3,3-Dimethylacryloyl chloride supplier

Name
3-Methylcrotonoyl chloride
EINECS 222-109-4
CAS No. 3350-78-5
Article Data70
CAS DataBase
Density 1.049 g/cm³
Solubility reacts with water
Melting Point
Formula C₅H₇ClO
Boiling Point 146 °C at 760 mmHg
Molecular Weight 118.563
Flash Point 51.1 °C
Transport Information UN 2920 8/PG 2
Appearance clear colorless to yellow liquid
Safety 26-36/37/39-45-16
Risk Codes 14-34-36/37-10
Molecular Structure
Hazard Symbols C
Synonyms Crotonoylchloride, 3-methyl- (7CI,8CI);Senecioyl chloride (6CI);3,3-Dimethylacrylicacid chloride;3,3-Dimethylacryloyl chloride;3,3-Dimethylacrylyl chloride;3-Methyl-2-butenoyl chloride;3-Methylcrotonoyl chloride;b,b-Dimethylacrylic acid chloride;b,b-Dimethylacryloyl chloride;b,b-Dimethylacrylyl chloride;b-Methylcrotonoyl chloride;g,g-Dimethylacryloyl chloride;
PSA 17.07000
LogP 1.71800

Synthetic route

: 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%

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

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

Conditions

Conditions	Yield
With thionyl chloride Erhitzen des Reaktionsgemisches mit wenig Schwefelsaeure;

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

: 123-51-3
i-Amyl alcohol

: 56922-73-7
3-methyl-1-butyl 3-methyl-2-butenoate

Conditions

Conditions	Yield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;	100%
In benzene at 30℃; Kinetics; Activation energy; Further Variations:; Temperatures; Acylation; alcoholysis;
With pyridine; benzene

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

: 62-53-3
aniline

: 13209-80-8
N-phenyl-3-methyl-2-butenamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	100%
With pyridine	97%

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

: 4020-99-9
diphenylphosphinous acid methyl ester

: 87951-17-5
(3-Methyl-2-butenoyl)diphenylphosphanoxid

Conditions

Conditions	Yield
1) -196 deg C to r.t., 2) 2 h, r.t.;	100%

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

: 13059-93-3
monohydroxymethyl-alpha-terthiophene

: 26905-76-0
5-(3-methyl-2-butenoyloxy)methyl-2,2':5',2''-terthiophene

Conditions

Conditions	Yield
With pyridine In dichloromethane	100%
With pyridine In tetrahydrofuran 1.) 0 deg C, 3 h, 2.) reflux, 2h;

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

: 73839-45-9
(E)-trimethyl[2-(4-methylphenyl)ethenyl]silane

: 73839-46-0
(E)-1-(4-methylphenyl)-3-oxo-5-methyl-1,4-hexadiene

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at -78℃; for 0.5h;	100%

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

: 14812-60-3
2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

: 3-Methyl-1-(4,4,5,5-tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yl)-but-2-en-1-one

Conditions

Conditions	Yield
at 0 - 35℃; for 4h;	100%
for 1h; Yield given;

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

: 106-40-1
4-bromo-aniline

: 135631-89-9
N-(3,3'-dimethylacryoloyl)-4-bromoaniline

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3.33333h;	100%
Stage #1: 3,3-Dimethylacryloyl chloride; 4-bromo-aniline In dichloromethane at 20℃; for 0.333333h; Stage #2: With triethylamine In dichloromethane at 20℃; for 3h;	100%
With pyridine at 0 - 20℃; for 5h; Inert atmosphere;	99%

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

: 56552-80-8
(R)-3-benzyloxy-1,2-propanediol

: 349123-42-8
1,2-di(3-methylbut-2-enoyl)-3-benzyl-sn-glycerol

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃;	100%

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

: 6911-87-1
4-bromo-N-methylaniline

: 345964-72-9
N-(4-bromophenyl)-N-methyl-3-methyl-2-butenamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2.5h;	100%
With triethylamine In dichloromethane
With triethylamine In dichloromethane at 20℃; for 2.5h;
With triethylamine In dichloromethane for 2.58333h;

