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110-19-0

Basic Information
CAS No.: 110-19-0
Name: Isobutyl acetate
Molecular Structure:
Molecular Structure of 110-19-0 (Isobutyl acetate)
Formula: C6H12O2
Molecular Weight: 116.16
Synonyms: Aceticacid, isobutyl ester (6CI,8CI);2-Methylpropyl acetate;b-Methylpropyl ethanoate;
EINECS: 203-745-1
Density: 0.883 g/cm3
Melting Point: -99 °C
Boiling Point: 116.6 °C at 760 mmHg
Flash Point: 21.7 °C
Solubility: 7 g/L (20 °C) in water
Appearance: clear colorless liquid
Hazard Symbols: FlammableF
Risk Codes: 11-66
Safety: 16-23-25-29-33
Transport Information: UN 1213 3/PG 2
PSA: 26.30000
LogP: 1.20550
Synthetic route
Reaxys ID: 11464140

Reaxys ID: 11464140

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With hydrogen at 40℃; under 7500.75 Torr;99%
With hydrogen at 40℃; under 7500.75 Torr;96.9%
108-05-4

vinyl acetate

78-83-1

2-methyl-propan-1-ol

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With pseudomonas fuorescens lipase immobilized on multiwall carbon nano-tubes at 50℃; for 4.5h; Green chemistry;99%
With Mycobacterium smegmatis acyl transferase In aq. phosphate buffer pH=7.5; Enzymatic reaction;
With acyltransferase from Mycobacterium smegmatis In aq. phosphate buffer pH=7.5; Enzymatic reaction;
Reaxys ID: 11465423

Reaxys ID: 11465423

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
ruthenium on γ-alumina at 95.5℃;98.6%
78-83-1

2-methyl-propan-1-ol

64-19-7

acetic acid

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
copper methanesulfonate In cyclohexane at 85 - 90℃; for 2.5h;95%
With sodium hydrogen sulfate for 1h; Esterification; Heating;92.5%
With 1-butyl-2-methylbenzimidazolium tetrafluoroborate at 120℃; for 2h;89%
78-83-1

2-methyl-propan-1-ol

3618-96-0

(S)-N-acetylphenylalanine

A

110-19-0

2-methylpropyl acetate

B

7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-N-acetylphenylalanine With triphenyl phosphite; chlorine; triethylamine In tetrahydrofuran at -30℃;
Stage #2: 2-methyl-propan-1-ol In tetrahydrofuran at -30 - 20℃;
Stage #3: With water
A n/a
B 95%
78-83-1

2-methyl-propan-1-ol

108-24-7

acetic anhydride

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With N-methylmorpholinium propanesulfonic acid ammonium hydrogensulfate at 25℃; for 0.0833333h; Inert atmosphere; neat (no solvent); chemoselective reaction;94%
ruthenium trichloride In acetonitrile at 20℃; for 0.416667h;91%
With cadmium(II) oxide at 80℃; for 0.333333h; Neat (no solvent); Microwave irradiation;85%
591-87-7

Allyl acetate

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
ruthenium on γ-alumina at 102℃;93%
78-83-1

2-methyl-propan-1-ol

581-55-5

benzylidene 1,1-diacetate

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With C. antarctica B immobilized lipase In toluene at 60℃; for 7h; Enzymatic reaction;87%
940-49-8

benzyl iso-butyl ether

75-36-5

acetyl chloride

A

110-19-0

2-methylpropyl acetate

B

100-44-7

benzyl chloride

C

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
CoCl2 In acetonitrile Ambient temperature; Yields of byproduct given;A 85%
B 15%
C n/a
109-53-5

isobutyl vinyl ether

75-36-5

acetyl chloride

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
CoCl2 In acetonitrile Ambient temperature;77%
cobalt(II) chloride In acetonitrile at 0℃; for 1h;77%
78-83-1

2-methyl-propan-1-ol

75-36-5

acetyl chloride

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide; tetrabutyl-ammonium chloride at 0℃; for 0.125h;72%
With zinc(II) chloride at 30℃; for 1.08333h; Neat (no solvent);63%
With diethyl ether
With coal fly ash supported phosphomolybdic acid at 110℃; Temperature; Microwave irradiation; Green chemistry;
60-35-5

acetamide

78-83-1

2-methyl-propan-1-ol

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With silicon tetrafluoride
463-51-4

