Product Name

  • Name

    Methyl 3-methyl-2-butenoate

  • EINECS 213-107-4
  • CAS No. 924-50-5
  • Article Data68
  • CAS DataBase
  • Density 0.916 g/cm3
  • Solubility Soluble in chloroform. Insoluble in water,
  • Melting Point -41°C
  • Formula C6H10O2
  • Boiling Point 136.5 °C at 760 mmHg
  • Molecular Weight 114.144
  • Flash Point 32.1 °C
  • Transport Information UN 3272 3/PG 3
  • Appearance colorless transparent liquid
  • Safety 16-29-33
  • Risk Codes 10
  • Molecular Structure Molecular Structure of 924-50-5 (Methyl 3-methyl-2-butenoate)
  • Hazard Symbols IrritantXi
  • Synonyms Methyl 3,3-dimethylacrylate
  • PSA 26.30000
  • LogP 1.12560

Synthetic route

methanol
67-56-1

methanol

3-Methylbutenoic acid
541-47-9

3-Methylbutenoic acid

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate for 3h; Reflux; Green chemistry;97.8%
With sulfuric acid95%
With sulfuric acid for 16h; Heating;92%
tert-butyl(1-methoxyvinyl)dimethylsilane
105245-42-9

tert-butyl(1-methoxyvinyl)dimethylsilane

acetone
67-64-1

acetone

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
Stage #1: tert-butyl(1-methoxyvinyl)dimethylsilane; acetone With C40H61Al3O3 In acetonitrile at 0 - 5℃; for 72h; Mukaiyama Aldol Addition;
Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; for 3h; Mukaiyama Aldol Addition;
90%
methanol
67-56-1

methanol

C9H18ClNO3
135765-56-9

C9H18ClNO3

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

β-(N-methoxy-N-isopropoxyamino)-isovaleric acid methyl ester
82004-48-6

β-(N-methoxy-N-isopropoxyamino)-isovaleric acid methyl ester

Conditions
ConditionsYield
With triethylamine 1.) -20 deg C, 6 h, 2.) 20 deg C, 1 h;A 14%
B 86%
(E)-4-bromo-3-methyl-2-butenoic acid methyl ester
27652-13-7, 50465-52-6, 19041-17-9

(E)-4-bromo-3-methyl-2-butenoic acid methyl ester

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

(E)-5-Isopropenyl-3-methyl-hex-2-enedioic acid dimethyl ester
91664-11-8

(E)-5-Isopropenyl-3-methyl-hex-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
With zinc In dimethyl sulfoxide for 4h;A 10%
B 68%
(Z)-methyl-β-bromomethyl-β-methylacrylate
27652-13-7

(Z)-methyl-β-bromomethyl-β-methylacrylate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

(Z)-5-Isopropenyl-3-methyl-hex-2-enedioic acid dimethyl ester
91664-12-9

(Z)-5-Isopropenyl-3-methyl-hex-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
With zinc In dimethyl sulfoxide for 4h;A 10%
B 67%
β-(N-chloro-N-methoxyamino)-isovaleric acid methyl ester
70569-70-9

β-(N-chloro-N-methoxyamino)-isovaleric acid methyl ester

isobutene
115-11-7

isobutene

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

β-isovaleric acid methyl ester
135765-48-9

β-isovaleric acid methyl ester

Conditions
ConditionsYield
With sulfur dioxide 1.) 7 deg C, 24 h, 2.) 20 deg C, 2 h;A 13%
B 67%
2,2,3,3-tetracyano-4,4-dimethylcyclopentanone dimethyl acetal
76430-13-2

