Product Name

  • Name

    2-Methoxypropene

  • EINECS 204-125-3
  • CAS No. 116-11-0
  • Article Data51
  • CAS DataBase
  • Density 0.752 g/cm3
  • Solubility negligible in water
  • Melting Point < 25oC
  • Formula C4H8O
  • Boiling Point 32 °C at 760 mmHg
  • Molecular Weight 72.1069
  • Flash Point -29 °C
  • Transport Information UN 1993 3/PG 1
  • Appearance clear colorless liquid
  • Safety 3-16-29-33-7/9-9-18
  • Risk Codes 12-19-22
  • Molecular Structure Molecular Structure of 116-11-0 (2-Methoxypropene)
  • Hazard Symbols HighlyF+,HarmfulXn
  • Synonyms Isopropenyl methyl ether;Methyl 1-methylvinyl ether;Methyl isopropenyl ether;Ether,isopropenyl methyl (6CI,7CI,8CI);2-Methoxyprop-1-ene;
  • PSA 9.23000
  • LogP 1.16640

Synthetic route

methanol
67-56-1

methanol

prop-1-yne
74-99-7

prop-1-yne

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 120℃;97%
With potassium hydroxide at 220℃;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
With quinoline at 30 - 105℃; under 12751.3 Torr; Temperature; Pyrolysis;93.6%
With quinoline; toluene-4-sulfonic acid at 90℃; for 9h; Catalytic behavior; Reagent/catalyst; Temperature;92.8%
With (trimethylsilyl)manganese pentacarbonyl In acetonitrile at 50℃; for 2h; Mechanism;77 % Spectr.
carbon dioxide
124-38-9

carbon dioxide

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

acetone
67-64-1

acetone

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With dibutyldimethoxytin at 180℃; under 1520000 Torr; for 24h; Product distribution; metal-catalyzed reaction of acetals with CO2; effect of catalyst structure; effect of additives; pressure effect; possible mechanism;A n/a
B 85%
C 88%
1,2-propanediene
463-49-0

1,2-propanediene

prop-1-yne
74-99-7

prop-1-yne

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium tert-butylate In methanol60%
In methanol47%
methylene
2465-56-7

methylene

acetone
67-64-1

acetone

A

2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

B

2,2,4,4-tetramethyl-[1,3]dioxolane
13372-34-4

2,2,4,4-tetramethyl-[1,3]dioxolane

C

2-Methoxypropene
116-11-0

2-Methoxypropene

D

butanone
78-93-3

butanone

pyridine
110-86-1

pyridine

t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

tert-butyl heptafluorobutyrate
425-24-1

tert-butyl heptafluorobutyrate

C

pyridinium heptafluorobutyrate
95682-68-1

pyridinium heptafluorobutyrate

D

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

Conditions
ConditionsYield
In toluene at 85℃; for 7h; Yield given. Further byproducts given. Yields of byproduct given;
pyridine
110-86-1

pyridine

t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

tert-butyl heptafluorobutyrate
425-24-1

tert-butyl heptafluorobutyrate

C

pyridinium heptafluorobutyrate
95682-68-1

pyridinium heptafluorobutyrate

D

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

E

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
In toluene at 65 - 85℃; for 7h; Rate constant; Kinetics; Thermodynamic data; ΔH(act.), ΔS(act.), various temperature;
methanol
67-56-1

methanol

1,2-propanediene
463-49-0

1,2-propanediene

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
sodium hydroxide at 190℃; Rate constant; other temperatures;
2-acyl-2,3-dimethyl-3-methoxyoxetane
99797-07-6

2-acyl-2,3-dimethyl-3-methoxyoxetane

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
ConditionsYield
In various solvent(s) Product distribution; Irradiation; infrared multiphoton induced photolysis; the luminescence of the reaction mixture was also investigated;
t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

B

2-Methoxypropene
116-11-0

2-Methoxypropene

C

acetic acid methyl ester
79-20-9

acetic acid methyl ester

D

2-(1-methoxy-1-methylethoxy)-2-methylpropane

2-(1-methoxy-1-methylethoxy)-2-methylpropane

Conditions
ConditionsYield
In pyridine at 50℃; for 12h; Product distribution;A 0.91 % Turnov.
B 0.46 % Turnov.
C 0.03 % Turnov.
D 0.21 % Turnov.
t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