Ketene

78-83-1

2-methyl-propan-1-ol

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With sulfuric acid
With boron trifluoride
56-23-5

tetrachloromethane

15289-94-8

N-isobutyl-N-nitroso-acetamide

A

540-88-5

acetic acid tert-butyl ester

B

105-46-4

sec-Butyl acetate

C

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
at 77℃;
78-83-1

2-methyl-propan-1-ol

127-09-3

sodium acetate

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With sulfuric acid

α-isobutyloxy-isobutyraldehyde isobutyl semiacetal

A

110-19-0

2-methylpropyl acetate

B

20818-81-9

2-hydroxy-2-methylpropanal

Conditions
ConditionsYield
With acetic acid
75-07-0

acetaldehyde

78-84-2

isobutyraldehyde

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With aluminum ethoxide
542-55-2

isobutyl formate

64-19-7

acetic acid

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With sulfuric acid; benzene at 77℃; unter Abdestillieren des Azeotrops Ameisensaeure-Benzol;

α-isobutyloxy-isobutyraldehyde isobutyl semiacetal

64-19-7

acetic acid

A

110-19-0

2-methylpropyl acetate

B

20818-81-9

2-hydroxy-2-methylpropanal

627-02-1

ethyl isobutyl ether

75-36-5

acetyl chloride

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With zinc(II) chloride at 25℃;
108-10-1

4-methyl-2-pentanone

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With disodium hydrogenphosphate; dichloromethane; trifluoroacetyl peroxide
With Sn-palygorskite; dihydrogen peroxide In 1,4-dioxane at 90℃; for 24h; Baeyer-Villiger oxidation;
With dihydrogen peroxide; tin; magnesium silicate aluminate In 1,4-dioxane at 90℃; for 24h; Bayer-Villiger oxidation;
758-12-3

deuteroacetic acid

90886-05-8

C31H30N(1+)*BF4(1-)

A

540-88-5

acetic acid tert-butyl ester

B

105-46-4

sec-Butyl acetate

C

110-19-0

2-methylpropyl acetate

D

115-11-7

isobutene

Conditions
ConditionsYield
at 150℃; Yield given. Further byproducts given. Yields of byproduct given;
1186-52-3

tetradeuterioacetic acid

90886-05-8

C31H30N(1+)*BF4(1-)

A

540-88-5

acetic acid tert-butyl ester

B

105-46-4

sec-Butyl acetate

C

110-19-0

2-methylpropyl acetate

D

115-11-7

isobutene

Conditions
ConditionsYield
at 150℃; Yield given. Further byproducts given. Yields of byproduct given;
64-19-7

acetic acid

90886-05-8

C31H30N(1+)*BF4(1-)

A

107-39-1

2,4,4-trimethyl-1-pentene

B

540-88-5

acetic acid tert-butyl ester

C

105-46-4

sec-Butyl acetate

D

110-19-0

2-methylpropyl acetate

E

115-11-7

isobutene

Conditions
ConditionsYield
at 150℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
64-19-7

acetic acid

90886-05-8

C31H30N(1+)*BF4(1-)

A

540-88-5

acetic acid tert-butyl ester

B

105-46-4

sec-Butyl acetate

C

110-19-0

2-methylpropyl acetate

D

115-11-7

isobutene

Conditions
ConditionsYield
at 150℃; Yield given. Further byproducts given. Yields of byproduct given;
78-83-1

2-methyl-propan-1-ol

141-78-6

ethyl acetate

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
K2CO3 + 5percent Carbowax 6000 at 170℃;46 % Chromat.
With Mycobacterium smegmatis acyl transferase In aq. phosphate buffer at 21℃; for 0.5h; pH=7.5; Inert atmosphere; Enzymatic reaction;
5669-09-0

1,1-bis(isobutyloxy)-ethane

64-19-7

acetic acid

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With water; N-chlorobenzamide at 313℃; Kinetics; Further Variations:; pH-values; Reagents; Temperatures; Oxidation;
555-75-9

aluminum ethoxide

75-07-0

acetaldehyde

78-84-2

isobutyraldehyde

A

110-19-0

2-methylpropyl acetate

B

141-78-6

ethyl acetate

C

97-62-1

Ethyl isobutyrate

D

isobutyl isobutyrate

isobutyl isobutyrate

Conditions
ConditionsYield
analog reagiert statt bei Einw.von Aluminiumaethylat mit Isovaleraldehyd, mit Benzaldehyd sowie mit Zimtaldehyd;
carbon monoxide

carbon monoxide

110-19-0

2-methylpropyl acetate

Conditions
ConditionsYield
With hydrogen; cobalt(II) acetate at 175 - 250℃; under 514855 Torr; und Essigsaeure;
110-19-0