2,2,3,3-tetracyano-4,4-dimethylcyclopentanone dimethyl acetal

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methyl 3,3-dimethyl-4,5,5-tricyano-4-pentenoate
76430-21-2

methyl 3,3-dimethyl-4,5,5-tricyano-4-pentenoate

C

methyl 3,3-dimethyl-4,4,5,5-tetracyanopentanoate
76430-18-7

methyl 3,3-dimethyl-4,4,5,5-tetracyanopentanoate

Conditions
ConditionsYield
With water In acetonitrile at 80℃; for 12h;A n/a
B n/a
C 63%
(2-Trifluoromethanesulfonyl-pentane-2-sulfonyl)-acetic acid methyl ester
101146-22-9

(2-Trifluoromethanesulfonyl-pentane-2-sulfonyl)-acetic acid methyl ester

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water62%
β-(N,N-dimethoxyamino)-isovaleric acid methyl ester
70569-71-0

β-(N,N-dimethoxyamino)-isovaleric acid methyl ester

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

3-(2-Methoxycarbonyl-1,1-dimethyl-ethyl-NNO-azoxy)-3-methyl-butyric acid methyl ester
80552-91-6

3-(2-Methoxycarbonyl-1,1-dimethyl-ethyl-NNO-azoxy)-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
With triethylamine hydrochloride In chloroform for 126h; Product distribution; Heating; various acyclic N,N-dialkoxyamines;A 15%
B 51.9%
methyl 2-diazo-3-methylbutanoate
63282-42-8

methyl 2-diazo-3-methylbutanoate

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
at 400℃; under 0.001 - 0.1 Torr;47%
methanol
67-56-1

methanol

4,4-dimethyl-2-(2-propylidene)-3-thietanone
74966-50-0

4,4-dimethyl-2-(2-propylidene)-3-thietanone

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane
74966-53-3

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane

Conditions
ConditionsYield
In methanol for 3h; Irradiation;A 28%
B 22%
3-diazo-2,2,5,5-tetramethylthiolan-4-one
74966-46-4

3-diazo-2,2,5,5-tetramethylthiolan-4-one

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

2,2,4,4-Tetramethyl-thietane-3-carboxylic acid methyl ester
74966-52-2

2,2,4,4-Tetramethyl-thietane-3-carboxylic acid methyl ester

C

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane
74966-53-3

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane

Conditions
ConditionsYield
In methanol Irradiation;A 19%
B 28%
C 14%
4,4-dimethyl-2-(2-propylidene)-3-thietanone
74966-50-0

4,4-dimethyl-2-(2-propylidene)-3-thietanone

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane
74966-53-3

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane

Conditions
ConditionsYield
In methanol Irradiation;A 28%
B 22%
methanol
67-56-1

methanol

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

2,2,4,4-Tetramethyl-thietane-3-carboxylic acid methyl ester
74966-52-2

2,2,4,4-Tetramethyl-thietane-3-carboxylic acid methyl ester

C

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane
74966-53-3

4-Isopropylidene-5-methoxy-2,2-dimethyl-[1,3]oxathiolane

Conditions
ConditionsYield
Irradiation;A 19%
B 27.8%
C 14%
β-(N-chloro-N-methoxyamino)-isovaleric acid methyl ester
70569-70-9

β-(N-chloro-N-methoxyamino)-isovaleric acid methyl ester

acetonitrile
75-05-8

acetonitrile

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methyl β-(Nacetylamino)isovalerate
43135-04-2

methyl β-(Nacetylamino)isovalerate

Conditions
ConditionsYield
With silver fluoride at -78℃; for 15h;A n/a
B 27.8%
methyl 2-bromo-3-methylbutanoic ester
69367-52-8, 70332-52-4, 114528-93-7, 26330-51-8

methyl 2-bromo-3-methylbutanoic ester

A

2-pyrrolidinon
616-45-5

2-pyrrolidinon

B

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

C

trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

Conditions
ConditionsYield
With N-trimethylsilyl-pyrrolidin-2-one at 165 - 195℃; for 3h; Yields of byproduct given;A n/a
B 27%
C n/a
methyl (2,2-dimethyl-3-oxocyclobutyl)acetate
27830-36-0