B

2-Methoxypropene
116-11-0

2-Methoxypropene

C

tert-butyl heptafluorobutyrate
425-24-1

tert-butyl heptafluorobutyrate

D

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

E

1-methoxy-1-methylethyl heptafluorobutyrate

1-methoxy-1-methylethyl heptafluorobutyrate

Conditions
ConditionsYield
In nitrobenzene at 70℃; for 7h; Product distribution;A 0.90 % Turnov.
B 0.19 % Turnov.
C 0.02 % Turnov.
D 0.06 % Turnov.
E 0.05 % Turnov.
t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

B

Di-t-butyl ketone
815-24-7

Di-t-butyl ketone

C

2-Methoxypropene
116-11-0

2-Methoxypropene

D

tert-butyl heptafluorobutyrate
425-24-1

tert-butyl heptafluorobutyrate

E

acetone
67-64-1

acetone

Conditions
ConditionsYield
With pyridine In benzene at 80℃; for 11h; Thermodynamic data; Rate constant; Product distribution; ΔH(excit.); ΔS(excit.); further solvents (octane, nitrobenzene, pyridine, methoxybenzene); other temperature;A 0.63 % Turnov.
B 0.04 % Turnov.
C 0.15 % Turnov.
D 0.02 % Turnov.
E 0.02 % Turnov.
methanol
67-56-1

methanol

1,2-propanediene
463-49-0

1,2-propanediene

prop-1-yne
74-99-7

prop-1-yne

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
sodium hydroxide; pyrographite at 150℃; Rate constant; Thermodynamic data; other temperatures; various molar ratios; other catalyst composition;
methanol
67-56-1

methanol

prop-1-yne
74-99-7

prop-1-yne

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
sodium hydroxide at 190℃; Rate constant; other temperatures;
1-Butoxy radical
19062-98-7

1-Butoxy radical

A

2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

B

4-butanolide
96-48-0

4-butanolide

C

n-propyl hydroperoxide
6068-96-8

n-propyl hydroperoxide

D

2-Methoxypropene
116-11-0

2-Methoxypropene

E

butyraldehyde
123-72-8

butyraldehyde

F

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With oxygen at 69.9 - 229.9℃; Product distribution; Rate constant; Thermodynamic data; flow and static experiments; isomerization reactions in oxygen; oxidation, isomerization and decomposition; effect of reaction vessel wall conditions; reaction mechanism;
methyl bromide
74-83-9

methyl bromide

acetone enolate ion
24262-31-5

acetone enolate ion

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

butanone
78-93-3

butanone

C

Br(1-)

Br(1-)

Conditions
ConditionsYield
In gas at 39.9℃; Rate constant;
t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

B

2-Methoxypropene
116-11-0

2-Methoxypropene

C

tert-butyl heptafluorobutyrate
425-24-1

tert-butyl heptafluorobutyrate

D

acetone
67-64-1

acetone

E

methoxytoluene

methoxytoluene

Conditions
ConditionsYield
With methoxybenzene at 70℃; for 7h; Product distribution;A 0.59 % Turnov.
B 0.14 % Turnov.
C 0.28 % Turnov.
D 0.07 % Turnov.
E n/a
methanol
67-56-1

methanol

1,2-propanediene
463-49-0

1,2-propanediene

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

prop-1-yne
74-99-7

prop-1-yne

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
at 170℃; under 5250.53 Torr;
methanol
67-56-1

methanol

1,2-propanediene
463-49-0

1,2-propanediene

prop-1-yne
74-99-7

prop-1-yne

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
ZnO/SiO2 catalyst at 180 - 200℃; under 2625.26 Torr; Product distribution / selectivity; Gas phase;
acetone
67-64-1

acetone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

3,5,5-Trimethylcyclohex-2-en-1-one
78-59-1

3,5,5-Trimethylcyclohex-2-en-1-one

B

4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

C

2-Methoxypropene
116-11-0

2-Methoxypropene

D

4-Hydroxy-4-methyl-2-pentanone
123-42-2

4-Hydroxy-4-methyl-2-pentanone

E

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

Conditions
ConditionsYield
With CO2 adsorbed on sodium doped MgO at 240℃; for 5h;
2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride
854045-93-5

2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride

C24H35AuOP

C24H35AuOP

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

F6Sb(1-)*C40H54Au2ClP2(1+)

F6Sb(1-)*C40H54Au2ClP2(1+)