2-methylpropyl acetate

505-32-8

isophytol

700-13-0

Trimethylhydroquinone

59-02-9

Tocopherol

Conditions
ConditionsYield
With hydrogenchloride; Zinc chloride In water; toluene99.6%
With hydrogenchloride; Zinc chloride In water; toluene98.6%
110-19-0

2-methylpropyl acetate

64-17-5

ethanol

Conditions
ConditionsYield
With C17H16BrMnNO3P; potassium tert-butylate; hydrogen In 1,4-dioxane at 100℃; under 37503.8 Torr; for 16h; Autoclave;99%
110-19-0

2-methylpropyl acetate

123-11-5

4-methoxy-benzaldehyde

136748-36-2

isobutyl p-methoxycinnamate

Conditions
ConditionsYield
With pyridine; titanium tetrachloride In 5,5-dimethyl-1,3-cyclohexadiene at -10 - 10℃; for 12h;98%
106-24-1

Geraniol

110-19-0

2-methylpropyl acetate

105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 30h;96%
110-19-0

2-methylpropyl acetate

60-12-8

2-phenylethanol

103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 19h;93%
110-19-0

2-methylpropyl acetate

(SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide

(S)-isobutyl 4,4,4-trifluoro-3-((S)-2-methylpropan-2-ylsulfinamido)butanoate

Conditions
ConditionsYield
Stage #1: 2-methylpropyl acetate With lithium diisopropyl amide In tetrahydrofuran; toluene at -78℃; for 1h; Inert atmosphere;
Stage #2: (SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide In tetrahydrofuran; toluene at -78 - 20℃; for 2h; Inert atmosphere; diastereoselective reaction;
86%
591-50-4

iodobenzene

110-19-0

2-methylpropyl acetate

55-21-0

benzamide

A

93-98-1

N-phenyl benzoyl amide

B

120-50-3

isobutyl benzoate

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Green chemistry;A 85%
B 15%
110-19-0

2-methylpropyl acetate

100-51-6

benzyl alcohol

28048-94-4

2-methylpropyl 3-phenypropionate

Conditions
ConditionsYield
With C15H17ClIrNOP; potassium tert-butylate In toluene at 60℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox;84%
110-19-0

2-methylpropyl acetate

696-62-8

para-iodoanisole

55-21-0

benzamide

A

120-50-3

isobutyl benzoate

B

7472-54-0

N-(p-methoxyphenyl)benzamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Catalytic behavior; Reagent/catalyst; Green chemistry;A 22%
B 83%
591-50-4

iodobenzene

110-19-0

2-methylpropyl acetate

1801-10-1

3-trifluoromethylbenzamide

A

C12H13F3O2

B

106376-18-5

N-phenyl-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Green chemistry;A 19%
B 81%
110-19-0

2-methylpropyl acetate

100-51-6

benzyl alcohol

140-11-4

Benzyl acetate

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 16h;76%
110-19-0

2-methylpropyl acetate

ethyl 3,4-dimethoxy-α-(3,4-dimethoxybenzyl)cinnamate

1267491-56-4

6-ethoxycarbonyl-5-((2-methylpropoxy)carbonylmethyl)-2,3,9,10-tetramethoxy-5H-dibenzo[a,c]cycloheptene

Conditions
ConditionsYield
Stage #1: ethyl 3,4-dimethoxy-α-(3,4-dimethoxybenzyl)cinnamate With molybdenum(V) chloride; titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere;
Stage #2: 2-methylpropyl acetate With triethylamine In dichloromethane at 20℃; Cooling with ice;
72%
110-19-0

2-methylpropyl acetate

696-62-8

para-iodoanisole

1801-10-1

3-trifluoromethylbenzamide

A

N-(4-methoxyphenyl)-3-(trifluoromethyl)benzamide

B

C12H13F3O2

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Green chemistry;A 66%
B 18%
111-87-5

octanol

110-19-0

2-methylpropyl acetate

112-14-1

n-octyl acetate

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 29h;63%

2-acetoxyethane phosphonic acid diethyl ester

110-19-0

2-methylpropyl acetate

39997-40-5

2-hydroxyethanephosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In 2-methyl-propan-1-ol62%
110-19-0

