conditions	Yield
With pyrrolidine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)) In methanol at 20℃; for 4h; Inert atmosphere; regioselective reaction;	91%

: 627-40-7
methylallylether

: 72229-13-1
(2R,3R)-1-benzyloxy-3,4-epoxy-2-butanol

: 78469-76-8
(2R,3R)-1-benzyloxy-3,4-epoxy-2-(1'-methoxy-1'-methylaethoxy)-butan

Conditions

Conditions	Yield
With 2,4,6-Trinitrophenol In dichloromethane for 0.5h; Ambient temperature;	90%

: 627-40-7
methylallylether

: 177702-90-8
tricarbonyl(1,5,9-triphosphacyclododecane)chromium

: 187665-24-3
[Cr(CO)3(C21H45O3P3)]

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In toluene (N2); reflux (80°C, 3 h); filtration (Celite), solvent removal (vac.), extn. (CH2Cl2), chromy. (SiO2; CH2Cl2), evapn. (vac.); elem. anal.;	90%

: 627-40-7
methylallylether

: 184246-38-6
(E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde

: 1174394-71-8
C12H17NO2S

Conditions

Conditions	Yield
Stage #1: methylallylether With sec.-butyllithium; (+)-B-methoxydiisocamphenylborane In tetrahydrofuran; cyclohexane at -78℃; asymmetric Brown allylation; Stage #2: (E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde With boron trifluoride diethyl etherate In tetrahydrofuran; cyclohexane at -78℃; for 12h; asymmetric Brown allylation; optical yield given as %ee;	88%

: 856675-96-2
(-)-(10R)-B-methoxy-10-trimethylsilyl-9-borabicyclo[3.3.2]decane

: 627-40-7
methylallylether

: 1161746-10-6
(10R)-B-[(Z)-γ-methoxyallyl]-10-trimethylsilyl-9-borabicyclo[3.3.2]decane

Conditions

Conditions	Yield
Stage #1: methylallylether With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: (-)-(10R)-B-methoxy-10-trimethylsilyl-9-borabicyclo[3.3.2]decane In tetrahydrofuran; cyclohexane at -78℃; for 2h; Inert atmosphere; Stage #3: With chloro-trimethyl-silane In tetrahydrofuran; cyclohexane at -78℃; for 0.5h; Inert atmosphere;	85%

: (10R)-(-)-9-methoxy-10-trimethylsilyl-9-borabicyclo[3.3.2.]decane

: 627-40-7
methylallylether

: (10R)-B-[(Z)-γ-methoxyallyl]-10-trimethylsilyl-9-borabicyclo[3.3.2]decane

Conditions

Conditions	Yield
Stage #1: methylallylether With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: (10R)-(-)-9-methoxy-10-trimethylsilyl-9-borabicyclo[3.3.2.]decane In tetrahydrofuran; cyclohexane at -78℃; for 2h; Inert atmosphere; Stage #3: With chloro-trimethyl-silane In tetrahydrofuran; cyclohexane at -78℃; for 0.166667h; Inert atmosphere;	85%

: 627-40-7
methylallylether

: 100-53-8
phenylmethanethiol

: benzyl(3-methoxypropyl)sulfane

Conditions

Conditions	Yield
With titanium(IV) oxide In acetonitrile at 20℃; for 16h; Sealed tube; Irradiation;	85%

: 623-73-4
diazoacetic acid ethyl ester

: 627-40-7
methylallylether

: (+/-)trans-ethyl-2-(methoxymethyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
>Cu(OTf) In 1,2-dichloro-ethane for 5h; Ambient temperature;	83%

: 136918-14-4
phthalimide

: 627-40-7
methylallylether

: 3695-00-9
di(4-tosyl)amine

: N-(2-(1,3-dioxoisoindolin-2-yl)-3-methoxypropyl)-4-methyl-N-tosylbenzene

Conditions

Conditions	Yield
With 4-tert-Butylcatechol; bis(tertbutylcarbonyloxy)iodobenzene; diphthalimidato-bis(benzonitrile)palladium(II) In 1,2-dichloro-ethane at 70℃; for 16h; chemoselective reaction;	82%

