3,3-Dimethylbutyryl chloride supplier

Name
3,3-Dimethylbutyryl chloride
EINECS 230-356-4
CAS No. 7065-46-5
Article Data45
CAS DataBase
Density 0.988 g/cm³
Solubility Reacts with water.
Melting Point
Formula C₆H₁₁ClO
Boiling Point 131.8 °C at 760 mmHg
Molecular Weight 134.606
Flash Point 30.2 °C
Transport Information UN 2924 3/PG 2
Appearance Colorless liquid
Safety 26-36/37/39-45
Risk Codes 10-24
Molecular Structure
Hazard Symbols C
Synonyms Butyrylchloride, 3,3-dimethyl- (6CI,7CI,8CI);3,3-Dimethylbutanoic acid chloride;3,3-Dimethylbutanoyl chloride;3,3-Dimethylbutyric acid chloride;tert-Butylacetyl chloride;
PSA 17.07000
LogP 2.18800

Synthetic route

: 1070-83-3
tert-Butylacetic acid

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
With thionyl chloride at 25℃; for 20h;	86%
With thionyl chloride for 2.5h; Heating;	76.2%
With thionyl chloride

: 217300-12-4
2-Hydrazono-3,3-dimethyl-butyric acid

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KOH / Heating 2: SOCl2 View Scheme

: 815-17-8
trimethylpyruvic acid

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N2H4 / triethylene glycol 2: KOH / Heating 3: SOCl2 View Scheme

: 4379-33-3
2-(tert-butyl)malonic acid

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: SOCl2 View Scheme

: 107-39-1
2,4,4-trimethyl-1-pentene

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Cr2O3-H2SO4 2: NaOBr 3: SOCl2 View Scheme

: 590-50-1
4,4-dimethyl-pentan-2-one

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOBr 2: SOCl2 View Scheme

: 7719-09-7
thionyl chloride

: 1070-83-3
tert-Butylacetic acid

: 7065-46-5
3,3-dimethylbutanoic acid chloride

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 12h;

: 509150-37-2
ethyl 5-amino-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 509150-38-3
ethyl 5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
With triethylamine In dichloromethane at 0 - 20℃;	98%

5-(2-benzyloxy-ethylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester: 5-(2-benzyloxy-ethylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 910791-71-8
5-[(2-benzyloxy-ethyl)-(3,3-dimethylbutyryl)-amino]-benzo[b]thiophene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	100%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 30273-42-8
2-methyl-4-bromo-6-chloroaniline

: 1009344-73-3
N-(4-Bromo-2-chloro-6-methylphenyl)-3,3-dimethyl butanamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 4h;	100%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 24596-19-8
4-bromo-2,6-dimethylphenylamine

: 1009344-67-5
N-(4-bromo-2,6-dimethylphenyl)-3,3-dimethylbutanamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 4h;	100%
With triethylamine In acetonitrile at 20℃; for 4h;	100%
Stage #1: 4-bromo-2,6-dimethylphenylamine With triethylamine In dichloromethane at 0℃; for 0.333333h; Stage #2: 3,3-dimethylbutanoic acid chloride In dichloromethane at 20℃; for 3h;	81%

: 91-16-7
1,2-dimethoxybenzene

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1-(2',3'-dimethoxyphenyl)-3,3-dimethylbutan-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation;	100%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1022960-45-7
2-amino-3-bromo-N-methylbenzamide

: 8-bromo-3-methyl-2-neopentylquinazolin-4(3H)-one

Conditions

Conditions	Yield
In 1,4-dioxane at 20 - 100℃; Sealed tube;	100%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 24544-04-5
2,6-diisopropylbenzenamine

: C18H29NO

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 50℃; for 3h; Schlenk technique; Inert atmosphere;	99.7%

: 791118-91-7
3-[2-(trifluoromethyl)-α-(2,3-dihydrobenzo[1,4]dioxin-6-yl)benzyloxy]azetidine

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1-[2-(tert-butyl)acetyl]-3-[2-(trifluoromethyl)-α-(2,3-dihydrobenzo[1,4]dioxin-6-yl)benzyloxy]azetidine

Conditions

Conditions	Yield
With MP-carbonate In dichloromethane at 20℃;	99%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 5821-51-2
Coarannulen

