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105-46-4

Basic Information
CAS No.: 105-46-4
Name: DL-sec-Butyl acetate
Article Data: 106
Molecular Structure:
Molecular Structure of 105-46-4 (DL-sec-Butyl acetate)
Formula: C6H12O2
Molecular Weight: 116.16
Synonyms: 2-Butanol acetate;1-Methylpropyl acetate;DL-sec-Butyl acetate;2-Butyl acetate;Acetate de butyle secondaire;Acetate de butyle secondaire [French];Acetic acid secondary butyl ester;Acetic acid, sec-butyl ester;
EINECS: 203-300-1
Density: 0.883 g/cm3
Melting Point: -99 °C(lit.)
Boiling Point: 112.6 °C at 760 mmHg
Flash Point: 16.1 °C
Solubility: 3 g/100 mL (20 ºC)
Appearance: clear colorless to slightly yellowish liquid
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36/37/38-66
Safety: 16-26-36/37/39-33-29-25-23-2
Transport Information: UN 1123 3/PG 2
PSA: 26.30000
LogP: 1.34800
Synthetic route
108-24-7

acetic anhydride

105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With Cp2Ti(OSO2C8F17)2 at 20℃; for 0.0833333h; Neat (no solvent);99%
With silica-sulfuric acid nanoparticles In neat (no solvent) at 20℃; for 0.116667h;94%
With triethylamine In hexane at 22℃; for 24h;92%
106-98-9

1-butylene

64-19-7

acetic acid

105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
cation-exchanger at 90℃; for 1.5h; drying by azeotropic distillation, industrial production;100%
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
With C18H16O3PS(1+)*HO4S(1-) at 90℃; for 4h;
With Fe/Pd metal modified with hydrogen and nitrogen type cation exchange resin at 100℃; under 22502.3 Torr; for 500h; Reagent/catalyst;
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
64-19-7

acetic acid

105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;95.6%
With yttrium iron garnet In neat (no solvent) at 80℃; for 0.25h; Green chemistry;94%
With cobalt(II) chloride at 60℃; for 18h;89%
93-92-5, 50373-55-2

1-phenylethyl acetate

A

105-46-4

sec-Butyl acetate

B

1517-69-7

(R)-1-phenylethanol

C

16197-93-6

(S)-1-phenylethyl acetate

D

16197-92-5

(R)-1-phenethyl acetate

Conditions
ConditionsYield
With Candida antarctica lipase immobilized on acrylic resine In di-isopropyl ether at 40℃; for 24h; Solvent; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
C n/a
D n/a
107-01-7

butene-2

64-19-7

acetic acid

105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
cation-exchanger at 90℃; for 1.5h; drying by azeotropic distillation, industrial production;100%
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
With boron trifluoride diethyl etherate at 97℃;
With zinc(II) chloride at 100℃;
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
565-61-7, 55156-16-6

3-methyl-pentan-2-one

105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 49.7℃; under 750.06 Torr; Kinetics; Thermodynamic data; Further Variations:; Pressures; Temperatures; Baeyer-Villiger oxidation;58%
With hexagonal mesoporous silica supported peroxycarboxylic acid In hexane at 20℃; for 4h; Oxidation; Bayer-Villiger reaction;68 % Chromat.
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;
With glucose dehydrogenase; D-glucose; potassium chloride; NADPH In aq. buffer at 30℃; pH=8.5; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction; regioselective reaction;
78-86-4, 53178-20-4

s-butyl chloride

143314-17-4

1-ethyl-3-methylimidazolium acetate

A

105-46-4

sec-Butyl acetate

B

65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

Conditions
ConditionsYield
at 80℃; for 16h; Inert atmosphere;A 82%
B n/a
78-76-2, 5787-31-5

s-butyl bromide

143314-17-4

1-ethyl-3-methylimidazolium acetate

A

105-46-4

sec-Butyl acetate

B

65039-08-9

3-ethyl-1-methyl-1H-imidazol-3-ium bromide

Conditions
ConditionsYield
at 20℃; for 16h; Inert atmosphere;A 83%
B n/a
849585-22-4

LACTIC ACID

A

5314-41-0

acetaldehyde di-isobutyl acetal

B

105-46-4

sec-Butyl acetate

C

147506-78-3

sec-butyl pyruvate

Conditions
ConditionsYield
With H6[PV3Mo9O40] at 120℃; under 7500.75 Torr; for 2h;
6795-87-5

2-butyl methyl ether

557-99-3

acetyl fluoride

A

590-18-1

(Z)-2-Butene

B

624-64-6

trans-2-Butene

C

105-46-4

sec-Butyl acetate

D

359-01-3

2-fluorobutane

Conditions
ConditionsYield
With N-iodo-succinimide In chloroform at 0 - 20℃; for 9h;
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 200 ppm
ACGIH TLV: TWA 200 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

The DL-sec-Butylacetate is an organic compound with the formula C6H12O2. The IUPAC name of this chemical is butan-2-yl acetate. With the CAS registry number 105-46-4, it is also named as acetic acid, 1-methylpropyl ester. The product's categories are Acetics Acid and Esters; C6 to C7; Carbonyl Compounds; Esters. Besides, it is clear colorless to slightly yellowish liquid, which should be stored in a cool and well-ventilated place. DL-sec-Butylacetate is a solvent commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose. It is a clear flammable liquid with a sweet smell.

Physical properties about DL-sec-Butylacetate are: (1)ACD/LogP: 1.59; (2)ACD/LogD (pH 5.5): 1.59; (3)ACD/LogD (pH 7.4): 1.59; (4)ACD/BCF (pH 5.5): 9.47; (5)ACD/BCF (pH 7.4): 9.47; (6)ACD/KOC (pH 5.5): 173.93; (7)ACD/KOC (pH 7.4): 173.93; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.395; (12)Molar Refractivity: 31.57 cm3; (13)Molar Volume: 131.4 cm3; (14)Polarizability: 12.51×10-24cm3; (15)Surface Tension: 24.6 dyne/cm; (16)Density: 0.883 g/cm3; (17)Flash Point: 16.1 °C; (18)Enthalpy of Vaporization: 35.11 kJ/mol; (19)Boiling Point: 112.6 °C at 760 mmHg; (20)Vapour Pressure: 21.6 mmHg at 25°C.

Preparation: this chemical can be prepared by but-2-ene and acetic acid. This reaction will need reagent ZnCl2. The reaction temperature is 100 °C. The yield is about 78%.

Uses of DL-sec-Butylacetate: it can be used to produce 2-ethoxy-butane at temperature of 70 °C. It will need reagent trichlorosilane, hydrogen chloride. The yield is about 99%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and repeated exposure may cause skin dryness or cracking. Please keep away from sources of ignition - No smoking and take precautionary measures against static discharges. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection, avoid contact with eyes and do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC(C)CC)C
(2)InChI: InChI=1/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3
(3)InChIKey: DCKVNWZUADLDEH-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3
(5)Std. InChIKey: DCKVNWZUADLDEH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LCLo inhalation 24000ppm/4H (24000ppm)   National Technical Information Service. Vol. OTS0556683,
rat LD50 oral 3200mg/kg (3200mg/kg)   National Technical Information Service. Vol. OTS0556683,