methyl (2,2-dimethyl-3-oxocyclobutyl)acetate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methyl 2-(2,2-dimethyl-5-oxotetrahydrofuran-3-yl)acetate
38306-10-4

methyl 2-(2,2-dimethyl-5-oxotetrahydrofuran-3-yl)acetate

C

Methyl 2,2-dimethyl-4,5-dihydro-3-furanacetate
121757-31-1

Methyl 2,2-dimethyl-4,5-dihydro-3-furanacetate

D

Methyl 2,2-dimethyl-5-(2,2-dimethyltetrahydro-3-(methoxycarbonyl)furan-5-ylidene)tetrahydro-3-furanacetate
121757-32-2

Methyl 2,2-dimethyl-5-(2,2-dimethyltetrahydro-3-(methoxycarbonyl)furan-5-ylidene)tetrahydro-3-furanacetate

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane for 72h; Irradiation; Further byproducts given;A 16%
B n/a
C 12%
D 22%
methanol
67-56-1

methanol

Bromoform
75-25-2

Bromoform

acetone
67-64-1

acetone

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzonitrile; acetonitrile at 20℃; for 5h;22%
3,3-dimethyl-4-oxo-oxetane-2-carboxylic acid methyl ester

3,3-dimethyl-4-oxo-oxetane-2-carboxylic acid methyl ester

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
bei der Destillation im Vakuum ueber eine rotgluehende Platinspirale;
diethyl ether
60-29-7

diethyl ether

3,4-Dibromo-3-methyl-butan-2-one
85526-21-2

3,4-Dibromo-3-methyl-butan-2-one

sodium methylate
124-41-4

sodium methylate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

β-methoxy-isovaleric acid methyl ester
56830-25-2

β-methoxy-isovaleric acid methyl ester

methyl 3-methyl-3-butenoate
25859-52-3

methyl 3-methyl-3-butenoate

sodium methylate
124-41-4

sodium methylate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

β-methoxy-isovaleric acid methyl ester
56830-25-2

β-methoxy-isovaleric acid methyl ester

Conditions
ConditionsYield
With diethyl ether
3,4-Dibromo-3-methyl-butan-2-one
85526-21-2

3,4-Dibromo-3-methyl-butan-2-one

sodium methylate
124-41-4

sodium methylate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

β-methoxy-isovaleric acid methyl ester
56830-25-2

β-methoxy-isovaleric acid methyl ester

Conditions
ConditionsYield
With diethyl ether anfangs unter Kuehlung;
With diethyl ether
methyl 2-bromo-3-methylbutanoic ester
69367-52-8, 70332-52-4, 114528-93-7, 26330-51-8

methyl 2-bromo-3-methylbutanoic ester

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With N,N-diethylaniline
methanol
67-56-1

methanol

ethyl 2-acetyl-3-methylbut-2-enoate
35044-52-1

ethyl 2-acetyl-3-methylbut-2-enoate

methyl iodide
74-88-4

methyl iodide

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With sodium methylate
methanol
67-56-1

methanol

isopropylideneketene
63364-70-5

isopropylideneketene

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
at -196.1℃;
methanol
67-56-1

methanol

methyl (2,2-dimethyl-3-oxocyclobutyl)acetate
27830-36-0

methyl (2,2-dimethyl-3-oxocyclobutyl)acetate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

(2,2-Dimethyl-cyclopropyl)-essigsaeuremethylester
20602-89-5

(2,2-Dimethyl-cyclopropyl)-essigsaeuremethylester

Methyl (3R*,5S*)-5-methoxy-2,2-dimethyltetrahydro-3-furanacetate
113371-55-4, 113371-56-5

Methyl (3R*,5S*)-5-methoxy-2,2-dimethyltetrahydro-3-furanacetate

Methyl (3R*,5R*)-5-methoxy-2,2-dimethyltetrahydro-3-furanacetate
113371-55-4, 113371-56-5