Conditions
ConditionsYield
In dichloromethane-d2 at -78 - -65℃; for 0.175h; Equilibrium constant; Glovebox; Cooling with acetone-dry ice;
acetic acid methyl ester
79-20-9

acetic acid methyl ester

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

2-Methoxypropene
116-11-0

2-Methoxypropene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: acetic acid methyl ester In tetrahydrofuran at 20℃; Inert atmosphere;
methanol
67-56-1

methanol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

2-Methoxypropene
116-11-0

2-Methoxypropene

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
With carbon dioxide; silica gel; potassium hydroxide at 240℃; under 15001.5 Torr; for 24h; Autoclave;A 83 %Chromat.
B 7 %Chromat.
C 27 %Chromat.
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With silica gel; potassium hydroxide In methanol at 240℃; under 15001.5 Torr; for 24h; Autoclave;A 7 %Chromat.
B 10 %Chromat.
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

2-Methoxypropene
116-11-0

2-Methoxypropene

[(E)-5-Methoxy-3-(1-methoxy-1-methyl-ethoxy)-hexa-1,5-dienyl]-benzene
148587-30-8

[(E)-5-Methoxy-3-(1-methoxy-1-methyl-ethoxy)-hexa-1,5-dienyl]-benzene

Conditions
ConditionsYield
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; acetic acid In dichloromethane for 18h; Ambient temperature;100%
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; silica gel; acetic acid at 25℃;83%
With silica gel; acetic acid; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium In dichloromethane at 25℃; Addition;83%
2-Methoxypropene
116-11-0

2-Methoxypropene

ethyl 3-bromo-2-(hydroxyimino)propanoate
73472-94-3

ethyl 3-bromo-2-(hydroxyimino)propanoate

ethyl 3-bromo-2-<(1-methoxy-1-methylethoxy)imino>propanoate
113512-76-8

ethyl 3-bromo-2-<(1-methoxy-1-methylethoxy)imino>propanoate

Conditions
ConditionsYield
In dichloromethane for 6h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol
128990-37-4

(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

(4S,5S,4'R,5'R)-5-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-5'-phenylsulfanylmethyl-[4,4']bi[[1,3]dioxolanyl]
86363-80-6

(4S,5S,4'R,5'R)-5-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-5'-phenylsulfanylmethyl-[4,4']bi[[1,3]dioxolanyl]

Conditions
ConditionsYield
With (+)-10-camphorsulfonic acid In dichloromethane for 0.5h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(3RS,4S)-4-<(tert-butyloxy)carbonyl>-5-(cyclohexylmethyl)-3-hydroxy-1-pentene
104856-05-5, 104856-06-6, 114457-57-7, 147373-31-7

(3RS,4S)-4-<(tert-butyloxy)carbonyl>-5-(cyclohexylmethyl)-3-hydroxy-1-pentene

3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-vinyloxazolidine
122226-01-1

3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-vinyloxazolidine

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(3R,4S)-(t-butyloxycarbonyl)-4-amino-3-hydroxy-6-methylheptanoic acid ethyl ester
67010-44-0

(3R,4S)-(t-butyloxycarbonyl)-4-amino-3-hydroxy-6-methylheptanoic acid ethyl ester

(4S,5R)-N-Boc-5-(carbethoxymethyl)-2,2-dimethyl-4-(2-methylpropyl)-1,3-oxazolidine
105018-84-6

(4S,5R)-N-Boc-5-(carbethoxymethyl)-2,2-dimethyl-4-(2-methylpropyl)-1,3-oxazolidine

Conditions
ConditionsYield
With trichlorophosphate for 16h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

3-Benzylidene-1,5-dioxa-spiro[5.5]undecane-2,4-dione
131119-24-9

3-Benzylidene-1,5-dioxa-spiro[5.5]undecane-2,4-dione

C20H24O5

C20H24O5

Conditions
ConditionsYield
at 0℃; for 0.333333h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

3-(4-Chloro-benzylidene)-1,5-dioxa-spiro[5.5]undecane-2,4-dione
131119-25-0

3-(4-Chloro-benzylidene)-1,5-dioxa-spiro[5.5]undecane-2,4-dione

C20H23ClO5

C20H23ClO5

Conditions
ConditionsYield
at 0℃; for 0.333333h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

3-(4-Nitro-benzylidene)-1,5-dioxa-spiro[5.5]undecane-2,4-dione
131119-26-1

3-(4-Nitro-benzylidene)-1,5-dioxa-spiro[5.5]undecane-2,4-dione

C20H23NO7

C20H23NO7

Conditions
ConditionsYield
at 0℃; for 0.333333h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