: 1073651-82-7
(3,3-dimethylbutan-1-on-1-yl)corannulene

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at -78 - 0℃; for 1.5h; Friedel Crafts acylation; Inert atmosphere;	99%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 151-10-0
1,3-Dimethoxybenzene

: 1-(2',4'-dimethoxyphenyl)-3,3-dimethylbutan-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation;	99%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 4-(6-(3,8-diazabicyclo[3.2.1]octan-3-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride

: 4-(6-(8-(3,3-dimethylbutanoyl)-3,8-diazabicyclo[3.2.1]octan-3-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	99%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 536-74-3
phenylacetylene

: 5,5-Dimethyl-1-phenyl-hex-1-yn-3-one

Conditions

Conditions	Yield
With triethylamine In neat (no solvent) at 40℃; for 8h; Sonogashira Cross-Coupling;	99%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1-(3,5-dimethyl-4-aminophenyl)4-(3-fluorophenyl)piperidine

: N-(4-(4-(3-fluorophenyl)piperidin-1-yl)-2,6-dimethylphenyl)-3,3-dimethylbutanamide hydrochloride

Conditions

Conditions	Yield
Stage #1: 3,3-dimethylbutanoic acid chloride; 1-(3,5-dimethyl-4-aminophenyl)4-(3-fluorophenyl)piperidine With triethylamine In dichloromethane at 0 - 20℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; water	99%

: 71086-99-2
ethyl 5-amino-1H-indole-2-carboxylate

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 509150-62-3
ethyl 5-[(3,3-dimethylbutanoyl)-amino]-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 2h;	98%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1‐(hydroxymethyl)‐2,5‐bis(trimethylsilylethynyl)ferrocene

: (2,5‐bis[(trimethylsilyl)ethynyl]ferrocenyl)methyl 3,3‐dimethylbutanoate

Conditions

Conditions	Yield
With pyridine at 20℃; for 48h; Inert atmosphere;	98%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: ethyl 3-(5-(benzyloxy)-1-(4-chlorobenzyl)-1H-indol-2-yl)-2,2-dimethylpropanoate

: 1-(4-chlorobenzyl)-3-(3,3-dimethylbutanoyl)-2-(3-ethoxy-2,2-dimethyl-3-oxopropyl)-1H-indol-5-yl 3,3-dimethylbutanoate

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-ethane at -70℃; for 0.5h; Inert atmosphere;	98%

: 95-14-7
1,2,3-Benzotriazole

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 55889-34-4
1-(1H-1,2,3-benzotriazol-1-yl)-3,3-dimethyl-1-butanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.5h; Acylation;	97%
With triethylamine In dichloromethane for 4h; cooling;	91%
With triethylamine In dichloromethane at 0 - 20℃;

: 7065-46-5
3,3-dimethylbutanoic acid chloride

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

: (R)-4-benzyl-3-(3,3-dimethylbutanoyl)oxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,3-dimethylbutanoic acid chloride In tetrahydrofuran; hexane at -78℃; for 2h;	97%
With dmap; triethylamine In tetrahydrofuran at 0 - 20℃; for 1h;	89%
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 3,3-dimethylbutanoic acid chloride In tetrahydrofuran at -78 - 20℃; for 3h; Time;

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 5933-32-4
4-bromobenzoic acid hydrazide

: 4-bromo-N'-(3,3-dimethylbutanoyl)benzoic hydrazide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	96.1%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 100-61-8
N-methylaniline

: 144691-18-9
N-methyl-N-phenyl-3,3-dimethylbutanamide

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	96%
With triethylamine In ethyl acetate at 0℃;

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 149140-54-5
(3R,4S)-3-triethylsilyloxy-4-phenylazetidin-2-one

: 355113-95-0
(3R,4S)-1-neopentylcarbonyl-4-phenyl-3-triethylsilyloxyazetidin-2-one

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;	96%

: 101-84-8
diphenylether

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 791137-05-8
4,4'-bis(3,3-dimethylbutanoyl)diphenyl ether

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 0℃; for 5h;	96%

: 111-87-5
octanol

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1-octyl 3,3-dimethylbutanoate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 1093352-31-8
2-(3,4-dihydroisoquinolin-2(1H)-yl)-4,6-dimethoxypyrimidin-5-amine