Methyl (3R*,5R*)-5-methoxy-2,2-dimethyltetrahydro-3-furanacetate

Conditions
ConditionsYield
for 16h; Irradiation; Yield given. Yields of byproduct given;
3-methyl-but-2-enal dimethyl acetal
31525-65-2

3-methyl-but-2-enal dimethyl acetal

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

3,3-dimethyl acrylaldehyde
107-86-8

3,3-dimethyl acrylaldehyde

C

3-Dimethoxymethyl-2,2-dimethyl-oxirane
87128-47-0

3-Dimethoxymethyl-2,2-dimethyl-oxirane

Conditions
ConditionsYield
With potassium fluoride; sodium fluoride; 3-chloro-benzenecarboperoxoic acid In dichloromethane 1.) 15 h, RT; 2.) 1 h, RT;
β,β-Di(3>methyl)acrylsaeure-methylester
100342-98-1

β,β-Di(3>methyl)acrylsaeure-methylester

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Conditions
ConditionsYield
With potassium hydroxide In methanol
methyl tert-butyl(pivaloyl)acetate
144864-97-1

methyl tert-butyl(pivaloyl)acetate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methyl 3,3-dimethylbutyrate
10250-48-3

methyl 3,3-dimethylbutyrate

Conditions
ConditionsYield
at 900℃; under 8E-05 Torr; Product distribution;
methyl tert-butyl(pivaloyl)acetate
144864-97-1

methyl tert-butyl(pivaloyl)acetate

A

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

B

methyl 3,3-dimethylbutyrate
10250-48-3

methyl 3,3-dimethylbutyrate

C

Methyl 4,4-dimethyl-3-oxopentanoate
55107-14-7

Methyl 4,4-dimethyl-3-oxopentanoate

D

isobutene
115-11-7

isobutene

E

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
at 600℃; under 8E-05 Torr; Product distribution; other temperatures;
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

nonylmagnesium bromide
39691-62-8

nonylmagnesium bromide

methyl 3,3-dimethyldodecanoate

methyl 3,3-dimethyldodecanoate

Conditions
ConditionsYield
With copper(l) iodide; chloro-trimethyl-silane In tetrahydrofuran; diethyl ether at -15 - 20℃;100%
With chloro-trimethyl-silane; copper(l) iodide In tetrahydrofuran at -15 - 20℃;
With copper(l) iodide; chloro-trimethyl-silane In tetrahydrofuran at -15 - 20℃;
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

5,5-dimethylpyrazolidin-3-one
42953-82-2

5,5-dimethylpyrazolidin-3-one

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; for 5h; Reflux;99%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Methyl 3-mercaptopropionate
2935-90-2

Methyl 3-mercaptopropionate

3-(2-methoxycarbonyl-ethylsulfanyl)-3-methylbutyric acid methyl ester

3-(2-methoxycarbonyl-ethylsulfanyl)-3-methylbutyric acid methyl ester

Conditions
ConditionsYield
Stage #1: Methyl 3,3-dimethylacrylate With piperidine; N-benzyl-trimethylammonium hydroxide In methanol at 0℃; Inert atmosphere;
Stage #2: Methyl 3-mercaptopropionate at 60℃; for 24h; Inert atmosphere;
97.23%
With piperidine; N-benzyl-trimethylammonium hydroxide In methanol at 0 - 60℃; for 24h; Inert atmosphere;97%
With piperidine; N-benzyl-trimethylammonium hydroxide In methanol at 60℃; for 24h; Michael addition;75%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

