3,3-Dimethyl acrylic acid supplier

Name
3,3-Dimethylacrylic acid
EINECS 208-782-7
CAS No. 541-47-9
Article Data154
CAS DataBase
Density 1.01 g/cm³
Solubility Soluble in most organic solvents
Melting Point 65-70 °C(lit.)
Formula C₅H₈O₂
Boiling Point 194.5 °C at 760 mmHg
Molecular Weight 100.117
Flash Point 96 °C
Transport Information UN 3261
Appearance White prism-shape crystals
Safety 26-36/37/39-45-27
Risk Codes 37/38-41-34
Molecular Structure
Hazard Symbols Xi,C
Synonyms 3-Methylbut-2-enoic acid;3-Methyl-2-butenoic acid;3-Methylcrotonic acid;Senecioic acid;beta,beta-Dimethylacrylic acid;beta-Methylcrotonic acid;Crotonic acid, 3-methyl-;
PSA 37.30000
LogP 1.03720

Synthetic route

: 3-Benzenesulfinyl-3-methyl-butyric acid

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
In various solvent(s) for 0.0166667h; Irradiation;	99%

: 107-86-8
3,3-dimethyl acrylaldehyde

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With 4H3N4H(1+)CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;	98%
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;	91%
With Iron(III) nitrate nonahydrate; oxygen; sodium 2,2,2-trifluoroacetate In ethyl acetate at 25℃; under 760.051 Torr; for 16h;	38%

: 34450-60-7
(Z)-3-iodobut-2-enoic acid

: 75-16-1
methylmagnesium bromide

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
Stage #1: methylmagnesium bromide With zinc dibromide In diethyl ether at 25℃; Stage #2: (Z)-3-iodobut-2-enoic acid; dichloro bis(acetonitrile) palladium(II) In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide at 25℃; for 12h;	95%

: 201230-82-2
carbon monoxide

: 513-42-8
3-hydroxy-2-methyl-1-propene

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In 1,2-dimethoxyethane at 190℃; under 30400 Torr; for 48h;	92%

: 556-82-1
3-methyl-2-buten-1-ol

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With potassium phosphate; carbon dioxide; CrH6Mo6O24(3-)3H3N3H(1+) In dimethyl sulfoxide at 80℃; under 750.075 Torr; for 24h; Green chemistry;	89%
Multi-step reaction with 2 steps 1: 1-hydroxy-1,2-benziodoxole-3(1H)-one-1-oxide / dimethylsulfoxide / 16 h / 20 °C 2: NaOH; H2O / dimethylsulfoxide View Scheme

: 556-82-1
3-methyl-2-buten-1-ol

A: 541-47-9
3-Methylbutenoic acid

B: 107-86-8
3,3-dimethyl acrylaldehyde

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium acetate; 4,7-di-(NaSO3Ph)-[1.10]phenanthroline-Pd(OAc)2 In water at 100℃; under 22502.3 Torr; for 10h; pH=6.5 - 11.5;	A n/a B 88%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; titanium(IV) oxide In benzotrifluoride under 750.075 Torr; for 8h; Irradiation;
With oxygen In water at 20℃; under 760.051 Torr; for 336h; pH=6.5 - 7;

concentrated sodium bisulfite: concentrated sodium bisulfite

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

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With sodium hypochlorite In chloroform; water	80%

: 625-08-1
3-Hydroxy-3-methylbutyric acid

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100 - 110℃; for 1h;	76%
With sulfuric acid
With sulfuric acid durch Destillation;

: 3017-69-4
2-methyl-1-propenylbromide

: 124-38-9
carbon dioxide

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With (2,2'-bipyridine)nickel(II) dibromide; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at -10℃; electrolysis with 3 F/mol at 10 mA/cm2; Pt cathode; Mg anode;	64%
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide at -10℃; Product distribution; electrolysis with 3 F/mol at 10 mA/cm2; Pt cathode, Mg anode; without/with catalyst;	64%

: dimethyl 6-hydroxy-11-(1-methylethylidene)-9,10-dioxa-4,5-diazatricyclo[6.2.1.02,7]undec-3-ene-3,6-dicarboxylate