3-chlorobutan-2-ol
884594-17-6

3-chlorobutan-2-ol

(S)-2-Chloro-3-(1-methoxy-1-methyl-ethoxy)-butane
133341-65-8, 133341-66-9

(S)-2-Chloro-3-(1-methoxy-1-methyl-ethoxy)-butane

Conditions
ConditionsYield
With oxalic acid In diethyl ether for 1h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

4(S)-<(tert-butyloxycarbonyl)amino>-3-hydroxy-6-methyl-1-heptene
187532-13-4

4(S)-<(tert-butyloxycarbonyl)amino>-3-hydroxy-6-methyl-1-heptene

(4S)-3-(tert-butyloxycarbonyl)-2,2-dimethyl-5-ethenyl-4-(methylpropyl)oxazolidine
107599-96-2, 107616-02-4, 112190-34-8

(4S)-3-(tert-butyloxycarbonyl)-2,2-dimethyl-5-ethenyl-4-(methylpropyl)oxazolidine

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 4h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol
95791-07-4

(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

(4aR,6R,8aS)-6-Allyl-4,4a,6,8a-tetrahydro-2,2-dimethylpyrano<3,2-d>-m-dioxin
122490-43-1

(4aR,6R,8aS)-6-Allyl-4,4a,6,8a-tetrahydro-2,2-dimethylpyrano<3,2-d>-m-dioxin

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane 1.) 0 deg C, 2 h, 2.) 3 h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

1-β-D-Ribofuranosyl-3-hydroxy-4-ethoxycarbonylpyranose
80744-51-0

1-β-D-Ribofuranosyl-3-hydroxy-4-ethoxycarbonylpyranose

1-(2,3-O-Isopropylidene-β-Dribofuranosyl)-3-hydroxy-4-ethoxycarbonylpyrazole
80755-76-6

1-(2,3-O-Isopropylidene-β-Dribofuranosyl)-3-hydroxy-4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; mercury dichloride In acetone at 20℃; for 3h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

3β-acetoxy-17β-pivaloylandrost-5-ene-19-ol
67192-85-2

3β-acetoxy-17β-pivaloylandrost-5-ene-19-ol

2,2-Dimethyl-propionic acid (3S,8R,9S,10S,13S,14S,17S)-3-acetoxy-10-(1-methoxy-1-methyl-ethoxymethyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
98620-85-0

2,2-Dimethyl-propionic acid (3S,8R,9S,10S,13S,14S,17S)-3-acetoxy-10-(1-methoxy-1-methyl-ethoxymethyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(4S)-(-)-4,5-dihydroxy-3-methyl-2-butenoic acid 1,4-lactone
112837-18-0

(4S)-(-)-4,5-dihydroxy-3-methyl-2-butenoic acid 1,4-lactone

(4S)-(-)-4-hydroxy-5-<(2-methoxypropyl)oxy>-3-methyl-2-butenoic acid lactone
135006-19-8

(4S)-(-)-4-hydroxy-5-<(2-methoxypropyl)oxy>-3-methyl-2-butenoic acid lactone

Conditions
ConditionsYield
With trichlorophosphate for 6h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(9S)-9-dihydro-3,5-O-(p-methoxybenzylidene)erythronolide A
138505-32-5

(9S)-9-dihydro-3,5-O-(p-methoxybenzylidene)erythronolide A

(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide
138505-33-6

(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 25℃; for 1.5h;100%
With pyridinium p-toluenesulfonate In dichloromethane at 25℃; for 1.5h;
2-Methoxypropene
116-11-0

2-Methoxypropene

(1α,2α,4β,5β)-diethyl N,N'-(4,5-dihydroxy-1,2-cyclohexanediyl)bis
135619-33-9

(1α,2α,4β,5β)-diethyl N,N'-(4,5-dihydroxy-1,2-cyclohexanediyl)bis

(3aα,5α,6α,7aα)-diethyl N,N'-(hexahydro-2,2-dimethyl-1,3-benzodioxole-5,6-diyl)bis
135619-23-7

(3aα,5α,6α,7aα)-diethyl N,N'-(hexahydro-2,2-dimethyl-1,3-benzodioxole-5,6-diyl)bis

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone for 1h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