4,4,5,7-tetramethyl-3,4-dihydrocoumarin
40662-14-4

4,4,5,7-tetramethyl-3,4-dihydrocoumarin

Conditions
ConditionsYield
With methanesulfonic acid at 70℃; for 6h;96%
With sulfuric acid Michael Addition; Reflux;93%
With methanesulfonic acid at 20 - 70℃; for 17h;92%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

tert-butylhydrazine
32064-67-8

tert-butylhydrazine

3-(N'-tert-Butyl-hydrazino)-3-methyl-butyric acid methyl ester

3-(N'-tert-Butyl-hydrazino)-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
In Dimethyl ether for 168h;96%
methanol
67-56-1

methanol

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

methyl 2-iodo-3-methoxy-3-methylbutanoate

methyl 2-iodo-3-methoxy-3-methylbutanoate

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; iodine at 50℃; for 15h;96%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

3,3,5,7-tetramethylchroman-2-one

3,3,5,7-tetramethylchroman-2-one

Conditions
ConditionsYield
With methanesulfonic acid at 70℃;96%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

n-decyl magnesium bromide
17049-50-2

n-decyl magnesium bromide

methyl 3,3-dimethyltridecanoate

methyl 3,3-dimethyltridecanoate

Conditions
ConditionsYield
With copper(l) iodide; chloro-trimethyl-silane In tetrahydrofuran; 2-methyltetrahydrofuran at -15 - 20℃; Inert atmosphere;96%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

isononanoyl chloride
36727-29-4

isononanoyl chloride

3,7,9,9-tetramethyl-2-decen-5-onic acid methyl ester

3,7,9,9-tetramethyl-2-decen-5-onic acid methyl ester

Conditions
ConditionsYield
With aluminum (III) chloride; tin(IV) chloride at 40℃; for 5h; Time; Cooling with ice; Reflux;95.4%
Stage #1: isononanoyl chloride With aluminum (III) chloride In dichloromethane at 30℃; for 0.666667h;
Stage #2: Methyl 3,3-dimethylacrylate In dichloromethane at 38℃; for 1h; Temperature;
Stage #1: isononanoyl chloride With aluminum (III) chloride In dichloromethane for 5h;
Stage #2: Methyl 3,3-dimethylacrylate In dichloromethane at 40℃; for 10h; Time;
Stage #1: isononanoyl chloride With anhydrous aluminum chloride, anhydrous lanthanum chloride, anhydrous lithium perchlorate on silica gel catalyst In dichloromethane at 0℃; for 1h;
Stage #2: Methyl 3,3-dimethylacrylate In dichloromethane at 25 - 40℃; for 11h; Temperature;
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

(+/-)-lavandulol
58461-27-1

(+/-)-lavandulol

A

2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-2-butenoate
23960-07-8

2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-2-butenoate

B

2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-3-butenoate

2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-3-butenoate

Conditions
ConditionsYield
With titanium(IV) isopropylate In toluene at 100℃; Temperature; Reagent/catalyst;A 94.9%
B n/a
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

2,3-dibromo-3-metyl-butenoate
63881-44-7

2,3-dibromo-3-metyl-butenoate

Conditions
ConditionsYield
With bromine In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;94%
With bromine In dichloromethane at 0℃; for 10h;73%
With tetrachloromethane; bromine
With bromine
With bromine In neat (no solvent) for 48h; from -50 deg C to -70 deg C;
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

2,4-Xylenol
105-67-9

2,4-Xylenol

4,4,6,8-tetramethyldihydrocoumarin
249629-60-5

4,4,6,8-tetramethyldihydrocoumarin

Conditions
ConditionsYield
With methanesulfonic acid at 70℃; Condensation; cyclization;93%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

allyl bromide
106-95-6

allyl bromide

2-(prop-1-en-2-yl)pent-4-en-1-ol
99799-91-4

2-(prop-1-en-2-yl)pent-4-en-1-ol

Conditions
ConditionsYield
Stage #1: Methyl 3,3-dimethylacrylate With n-butyllithium; diisopropylamine In tetrahydrofuran at -78 - 0℃; for 1.83333h; Inert atmosphere; Cooling with acetone-dry ice;
Stage #2: allyl bromide In tetrahydrofuran at -78 - 0℃; for 15h; Inert atmosphere; Cooling with acetone-dry ice;
Stage #3: With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Inert atmosphere;
93%
Stage #1: Methyl 3,3-dimethylacrylate; allyl bromide With lithium diisopropyl amide Inert atmosphere;
Stage #2: With lithium aluminium tetrahydride Inert atmosphere;
93%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