: 1093352-19-2
N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-4,6-dimethoxypyrimidin-5-yl)-3,3-dimethylbutanamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 1h;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 672-65-1
(1-chloroethyl)benzene

: 40560-92-7
5,5-dimethyl-2-phenylhexan-3-one

Conditions

Conditions	Yield
Stage #1: (1-chloroethyl)benzene With chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc In tetrahydrofuran at 25℃; for 11h; Inert atmosphere; Stage #2: With copper(I) cyanide di(lithium chloride) In tetrahydrofuran at -25℃; for 0.25h; Stage #3: 3,3-dimethylbutanoic acid chloride In tetrahydrofuran at -60 - 25℃; Inert atmosphere;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 137684-40-3
diethyl aminopropanedioate hydrochloride

: diethyl [(3,3-dimethylbutanoyl)amino]propanedioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 18h;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 108-42-9
3-chloro-aniline

: 132118-44-6
N-(3-chlorophenyl)-3,3-dimethylbutanamide

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 0 - 20℃; for 2h; Inert atmosphere;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 13101-92-3
1-chloro-2-methoxynaphthalene

: 1441766-88-6
C17H19ClO2

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; cetyltrimethylammonium chloride In 1,2-dichloro-ethane at 70℃; for 0.0833333h; Friedel-Crafts Acylation; Microwave irradiation; Micellar solution;	96%

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 3401-47-6
1-bromo-2-methoxynaphthalene

: 1441766-36-4
C17H19BrO2

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; cetyltrimethylammonium chloride In 1,2-dichloro-ethane at 70℃; for 0.0833333h; Friedel-Crafts Acylation; Microwave irradiation; Micellar solution;	96%

: 186581-53-3, 908094-01-9
diazomethane

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 76828-10-9
1-Diaz-4,4-dimethylpentan-2-one

Conditions

Conditions	Yield
In diethyl ether	95%
In diethyl ether for 2h;
In diethyl ether at 0 - 20℃; for 1h;

3,3-Dimethylbutyryl chloride Specification

This chemical is called Butanoyl chloride, 3,3-dimethyl-, and its CAS registry number is 7065-46-5. With the molecular formula of C₆H₁₁ClO, its molecular weight is 134.61. Additionally, it's used for organic synthesis.

Other characteristics of the Butanoyl chloride, 3,3-dimethyl- can be summarised as followings: (1)ACD/LogP: 2.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.22; (4)ACD/LogD (pH 7.4): 2.22; (5)ACD/BCF (pH 5.5): 28.5; (6)ACD/BCF (pH 7.4): 28.5; (7)ACD/KOC (pH 5.5): 382.79; (8)ACD/KOC (pH 7.4): 382.79; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.423; (14)Molar Refractivity: 34.69 cm³; (15)Molar Volume: 136.1 cm³; (16)Polarizability: 13.75×10^-24cm³; (17)Surface Tension: 26.7 dyne/cm; (18)Density: 0.988 g/cm³; (19)Flash Point: 30.2 °C; (20)Enthalpy of Vaporization: 36.94 kJ/mol; (21)Boiling Point: 131.8 °C at 760 mmHg; (22)Vapour Pressure: 9.14 mmHg at 25°C.

Production method of this chemical: The Butanoyl chloride, 3,3-dimethyl- could be obtained by the reactant of 3,3-dimethyl-butyric acid. This reaction needs the reagent of SOCl₂.

Uses of this chemical: The Butanoyl chloride, 3,3-dimethyl- could react with ethanol, and obtain the 3,3-dimethyl-butyric acid ethyl ester. This reaction needs the reagent of Et₃N, and the solvent of diethyl ether. The yield is 58 %. In addition, this reaction should be taken for 45 minutes at the temperature of 0-20 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is flammable. It causes burns. You should wear suitable protective clothing to avoid contacting with skin and eyes. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: ClC(=O)CC(C)(C)C
2.InChI: InChI=1/C6H11ClO/c1-6(2,3)4-5(7)8/h4H2,1-3H3
3.InChIKey: BUTKIHRNYUEGKB-UHFFFAOYAV

Product Name

3,3-Dimethylbutyryl chloride

Synthetic route

3,3-Dimethylbutyryl chloride Specification

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