2-methylpropyl acetate

104-54-1

3-Phenylpropenol

103-54-8

cinnamyl acetate

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 25h;62%
591-50-4

iodobenzene

110-19-0

2-methylpropyl acetate

98-92-0

nicotinamide

A

31678-58-7

Iso-butyl nicotinate

B

1752-96-1

N-phenylnicotinamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Green chemistry;A 6%
B 61%
122-99-6

2-Phenoxyethanol

110-19-0

2-methylpropyl acetate

6192-44-5

2-phenoxyethyl acetate

Conditions
ConditionsYield
With caesium carbonate at 125℃; for 19h;59%
110-19-0

2-methylpropyl acetate

13329-40-3

4-Iodoacetophenone

55-21-0

benzamide

A

120-50-3

isobutyl benzoate

B

5411-13-2

N-(4-acetylphenyl)benzamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide at 150℃; for 24h; Green chemistry;A 9%
B 59%
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    110-19-0

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Chemistry

Molecular Structure of Isobutyl acetate (CAS NO.110-19-0):

IUPAC Name: 2-methylpropyl acetate 
Empirical Formula: C6H12O2
Molecular Weight: 116.1583
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.395
Molar Refractivity: 31.57 cm3
Molar Volume: 131.4 cm3
Surface Tension: 24.6 dyne/cm
Density: 0.883 g/cm3
Flash Point: 21.7 °C
Enthalpy of Vaporization: 35.5 kJ/mol
Boiling Point: 116.6 °C at 760 mmHg
Vapour Pressure: 18 mmHg at 25°C
CAS Registry Number  110-19-0
EINECS: 203-745-1
Melting point: -99°C
Water solubility: 7 g/L (20 oC)
InChI
InChI=1/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3
Smiles
C(COC(C)=O)(C)C
Product Categories: ester Flavor; Alpha Sort; Alphabetic; Chemical Class; E-LAnalytical Standards; EstersAnalytical Standards; I; Volatiles/ Semivolatiles; Alphabetical Listings; Certified Natural ProductsFlavors and Fragrances; Flavors and Fragrances; I-L

Toxicity Data With Reference

1.    

skn-rbt 500 mg open MLD

    UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/3 ,1971.
2.    

skn-rbt 500 mg/24H MOD

    FCTXAV    Food and Cosmetics Toxicology. 16 (1978),637.
3.    

eye-rbt 500 mg/24H MOD

    FCTXAV    Food and Cosmetics Toxicology. 16 (1978),637.
4.    

orl-rat LD50:13,400 mg/kg

    NPIRI*    Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. 1 (1974),8.
5.    

ihl-rat LCLo:8000 ppm/4H

    AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
6.    

orl-rbt LD50:4763 mg/kg

    IMSUAI    Industrial Medicine and Surgery. 41 (1972),31.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mildly toxic by ingestion and inhalation. A skin and eye irritant. Upon absorption by the body it can hydrolyze to acetic acid and isobutanol. Highly flammable liquid. A very dangerous fire and moderate explosion hazard when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also Esters and n-butyl acetate.
Hazard Codes: FlammableF
Risk Statements: 11-66
R11:Highly flammable. 
R66:Repeated exposure may cause skin dryness or cracking.
Safety Statements: 16-23-25-29-33
S16:Keep away from sources of ignition. 
S23:Do not breathe vapour. 
S25:Avoid contact with eyes. 
S29:Do not empty into drains. 
S33:Take precautionary measures against static discharges.
RIDADR: UN 1213 3/PG 2
WGK Germany: 1
RTECS: AI4025000
HazardClass: 3
PackingGroup: II

Standards and Recommendations

OSHA PEL: TWA 150 ppm
ACGIH TLV: TWA 150 ppm
DFG MAK: 100 ppm (480 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Analytical Methods

For occupational chemical analysis use NIOSH: Esters I, 1450.

Specification

 Isobutyl acetate , with CAS number of 110-19-0, can be called Aceticacid, isobutyl ester ; 2-Methylpropyl acetate ; Isobutyl acetate ; b-Methylpropyl ethanoate . Isobutyl acetate Like many esters, it has a fruity or floral smell at low concentrations and occurs naturally in raspberries, pears and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms of central nervous system depression such as nausea, dizziness and headache. The chemical compound Isobutyl acetate (CAS NO.110-19-0)) is a common solvent. It is produced from the esterification of isobutanol with acetic acid, can be used as a solvent for lacquer and nitrocellulose.

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