methyl 3-hydroxy-3-methyl-2-iodobutanoate

methyl 3-hydroxy-3-methyl-2-iodobutanoate

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; water; iodine In acetonitrile at 50℃; for 9h; Reagent/catalyst;93%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

methyl 3-methylbutanoate
556-24-1

methyl 3-methylbutanoate

Conditions
ConditionsYield
With zinc copper In methanol for 24h; Heating;88%
With magnesium In methanol at 10℃; for 2.5h;78%
With platinum(IV) oxide Hydrogenation;
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

methyllithium
917-54-4

methyllithium

2,4-dimethyl-3-penten-2-ol
56763-70-3

2,4-dimethyl-3-penten-2-ol

Conditions
ConditionsYield
In diethyl ether at 0℃; for 1h;88%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

6-hydroxy-4,4,5,7,8-pentamethyl-3,4-dihydrocoumarin
40662-76-8

6-hydroxy-4,4,5,7,8-pentamethyl-3,4-dihydrocoumarin

Conditions
ConditionsYield
With methanesulfonic acid87%
With methanesulfonic acid at 70℃; for 3h;81.2%
With methanesulfonic acid at 70℃; for 2h;80%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl-(1-methoxy-3-methyl-buta-1,3-dienyloxy)-dimethyl-silane

tert-butyl-(1-methoxy-3-methyl-buta-1,3-dienyloxy)-dimethyl-silane

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diisopropylamine In tetrahydrofuran at -78 - 20℃; for 1.5h;87%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

methyl 3-amino-3-methyl-butanoate
29637-56-7

methyl 3-amino-3-methyl-butanoate

Conditions
ConditionsYield
With ammonia In methanol at 120℃; for 4h; Inert atmosphere; Microwave irradiation;87%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

<(phenylsuilfonyl)methylene>dilithium
59807-81-7

<(phenylsuilfonyl)methylene>dilithium

1-benzenesulfonyl-4-methylpent-3-en-2-one
107006-44-0

1-benzenesulfonyl-4-methylpent-3-en-2-one

Conditions
ConditionsYield
86%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

2,6-dimethyl-4-(2'-methyl-2'-propenyl)-1,5-heptadien-4-ol

2,6-dimethyl-4-(2'-methyl-2'-propenyl)-1,5-heptadien-4-ol

Conditions
ConditionsYield
With magnesium In tetrahydrofuran Heating;86%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

[1,1-(2)H2]-3-methyl-2-buten-1-ol

[1,1-(2)H2]-3-methyl-2-buten-1-ol

Conditions
ConditionsYield
With lithium aluminium deuteride at 20℃; for 2h;86%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

[1,1-2H2]-3-methyl-2-butenol
6158-92-5

[1,1-2H2]-3-methyl-2-butenol

Conditions
ConditionsYield
With lithium aluminium deuteride86%
With lithium aluminium deuteride In diethyl ether at 0℃; for 1h; Inert atmosphere; Reflux;76%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