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

: 137-32-6
(+/-)-2-methyl-1-butanol

: 2-methylbutyl 3-methyl-2-butenoate

Conditions

Conditions	Yield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;	100%

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

: 71-41-0
pentan-1-ol

: pentyl 3-methyl-2-butenoate

Conditions

Conditions	Yield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;	99.7%
In benzene at 30℃; Kinetics; Activation energy; Further Variations:; Temperatures; Acylation; alcoholysis;

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

: 106-24-1
Geraniol

: 84825-22-9
(E)-geranyl 3-methyl-3-butenoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78℃; for 3h;	99%

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

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: N-(tert-butoxycarbonyl)-2-(1-oxopropyl)pyrrolidine

Conditions

Conditions	Yield
With sec.-butyllithium; (-)-sparteine In tetrahydrofuran at -78℃; for 2h; Product distribution; other reag.;	99%

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

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: N-(tert-butoxycarbonyl)-2-[3-methyl-1-oxo-2-butenyl]pyrrolidine

Conditions

Conditions	Yield
Stage #1: tert-butyl pyrrolidine-1-carboxylate With sec.-butyllithium; (-)-sparteine In tetrahydrofuran at -78℃; for 1h; Stage #2: With lithium chloride In tetrahydrofuran at -55℃; for 1h; Stage #3: 3,3-Dimethylacryloyl chloride In tetrahydrofuran at -50 - 20℃;	99%
With sec.-butyllithium; (-)-sparteine 1.) THF, -78 deg C; Yield given;

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

: 99395-88-7
(S)-4-phenyl-2-oxazolidinone

: 294176-63-9
(S)-3-(3-Methyl-but-2-enoyl)-4-phenyl-oxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: (S)-4-phenyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Metallation; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran; hexane at -78 - 0℃; for 3.5h; Acylation;	99%

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

: 1008520-71-5
2-Bromo-4-(5-hydroxy-3-methyl-pyrazol-1-yl)-benzonitrile

: 1008520-72-6
2-Bromo-4-[5-hydroxy-3-methyl-4-(3-methyl-but-2-enoyl)-pyrazol-1-yl]-benzonitrile

Conditions

Conditions	Yield
Stage #1: 2-Bromo-4-(5-hydroxy-3-methyl-pyrazol-1-yl)-benzonitrile With magnesium ethylate In tetrahydrofuran for 4h; Heating / reflux; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran at 0 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.25h;	99%

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

: 40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: (R)-4-Benzyl-3-(3-methyl-but-2-enoyl)-oxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h; Inert atmosphere;	99%
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran for 0.166667h; Inert atmosphere; Cooling; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Cooling;	51.1 g

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

: 6933-10-4
amino-5-bromo-2-toluene

: 203856-43-3
N-(4-bromo-2-methylphenyl)-3-methyl-2-butenamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water	98.6%
With sodium hydroxide In dichloromethane at 20℃; for 16h; Acylation;	65%

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

: 106-44-5
p-cresol

: 24700-20-7
4'-methylphenyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
Stage #1: p-cresol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran at 0 - 20℃; for 3h;	98%

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

: 91-16-7
1,2-dimethoxybenzene

: 1-(3,4-dimethoxyphenyl)-3-methylbut-2-en-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0℃; for 3h; Inert atmosphere;	98%
With aluminium trichloride; diethyl ether
With aluminum (III) chloride In dichloromethane

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

: 23659-87-2
4,6-dimethoxyindole

: 151290-63-0
1-(4',6'-dimethoxyindol-1'-yl)-3-methylbut-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 2h; Ambient temperature;	98%

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

: 124-02-7
diallylamine

: 82799-51-7
3-methylbut-2-enoic acid diallylamide

Conditions

Conditions	Yield
With triethylamine In benzene	98%

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

: 189939-48-8
3-Methyl-6-nitro-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine

: 189939-49-9
3-Methyl-1-(3-methyl-6-nitro-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-but-2-en-1-one