A: 541-47-9
3-Methylbutenoic acid

B: 2166-24-7
pyridazine-3,6-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene In chloroform at -40 - 20℃;	A 57% B n/a

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

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With sodium hypochlorite; lithium hypochlorite In ethanol at 77℃; for 8h;	56%
With sodium hydroxide; sodium bromite; sodium bromide In water at 0 - 45℃; for 2h;	40%
With potassium hydroxide; iodine

: 3017-69-4
2-methyl-1-propenylbromide

: 201230-82-2
carbon monoxide

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With [bmim]PF6; triethylamine; bis-triphenylphosphine-palladium(II) chloride In water at 100℃; under 15001.2 Torr; for 20h;	56%
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 95℃; under 735.5 Torr; for 8h;	45%

: 1823-52-5
4,4-dimethyloxetan-2-one

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With sulfuric acid

: 609-12-1
ethyl 2-bromoisovalerate

A: 109989-35-7
α-ethoxy-isovaleric acid ethyl ester

B: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With ethanol; sodium ethanolate Bildung des Aethylesters;

: 609-12-1
ethyl 2-bromoisovalerate

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With N,N-diethylaniline Bildung des Aethylesters;
With quinoline at 170 - 175℃; und dann Erhitzen auf185-190grad;Bildung des Aethylesters;
With quinoline at 225℃; Bildung des Aethylesters;
With potassium hydroxide

: 2033-24-1
cycl-isopropylidene malonate

: 108-24-7
acetic anhydride

: 541-47-9
3-Methylbutenoic acid

: 101080-10-8
4-methyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid methyl ester

A: 541-47-9
3-Methylbutenoic acid

B: 68809-58-5
4-Methylpyrazol-3-carbonsaeure-methylester

Conditions

Conditions	Yield
at 140 - 190℃;

: 3385-34-0
ethyl isodehydroacetate

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 75-47-8
iodoform

: 13259-29-5
sodium isobutoxide

: 541-47-9
3-Methylbutenoic acid

: 75-47-8
iodoform

: 13259-29-5
sodium isobutoxide

A: 64-18-6
formic acid

B: 541-47-9
3-Methylbutenoic acid

C: 17860-06-9
α-isobutoxy-isobutyric acid

D: 79-31-2
isobutyric Acid

Conditions

Conditions	Yield
Produkt 5-8:Methylisobutylaether;Methylendiisobutylaether;Isobutylen;1,2-Diisobutoxy-2-methyl-propan-1-ol;

...Expand

: 504-20-1
phorone

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
bei unvollstaendiger Ozonisation entstandenes Produkt reagiert mit Wasser;
With chloroform; ozone und Umsetzen das Reaktionsprodukt mit Wasser;

: 18267-36-2
ethyl 3-hydroxy-3-methylbutanoate

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
durch Wasserabspaltung und Verseifung des Reaktionsprodukts;
With formic acid
With potassium pyrosulfate at 140 - 145℃; Bildung des Aethylesters;
Verseifen des Esters nach Wasserabspaltung;
With phosphorus trichloride Bildung des Aethylesters;

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

A: 541-47-9
3-Methylbutenoic acid

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With barium dihydroxide

: 10323-40-7, 565-74-2
2-bromoisovaleric acid

: 124-41-4
sodium methylate

A: 66018-25-5
2-methoxy-3-methylbutanoic acid

B: 541-47-9
3-Methylbutenoic acid

...Expand

: 10323-40-7, 565-74-2
2-bromoisovaleric acid

A: 66018-25-5
2-methoxy-3-methylbutanoic acid

B: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With sodium methylate

: 10323-40-7, 565-74-2
2-bromoisovaleric acid

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
With quinoline zunaechst auf 140-150grad und dann auf 165-170grad;
With ammonium hydroxide nachfolgendes Zerlegen mit Baryt und Ansaeuern mit Schwefelsaeure;