(R)-1-methyl-4-(1-(phenylsulfonyl)propan-2-yl)benzene

(R)-1-methyl-4-(1-(phenylsulfonyl)propan-2-yl)benzene

(6R)-2-methyl-5-(phenylsulfonyl)-6-p-tolylhept-2-en-4-one

(6R)-2-methyl-5-(phenylsulfonyl)-6-p-tolylhept-2-en-4-one

Conditions
ConditionsYield
Stage #1: (R)-1-methyl-4-(1-(phenylsulfonyl)propan-2-yl)benzene With n-butyllithium In tetrahydrofuran at -78 - -50℃; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With magnesium bromide ethyl etherate In tetrahydrofuran at -78 - 20℃; for 0h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #3: Methyl 3,3-dimethylacrylate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Glovebox; Schlenk technique;
85%
Stage #1: (R)-1-methyl-4-(1-(phenylsulfonyl)propan-2-yl)benzene With n-butyllithium In tetrahydrofuran; hexane at -50℃; Inert atmosphere;
Stage #2: With magnesium bromide ethyl etherate In tetrahydrofuran; diethyl ether; hexane at -78 - 0℃; for 0.166667h; Inert atmosphere;
Stage #3: Methyl 3,3-dimethylacrylate In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; Inert atmosphere; enantioselective reaction;
77%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

7-methyl-3-methylene-7-octen-1-ol
73945-79-6

7-methyl-3-methylene-7-octen-1-ol

7-methyl-3-methylene-7-octenyl senecioate

7-methyl-3-methylene-7-octenyl senecioate

Conditions
ConditionsYield
With titanium(IV) isopropylate Inert atmosphere; Heating;84.7%
Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

(4-(tert-butyldimethylsilyloxy)butyl)magnesium chloride

(4-(tert-butyldimethylsilyloxy)butyl)magnesium chloride

C15H30O2Si

C15H30O2Si

Conditions
ConditionsYield
Stage #1: (4-(tert-butyldimethylsilyloxy)butyl)magnesium chloride With zirconocene dichloride In tetrahydrofuran; toluene at 0℃; for 3h;
Stage #2: Methyl 3,3-dimethylacrylate In tetrahydrofuran; toluene at 0 - 20℃;
84%
piperazine
110-85-0

piperazine

Methyl 3,3-dimethylacrylate
924-50-5

Methyl 3,3-dimethylacrylate

dimethyl 3,3'-(piperazine-1,4-diyl)bis-(3-methylbutanoate)
1260115-90-9

dimethyl 3,3'-(piperazine-1,4-diyl)bis-(3-methylbutanoate)

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 20℃; for 24h; Aza-Michael addition; hyperbaric;84%

Methyl 3-methyl-2-butenoate Chemical Properties

Molecular Structure of Methyl 3-methyl-2-butenoate (CAS NO.924-50-5):

IUPAC Name: methyl 3-methylbut-2-enoate 
Empirical Formula: C6H10O2
Molecular Weight: 114.1424
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 26.3Å2
Index of Refraction: 1.42
Molar Refractivity: 31.52 cm3
Molar Volume: 124.4 cm3
Surface Tension: 25.2 dyne/cm
Density: 0.916 g/cm3
Flash Point: 32.1 °C
Enthalpy of Vaporization: 37.39 kJ/mol
Boiling Point: 136.5 °C at 760 mmHg
Vapour Pressure: 7.36 mmHg at 25°C
Melting point: -41°C
InChI
InChI=1/C6H10O2/c1-5(2)4-6(7)8-3/h4H,1-3H3
Smiles
C(\C=C(\C)C)(OC)=O
EINECS: 213-107-4
Product Categories: (intermediate of Gancyclovir)

Methyl 3-methyl-2-butenoate Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 10
R10:Flammable.
Safety Statements: 16-29-33
S16:Keep away from sources of ignition. 
S29:Do not empty into drains. 
S33:Take precautionary measures against static discharges.
RIDADR: UN 3272 3/PG 3
WGK Germany: 1
F: 8
Hazard Note: Irritant
HazardClass: 3
PackingGroup: III

Methyl 3-methyl-2-butenoate Specification

  Methyl 3-methyl-2-butenoate , with CAS number of 924-50-5, can be called Senecioic acid, methyl ester (6CI) ; 3-Methyl-2-butenoic acid methyl ester ; 3-Methylcrotonic acid methyl ester ; Methyl 3,3-dimethacrylate ; Methyl 3,3-dimethylacrylate ; Methyl b,b-dimethylacrylate .

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