2-hydroxymethyl-4-phenylselenobutan-1-ol
102070-57-5

2-hydroxymethyl-4-phenylselenobutan-1-ol

2,2-dimethy-5-(2-phenylselenoethyl)-1,3-dioxane
90475-37-9

2,2-dimethy-5-(2-phenylselenoethyl)-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane for 1.5h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2-methyl-1,2,3-trihydroxypropyl>-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione
95237-56-2

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2-methyl-1,2,3-trihydroxypropyl>-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione
95237-57-3

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In acetone for 12h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(Z)-(1R,9S,10R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-13-oxa-bicyclo[7.3.1]tridec-7-ene-4,5-diol

(Z)-(1R,9S,10R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-13-oxa-bicyclo[7.3.1]tridec-7-ene-4,5-diol

(Z)-(1R,12S,13R,15S)-13,15-Bis-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5,7,16-trioxa-tricyclo[10.3.1.04,8]hexadec-10-ene
143109-21-1

(Z)-(1R,12S,13R,15S)-13,15-Bis-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5,7,16-trioxa-tricyclo[10.3.1.04,8]hexadec-10-ene

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 0℃; for 3h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

<1S-<1α(4R*,5R*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris(1,1-dimethylethyl) ester
144358-24-7

<1S-<1α(4R*,5R*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris(1,1-dimethylethyl) ester

(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester
146008-36-8

(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 2h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 0℃; for 2h;95%
2-Methoxypropene
116-11-0

2-Methoxypropene

(1S,2S,3S)-1-(phenylthio)-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol
144242-33-1

(1S,2S,3S)-1-(phenylthio)-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol

(1S,2S,3S)-1-(phenylthio)-2,3-O-isopropylidene-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol
144242-34-2

(1S,2S,3S)-1-(phenylthio)-2,3-O-isopropylidene-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 3.5h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(1R,2R,3R)-1-(phenylthio)-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol
144301-64-4

(1R,2R,3R)-1-(phenylthio)-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol

(1R,2R,3R)-1-(phenylthio)-2,3-O-isopropylidene-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol

(1R,2R,3R)-1-(phenylthio)-2,3-O-isopropylidene-1-(trimethylsilyl)-4-O-(triphenylmethyl)butane-2,3,4-triol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 3.5h;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol
150841-73-9

(2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol

(2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol
150841-74-0

(2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

(1R,2S,1'S,2'S)-2-(2'-tert-butoxycarbonylamino-1'-hydroxy-3'-phenylpropyl)cyclopentane-1-carboxylic acid n-butylamide
153077-97-5

(1R,2S,1'S,2'S)-2-(2'-tert-butoxycarbonylamino-1'-hydroxy-3'-phenylpropyl)cyclopentane-1-carboxylic acid n-butylamide

(4S,5S,1'S,2'R)-4-benzyl-3-N-tert-butoxycarbonyl-5-(2'-n-butylaminocarbonyl)cyclopentyl-2,2-dimethyloxazolidine
155186-38-2

(4S,5S,1'S,2'R)-4-benzyl-3-N-tert-butoxycarbonyl-5-(2'-n-butylaminocarbonyl)cyclopentyl-2,2-dimethyloxazolidine

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

C34H58O9Si2
153145-23-4

C34H58O9Si2

C38H66O10Si2
153145-24-5

C38H66O10Si2

Conditions
ConditionsYield
With toluene-4-sulfonic acid100%
2-Methoxypropene
116-11-0

2-Methoxypropene

benzaldehyde
100-52-7

benzaldehyde

[3-Methoxy-1-(1-methoxy-1-methyl-ethoxy)-but-3-enyl]-benzene
148587-25-1

[3-Methoxy-1-(1-methoxy-1-methyl-ethoxy)-but-3-enyl]-benzene

Conditions
ConditionsYield
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; silica gel; acetic acid at 25℃;100%
With silica gel; acetic acid; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium In dichloromethane at 25℃; Addition;100%
2-Methoxypropene
116-11-0

2-Methoxypropene

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

4-Hydroxy-2-((Z)-8-hydroxy-7-oxo-oct-2-enyl)-cyclopent-2-enone

4-Hydroxy-2-((Z)-8-hydroxy-7-oxo-oct-2-enyl)-cyclopent-2-enone

2-[(Z)-6-(4-Methoxy-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-2-enyl]-4-(1-methoxy-1-methyl-ethoxy)-cyclopent-2-enone

2-[(Z)-6-(4-Methoxy-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-2-enyl]-4-(1-methoxy-1-methyl-ethoxy)-cyclopent-2-enone