: 23153-21-1
1,1,1-trichloro-3,3-dimethyl-3-bromopropane

: 141-52-6
sodium ethanolate

: 541-47-9
3-Methylbutenoic acid

: 100191-34-2
3-methylbut-2-enal

A: 541-47-9
3-Methylbutenoic acid

B: 143255-96-3
4-methyl-2-oxo-pent-3-enoic acid

Conditions

Conditions	Yield
With potassium hydroxide; ethanol; silver nitrate

: 29552-15-6
4-chloro-2-methylbut-3-yn-2-ol

: 541-47-9
3-Methylbutenoic acid

Conditions

Conditions	Yield
ueber 4-Chlor-2-methyl-but-1-en-3-in;

: 541-47-9
3-Methylbutenoic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 590-86-3
isovaleraldehyde

: 1-(tert-butylamino)-4-methyl-1-oxopentan-2-yl 3-methylbut-2-enoate

Conditions

Conditions	Yield
In water for 0.5h; Passerini reaction; Sonication; Cooling with ice;	100%
In water at 25℃; Kinetics; Further Variations:; Solvents; Reagents; Passerini reaction;	95%
In water at 20℃; Passerini reaction;	86%
In dichloromethane at 25℃; for 18h; Kinetics; Product distribution; Further Variations:; Solvents; Passerini reaction;	45%

...Expand

: 541-47-9
3-Methylbutenoic acid

: 39546-47-9
p-chlorobenzylisocyanide

: 590-86-3
isovaleraldehyde

: 1262749-10-9
C18H25ClN2O2

Conditions

Conditions	Yield
With ammonia In methanol; water at 130℃; for 1.5h; Ugi reaction; Microwave irradiation; microwave tube;	100%

...Expand

: 541-47-9
3-Methylbutenoic acid

: 3350-78-5
3,3-Dimethylacryloyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane at 20℃;	99%
With thionyl chloride at 0℃; for 3h;	96%
With thionyl chloride 1.) reflux, 1.3 h, 2.) room temperature, 2.5 h, 3.) reflux, 1 h;	92%

: 541-47-9
3-Methylbutenoic acid

: 100-53-8
phenylmethanethiol

: 7536-39-2
3-methyl-3-(phenylmethylthio)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In piperidine	99%
With piperidine for 24h; Heating;	90%
With piperidine for 22h; Heating;	81%

: 541-47-9
3-Methylbutenoic acid

: 100-39-0
benzyl bromide

: 37526-89-9
benzyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide In chloroform for 18h; Heating;	99%
With caesium carbonate In N,N-dimethyl-formamide	87%
With potassium hydroxide; tetrabutylammomium bromide In chloroform; water for 18h; Reflux; Inert atmosphere;	417 mg

: 541-47-9
3-Methylbutenoic acid

: 100-51-6
benzyl alcohol

: 37526-89-9
benzyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In benzene for 38h; Heating;	99%
With iron(III)-acetylacetonate In 5,5-dimethyl-1,3-cyclohexadiene for 14h; Inert atmosphere; Reflux;	95%
With TiO(acac)2 In xylene for 36h; Heating;	93%
With di-tert-butyl-diazodicarboxylate; polymer-bound triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h; Mitsunobu reaction;	87%
With di-tert-butyl-diazodicarboxylate; triphenylphosphine polystyrene beads In tetrahydrofuran at 20℃; for 12h; Mitsunobu reaction;	87%

: 541-47-9
3-Methylbutenoic acid

: 102358-40-7
(1R,2R,3S,6R,8R,9R)-3-methoxy-1,8,12,12-tetramethyl-4-oxatricyclo[6.4.0.0(2,6)]dodecan-9-ol

: 102358-39-4
(1R,2R,3S,6R,8R,9R)-3-methoxy-1,8,12,12-tetramethyl-4-oxatricyclo[6.4.0.0(2,6)]dodecan-9-yl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 24h;	99%
Stage #1: 3-Methylbutenoic acid; (1R,2R,3S,6R,8R,9R)-3-methoxy-1,8,12,12-tetramethyl-4-oxatricyclo[6.4.0.0(2,6)]dodecan-9-ol With dmap; dicyclohexyl-carbodiimide In toluene at 0 - 20℃; Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 9h;	6.5 mg