Conditions

Conditions	Yield
With dmap; sodium hydrogencarbonate for 3h;	98%

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

: 205242-33-7
benzyl-(2-tert-butyl-phenyl)-amine

: 205242-34-8
N-benzyl-N-(2-tert-butylphenyl)-3,3-dimethylacrylamide

Conditions

Conditions	Yield
In benzene for 24h;	98%

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

: 75-89-8
2,2,2-trifluoroethanol

: 796850-91-4
2,2,2-trifluoroethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 0℃; for 4h;	98%

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

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

: 72779-06-7
3-methyl-2-buten-1-yl 3-methyl-2-butenoate

Conditions

Conditions	Yield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;	97.9%
With pyridine; benzene

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

: 61-54-1
tryptamine

: 87078-46-4
N-(2-(1H-indol-3-yl)-ethyl)-3-methylbut-2-enamide

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 48h; Inert atmosphere;	97.4%

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

: 108-39-4
3-methyl-phenol

: 133532-17-9
3'-methylphenyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
Stage #1: 3-methyl-phenol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Stage #2: 3,3-Dimethylacryloyl chloride In tetrahydrofuran at 0 - 20℃; for 3h;	97%

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

: 544-92-3
copper(I) cyanide

: 38576-60-2
senecioyl cyanide

Conditions

Conditions	Yield
In acetone for 0.416667h; Heating;	97%
In acetonitrile at 90℃; for 1.5h;	59%
With phosphorus pentoxide In benzene for 6h; Heating;	51%
In acetonitrile
In acetonitrile for 0.5h; Heating;

3,3-Dimethylacryloyl chloride Chemical Properties

IUPAC Name: 3-Methylbut-2-enoyl chloride
Molecular Formula: C₅H₇ClO
Molecular Weight: 118.56
EINECS: 222-109-4
Density: 1.049 g/cm³
Boiling Point: 145-147 ºC
Flash Point: 51 ºC
Solubility: reacts
Properties: clear colorless to yellow liquid
Freely Rotating Bonds: 1
Polar Surface Area: 17.07 Å²
Index of Refraction: 1.443
Molar Refractivity: 29.99 cm³
Molar Volume: 112.9 cm³
Polarizability: 11.88 ×10^-24 cm³
Surface Tension: 27.1 dyne/cm
Enthalpy of Vaporization: 38.3 kJ/mol
Vapour Pressure: 4.73 mmHg at 25°C
The Cas Register Number of 2-Butenoyl chloride, 3-methyl- is 3350-78-5. The chemical synonyms of 2-Butenoyl chloride,3-methyl- (CAS NO.3350-78-5) are 2-Butenoyl chloride, 3-methyl- ; 3,3-Dimethylacrylyl chloride ; 3-methyl-2-butenoylchlorid ; 3-Methyl-2-butenoyl chloride ; 3-Methyl-but-2-enoyl chloride ; 3-Methylcrotonoyl chloride ; 3,3-Dimethylacryloyl chloride ; Senecioyl chloride .
The molecular structure of 2-Butenoyl chloride,3-methyl- (CAS NO.3350-78-5) is .

3,3-Dimethylacryloyl chloride Uses

2-Butenoyl chloride,3-methyl- (CAS NO.3350-78-5) is used as organic reagent and pharmaceutical intermediate.

3,3-Dimethylacryloyl chloride Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 14-34-36/37-10
R14: Reacts violently with water.
R34: Causes burns.
R36/37: Irritating to eyes and respiratory system.
R10: Flammable.
Safety Statements: 26-36/37/39-45-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S16: Keep away from sources of ignition.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2920 8/PG 2
WGK Germany: 3
F: 10-19
HazardClass: 3.2
PackingGroup: III

Product Name

3-Methylcrotonoyl chloride

Synthetic route

3,3-Dimethylacryloyl chloride Chemical Properties

3,3-Dimethylacryloyl chloride Uses

3,3-Dimethylacryloyl chloride Safety Profile

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