Conditions
ConditionsYield
With toluene-4-sulfonic acid100%
2-Methoxypropene
116-11-0

2-Methoxypropene

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

1-[3-Methoxy-1-(1-methoxy-1-methyl-ethoxy)-but-3-enyl]-2-nitro-benzene

1-[3-Methoxy-1-(1-methoxy-1-methyl-ethoxy)-but-3-enyl]-2-nitro-benzene

Conditions
ConditionsYield
With tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; silica gel; acetic acid at 25℃;100%
With silica gel; acetic acid; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium In dichloromethane at 25℃; Addition;99%
2-Methoxypropene
116-11-0

2-Methoxypropene

5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose
15354-69-5

5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose

5,6-anhydro-1,2-O-isopropylidene-3-O-(1-methoxy-1-methyl ethyl)-α-D-glucofuranose
86949-76-0

5,6-anhydro-1,2-O-isopropylidene-3-O-(1-methoxy-1-methyl ethyl)-α-D-glucofuranose

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform100%
With trifluoroacetic acid In dichloromethane for 4h; Ambient temperature;673 mg
2-Methoxypropene
116-11-0

2-Methoxypropene

(S)-Methyl mandelate
21210-43-5

(S)-Methyl mandelate

(S)-(1-Methoxy-1-methyl-ethoxy)-phenyl-acetic acid methyl ester
167702-78-5

(S)-(1-Methoxy-1-methyl-ethoxy)-phenyl-acetic acid methyl ester

Conditions
ConditionsYield
With dichloro-acetic acid at 20℃; for 60h;100%

2-Methoxypropene Chemical Properties

Molecular Structure of 2-Methoxypropene (CAS NO.116-11-0):

IUPAC Name: 2-Methoxyprop-1-ene 
Molecular Formula: C4H8O
Molecular Weight: 72.11
EINECS: 204-125-3
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 1
Melting Point: < 25 °C
Index of Refraction: 1.374
Molar Refractivity: 21.89 cm3
Molar Volume: 95.8 cm3
Surface Tension: 17.5 dyne/cm
Density: 0.752 g/cm3
Flash Point: -29 °C
Enthalpy of Vaporization: 26.59 kJ/mol
Boiling Point: 32 °C at 760 mmHg
Vapour Pressure: 591 mmHg at 25 °C 
Storage temp.: 2-8 °C
Water Solubility: negligible
Sensitive Light :Sensitive
Appearance: clear colorless liquid 
Canonical SMILES: CC(=C)OC
InChI: InChI=1S/C4H8O/c1-4(2)5-3/h1H2,2-3H3
InChIKey: YOWQWFMSQCOSBA-UHFFFAOYSA-N
Product Categories: Propanes/propenes; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry

2-Methoxypropene Uses

  2-Methoxypropene (CAS NO.116-11-0) can be used for pharmaceutical intermediates.

2-Methoxypropene Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 20mL/kg (20mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LCLo inhalation 64000ppm/4H (64000ppm)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 oral 1870uL/kg (1.87mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.

2-Methoxypropene Consensus Reports

Reported in EPA TSCA Inventory.

2-Methoxypropene Safety Profile

Moderately toxic by ingestion. Slightly toxic by inhalation.
Safety Information of 2-Methoxypropene (CAS NO.116-11-0):
Hazard Codes: HighlyF+ HarmfulXn
Risk Statements: 12-19-22 
R12:Extremely flammable. 
R19:May form explosive peroxides. 
R22:Harmful if swallowed.
Safety Statements: 3-16-29-33-7/9-9-18 
S3:Keep in a cool place. 
S16:Keep away from sources of ignition. 
S29:Do not empty into drains. 
S33:Take precautionary measures against static discharges. 
S7:Keep container tightly closed. 
S9:Keep container in a well-ventilated place. 
S18:Handle and open container with care.
RIDADR: UN 1993 3/PG 1
WGK Germany: 1
RTECS: UD0800000
F: 8-10
HazardClass: 3
PackingGroup: I

2-Methoxypropene Specification

 2-Methoxypropene (CAS NO.116-11-0), its Synonyms are 1-Propene, 2-methoxy- ; 2-Methoxy-1-propene ; Ether, isopropenyl methyl ; Isopropenyl methyl ether ; Methyl isopropenyl ether ; Propene, 2-methoxy- ; 2-Methoxyprop-1-ene .

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