: 541-47-9
3-Methylbutenoic acid

: 108-68-9
3,5-Dimethylphenol

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

Conditions

Conditions	Yield
With methanesulfonic acid In toluene at 85℃; for 4h; Inert atmosphere;	99%

: 541-47-9
3-Methylbutenoic acid

: 700-13-0
Trimethylhydroquinone

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

Conditions

Conditions	Yield
With methanethiosulfonic acid at 70℃; for 1.5h;	98%
With methanesulfonic acid at 70℃; for 4h;	87%
With methanesulfonic acid at 85℃; for 3h;	85%

: 541-47-9
3-Methylbutenoic acid

: 34876-10-3
3-methyl-2-butenoic anhydride

Conditions

Conditions	Yield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20℃; for 0.5h;	98%
With potassium carbonate; 2-(4-nitrobenzenesulfonyl)-4,5-dichloropyridazin-3-one In tetrahydrofuran at 40℃; for 3h;	92%
With triethylamine; trichloroacetonitrile; triphenylphosphine In dichloromethane at 20℃; for 4h;	75%

: 541-47-9
3-Methylbutenoic acid

: 108-46-3
recorcinol

: 17771-33-4
7-hydroxy-2,2-dimethyl-chroman-4-one

Conditions

Conditions	Yield
With phosphorus pentoxide In methanesulfonic acid at 70℃; for 0.333333h; Friedel-Crafts Acylation; Inert atmosphere; Microwave irradiation;	98%
With methanesulfonic acid; phosphorus pentoxide at 70℃;	96%
With methanesulfonic acid; phosphorus pentoxide at 70℃; for 0.5h;	94%

: 541-47-9
3-Methylbutenoic acid

: 71-43-2
benzene

: 1010-48-6
3-methyl-3-phenylbutanoic acid

Conditions

Conditions	Yield
With aluminum (III) chloride at 5 - 20℃; for 0.333333h;	98%
With aluminium trichloride at 65℃;	94%
Stage #1: 3-Methylbutenoic acid; benzene; aluminum (III) chloride at 65℃; Stage #2: With hydrogenchloride; water at 0℃; pH=< 2;	94%

: 7774-74-5
Thiophene-2-thiol

: 541-47-9
3-Methylbutenoic acid

: 111190-17-1
3-methyl-3-(thiophene-2-thio)butyric acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 21h; Heating;	98%
With triethylamine In tetrahydrofuran for 20h; Reflux; Inert atmosphere;	63.35%
With triethylamine In tetrahydrofuran for 20h; Reflux; Inert atmosphere;	63.35%
With triethylamine In tetrahydrofuran for 20h; Inert atmosphere; Reflux;	63.35%
With triethylamine In tetrahydrofuran for 20h; Inert atmosphere; Reflux;	63.4%

: 17639-64-4
N-p-toluenesulfonylpyrrole

: 541-47-9
3-Methylbutenoic acid

: 4,5-dihydro-4,4-dimethyl-1-(4'-methylphenylsulfonyl)cyclopenta[b]pyrrol-6(1H)-one

Conditions

Conditions	Yield
With {[Zn4(pdpa)2(H2O)8]*H2O}n; trifluoroacetic anhydride In 1,2-dichloro-ethane for 4h; Reagent/catalyst; Nazarov Cyclization; Reflux;	98%
With C10H2N16(4-)3H2O4Ag(1+); trifluoroacetic anhydride In 1,2-dichloro-ethane for 5h; Reagent/catalyst; Nazarov Cyclization; Reflux;	92%
With iron(III) chloride; trifluoroacetic anhydride In dichloromethane for 4h; Reflux;	74%
With trifluoroacetic anhydride In 1,2-dichloro-ethane at 80℃; for 16h; Nazarov cyclization;	51%

: {TiMgCl6(C2H5O2CCH3)4}

: 541-47-9
3-Methylbutenoic acid

: Ti(4+)*Mg(2+)*4Cl(1-)*2(CH3)2CCHCO2(1-)*2C2H5O2CCH3={TiMgCl4((CH3)2CCHCO2)2(C2H5O2CCH3)2}

Conditions

Conditions	Yield
In dichloromethane dissolving (TiMgCl6(C2H5O2CCH3)4) (3.2 mmol) in CH2Cl2; addn. of (CH3)2CCHCO2H (6.5 mmol) against a stream of N2; warming to 35°C for 1.5 h; cooling to room temp.;; pumping off solvent; stirring with hexane; filtering, drying in vac. for 2 h; elem. anal.;;	98%