...Expand

: 627-40-7
methylallylether

: C17H19NO5S

: C21H25NO5S

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In toluene at 100℃; for 2h; Inert atmosphere;	81%

: sodium azide

: 627-40-7
methylallylether

: 1600-27-7
mercury(II) diacetate

: 2-azido-1-chloromercurio-3-methoxypropane

Conditions

Conditions	Yield
In methanol Kinetics; soln. of alkene quick addn. to soln. of Hg-compd. and azide (about 20°C); mixture pouring to aq. soln. of NaCl, extracting (CHCl3), organic layer washing (water) and drying (MgSO4), solvent removing (reduced pressure);	80%

...Expand

: 627-40-7
methylallylether

: 89980-69-8
3,4-dimethoxyphenylmagnesium bromide

: 93-15-2
1,2-dimethoxy-4-(2-propenyl)benzene

Conditions

Conditions	Yield
With methylmagnesium bromide; bis(triphenylphosphine)nickel(II) chloride In diethyl ether; benzene Heating;	79%

: 186581-53-3, 908094-01-9
diazomethane

: 627-40-7
methylallylether

: 1003-13-0
cyclopropylmethyl methyl ether

Conditions

Conditions	Yield
bis(benzonitrile)palladium(II) dichloride In dichloromethane at 0 - 10℃;	78%
bis(benzonitrile)palladium(II) dichloride In diethyl ether; dichloromethane at 0 - 10℃; for 0.5h;	74%
copper dichloride

: 627-40-7
methylallylether

: 1950-78-3
p-toluenesulfonyl iodide

: 2-iodo-1-methoxy-3-tosylpropane

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Irradiation;	78%

: 627-40-7
methylallylether

: 775-12-2
diphenylsilane

: (3-methoxypropyl)diphenylsilane

Conditions

Conditions	Yield
With [N,N'-(1,2-dimethyl-1,2-ethanediylidene)bis[3-(diphenylphosphino)-1-propanamine]]Ni In benzene-d6 at 60℃; for 1h; Temperature; Inert atmosphere;	77%

3-Methoxy-1-propene Specification

The 3-Methoxy-1-propene, with the CAS registry number of 627-40-7, is also known as Methyl 2-propenyl ether. Its EINECS registry number is 210-997-6. This chemical's molecular formula is C₄H₈O and molecular weight is 72.11. What's more, its IUPAC name is 3-Methoxyprop-1-ene. In addition, it must be stored in airtight containers and placed in a dry, cool place. Meanwhile, it should avoid contact with oxidant.

Physical properties about the 3-Methoxy-1-propene are: (1)ACD/LogP: 0.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.75; (4)ACD/LogD (pH 7.4): 0.75; (5)#H bond acceptors: 1; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 2; (8)Index of Refraction: 1.376; (9)Molar Refractivity: 22.05 cm³; (10)Molar Volume: 96 cm³; (11)Surface Tension: 18.8 dyne/cm; (12)Density: 0.751 g/cm³; (13)Enthalpy of Vaporization: 27.79 kJ/mol; (14)Boiling Point: 46 °C at 760 mmHg; (15)Vapour Pressure: 354 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of Prop-2-en-1-ol with Iodomethane at ambient temperature. The reaction needs solvent Dimethylsulfoxide. The yield is about 93 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 1,2-Dibromo-3-methoxy-propane. This reaction needs reagent Br₂. Meanwhile, it needs solvent CHCl₃. The reaction temperature is 0 - 20 °C. The yield is about 73 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes and harmful if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is highly flammable, and it may catch fire in contact with an ignition source.

You can still convert the following datas into molecular structure:
(1) SMILES:C=CCOC
(2) InChI:InChI=1/C4H8O/c1-3-4-5-2/h3H,1,4H2,2H3
(3) InChIKey:FASUFOTUSHAIHG-UHFFFAOYAU

Product Name

ALLYL METHYL ETHER

Synthetic route

3-Methoxy-1-propene Specification

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