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3,3-Dimethylacryloyl chloride

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Name

3,3-Dimethylacryloyl chloride

EINECS 222-109-4
CAS No. 3350-78-5 Density 1.049 g/cm3
PSA 17.07000 LogP 1.71800
Solubility reacts with water Melting Point N/A
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 Molecular Structure of 3350-78-5 (3-Methylcrotonoyl chloride) Hazard Symbols CorrosiveC
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;

Article Data 70

3,3-Dimethylacryloyl chloride Synthetic route

541-47-9

3-Methylbutenoic acid

3350-78-5

3,3-Dimethylacryloyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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 pyridine97%
3350-78-5

3,3-Dimethylacryloyl chloride

4020-99-9

diphenylphosphinous acid methyl ester

87951-17-5

(3-Methyl-2-butenoyl)diphenylphosphanoxid

Conditions
ConditionsYield
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
ConditionsYield
With pyridine In dichloromethane100%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃;100%

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: CorrosiveC
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

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