: 541-47-9
3-Methylbutenoic acid

: (3-isopropylene-2,2-dimethylcyclobutyl)methanol

: (2,2-dimethyl-3-(propan-2-ylidene)cyclobutyl)methyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 40℃; for 24h;	98%

: 67-56-1
methanol

: 541-47-9
3-Methylbutenoic acid

: 924-50-5
Methyl 3,3-dimethylacrylate

Conditions

Conditions	Yield
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate for 3h; Reflux; Green chemistry;	97.8%
With sulfuric acid	95%
With sulfuric acid for 16h; Heating;	92%

: 541-47-9
3-Methylbutenoic acid

: 73748-48-8
<(4-nitrophenyl)oxy>sulfonyl isocyanate

: 1070898-27-9
(4-nitrophenyl)-N-(3-methylbut-2-enoyl)sulfamate

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 0.5h;	97%

: 541-47-9
3-Methylbutenoic acid

: 108-46-3
recorcinol

: 99323-00-9
1-(2',4'-dihydroxyphenyl)-3-methyl-1-oxo-2-butene

Conditions

Conditions	Yield
With zinc(II) chloride; trichlorophosphate at 25℃; for 2h;	96.9%
With aluminium trichloride; trichlorophosphate for 5h; Ambient temperature;	92%
Stage #1: 3-Methylbutenoic acid With boron trifluoride diethyl etherate; trichlorophosphate at 0℃; for 0.25h; Substitution; Stage #2: recorcinol at 25℃; for 5h; Acylation; Friedel-Crafts reaction;	80%

: 541-47-9
3-Methylbutenoic acid

: 108-98-5
thiophenol

: 64793-86-8
3-methyl-3-phenylsulfanyl-butanoic acid

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride at 50℃; for 24h;	96%
With iodine at 50℃; for 5h; Michael reaction;	95%
With piperidine at 103 - 107℃; for 19h;	87%

: 541-47-9
3-Methylbutenoic acid

: 67-68-5
dimethyl sulfoxide

: 72064-63-2
3-Methyl-but-2-enoic acid methylsulfanylmethyl ester

Conditions

Conditions	Yield
With t-butyl bromide; sodium hydrogencarbonate at 25 - 30℃; for 24h;	95%
With t-butyl bromide; sodium hydrogencarbonate

: 541-47-9
3-Methylbutenoic acid

: 122-97-4
3-Phenyl-1-propanol

: 56500-48-2
3-phenylpropyl 3-methyl-2-butenoate

Conditions

Conditions	Yield
With chloro-trimethyl-silane; silver perchlorate; titanium tetrachloride; 4-(trifluoromethyl)benzoic anhydride In dichloromethane; toluene at 20℃; for 12h;	95%
With 2-fluoro-1-ethylpyridinium tetrafluoroborate; cesium fluoride 1) methylene chloride, 30 min, r.t., 2) methylene chloride, overnight, r.t.; Yield given. Multistep reaction;

: 541-47-9
3-Methylbutenoic acid

: 824-46-4
methoxyhydroquinone

: 74094-44-3
2,2-Dimethyl-6-hydroxy-7-methoxy-4-chromanone

Conditions

Conditions	Yield
With methanesulfonic acid at 70℃; for 12h;	95%
With methanesulfonic acid; phosphorus pentoxide at 70℃; for 0.5h;	91%
With methanesulfonic acid; phosphorus pentoxide	91%
With trifluoroacetic acid at 80℃; for 1h;	84%
With PPA 1.) 30 deg C, 4 h, 100 deg C, 1 h;	48%

: 541-47-9
3-Methylbutenoic acid

: 111424-64-7
3-Ethoxy-4-methoxybenzenethiol

: 111424-50-1
3-(3-Ethoxy-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid

Conditions

Conditions	Yield
With piperidine at 103 - 107℃; for 18h;	95%

: 541-47-9
3-Methylbutenoic acid

: 75887-43-3
4-bromo-3-(bromomethyl)but-2-enoic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane for 4h; Heating;	95%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Reflux;	95%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Reflux;	95%

: 541-47-9
3-Methylbutenoic acid

: 150-76-5
4-methoxy-phenol

: 84346-76-9
4'-methoxyphenyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 6h; Ambient temperature;	95%
With aluminium trichloride; trichlorophosphate for 0.5h; Ambient temperature; Yield given;

: 541-47-9
3-Methylbutenoic acid

: 618-36-0
rac-methylbenzylamine

A: 67264-80-6
N-benzyl-3,3-dimethylacrylic amide

B: 98379-81-8
3-Methyl-but-2-enoic acid (1-phenyl-ethyl)-amide

Conditions

Conditions	Yield
With potassium hydroxide; bis(o-nitrophenyl)phenylphosphonate; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate other amines; multistep reaction;	A 95% B 85%

...Expand

: 541-47-9
3-Methylbutenoic acid

: 195006-98-5
benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

: 434948-91-1
benzyl (R)-4,6-O-benzylidene-2-deoxy-2-(3-methyl-2-butenamido)-β-D-allopyranoside

Conditions

Conditions	Yield
With trichloroacetic acid pentachlorophenyl ester; triethylamine In tetrahydrofuran at 20℃; for 8h;	95%

3,3-Dimethyl acrylic acid Consensus Reports

Reported in EPA TSCA Inventory.

3,3-Dimethyl acrylic acid Specification

The 2-Butenoic acid,3-methyl-, with the CAS registry number 541-47-9, is also known as Senecioic acid. It belongs to the product category of Organic acids. Its EINECS number is 208-782-7. This chemical's molecular formula is C₅H₈O₂ and molecular weight is 100.12. What's more, its systematic name is 3-methylbut-2-enoic acid. Its classification code is Skin / Eye Irritant. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, heat and fire. It exists in flue-cured tobacco and flue gas. It is used as organic intermediates.

Physical properties of 2-Butenoic acid,3-methyl- are: (1)ACD/LogP: 2.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.03; (4)ACD/LogD (pH 7.4): 1.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 2.08; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 19.45; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 23.55 Å²; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 90.18 cm³; (15)Molar Volume: 277.1 cm³; (16)Polarizability: 35.75×10^-24cm³; (17)Surface Tension: 42.1 dyne/cm; (18)Density: 1.069 g/cm³; (19)Flash Point: 236.6 °C; (20)Enthalpy of Vaporization: 72.97 kJ/mol; (21)Boiling Point: 467.7 °C at 760 mmHg; (22)Vapour Pressure: 6.38E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-methyl-pent-3-en-2-one at the temperature of 77 °C. This reaction will need reagent LiOCl/Clorox and solvent ethanol with the reaction time of 8 hours. The yield is about 56%.

2-Butenoic acid,3-methyl- can be prepared by 4-methyl-pent-3-en-2-one at the temperature of 77 °C

Uses of 2-Butenoic acid,3-methyl-: it can be used to produce 3-methyl-crotonic acid-anhydride at the temperature of 20 °C. It will need reagents N(C₂H₅)₃, N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride and solvent CH₂Cl₂ with the reaction time of 30 min. The yield is about 98%.

2-Butenoic acid,3-methyl- can be used to produce 3-methyl-crotonic acid-anhydride at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to respiratory system and skin. It can cause burns and has a risk of serious damage to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you need seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)\C=C(/C)C
(2)Std. InChI: InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7)
(3)Std. InChIKey: YYPNJNDODFVZLE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LD50	oral	3gm/kg (3000mg/kg)	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.
mouse	LD50	oral	2580mg/kg (2580mg/kg)	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.
rabbit	LD50	skin	> 3200mg/kg (3200mg/kg)	Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat	LD50	oral	3560mg/kg (3560mg/kg)	Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.

Product Name

3,3-Dimethylacrylic acid

Synthetic route

3,3-Dimethyl acrylic acid Consensus Reports

3,3-Dimethyl acrylic acid Specification

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