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105-46-4

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105-46-4 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 105-46-4 differently. You can refer to the following data:
1. Sec-Butyl acetate is a colorless liquid with a pleasant odor. The vapor mixes well with air, and become explosive mixtures. It reacts with strong oxidants, strong bases, strong acids, and nitrates, causing fi re and explosion hazard.
2. Butyl acetates are colorless or yellowish liquids with pleasant, fruity odors. There are 4 isomers.

Physical properties

Clear, colorless liquid with a pleasant odor. Odor threshold concentration in air is 2.4 ppbv (Nagata and Takeuchi, 1990).

Uses

Different sources of media describe the Uses of 105-46-4 differently. You can refer to the following data:
1. Solvent for nitrocellulose lacquers, thinners, nail enamels, leather finishes.
2. In solvents, especially lacquer solvents; textile sizes and paper coatings
3. sec-Butyl acetate is used in organic synthesis, catalytic agent, petrochemical additive.

Production Methods

sec-Butyl acetate is prepared from sec-butanol and acetic anhydride. It is also prepared from 2-butene under pressure and heated to 115–120C with an excess of glacial acetic acid containing 10% sulfuric acid.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 2287, 1955 DOI: 10.1021/ja01613a077

General Description

Watery colorless liquid with a pleasant, fruity odor. Floats on water. Produces irritating vapor.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

DL-sec-Butyl acetate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Dissolves rubber and plastics [USCG, 1999].

Hazard

Flammable, dangerous fire risk. Eye and upper respiratory tract irritant.

Health Hazard

Different sources of media describe the Health Hazard of 105-46-4 differently. You can refer to the following data:
1. Headaches, dizziness, nausea, irritation of respiratory passage and eyes.
2. During prolonged occupational exposure, sec-butyl acetate causes health effects. The symptoms of toxicity include irritation to the skin and eyes. Exposures to high concentra tions of sec-butyl acetate irritate the nose and throat causing coughing and respiratory

Chemical Reactivity

Reactivity with Water: No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

An irritant and allergen. See also ESTERS. Flammable liquid. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid and irritating fumes.

Potential Exposure

n-Butyl acetate is an important solvent in the production of lacquers, leather and airplane dopes, and perfumes. It is used as a solvent and gasoline additive. sec-Butyl acetate is used as a widely used solvent for nitrocellulose, nail enamels and many different purposes. tert-Butyl acetate is common industrial solvent used in the making of lacquers, artificial leather, airplane dope, perfume; and as a food additive. Isobutyl acetate is used as a solvent and in perfumes and artificial flavoring materials

Carcinogenicity

sec-Butyl acetate is not listed as a carcinogen by ACGIH, California Prop 65, IARC, NTP, or OSHA.

Environmental fate

Photolytic. The rate constant for the reaction of sec-butyl acetate and OH radicals in the atmosphere at 300 K is 3.4 x 10-12 cm3/molecule?sec (Hendry and Kenley, 1979). Chemical/Physical. Slowly hydrolyzes in water forming sec-butyl alcohol and acetic acid.

Shipping

UN1123 Butyl acetates, Hazard Class: 3; Labels: 3—Flammable liquid.

Incompatibilities

All butyl acetates are incompatible with nitrates, strong oxidizers; strong alkalies; strong acids. Butyl acetates may form explosive mixture with air; reacts with water, on standing, to form acetic acid and n-butyl alcohol. Violent reaction with strong oxidizers and potassium-tert-butoxide. Dissolves rubber, many plastics, resins and some coatings. May accumulate static electrical charges, and may cause ignition of its vapors

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Precautions

During handling of sec-butyl acetate, occupational workers should avoid use of open flames, sparks, remove all ignition sources, and smoking. The vapor of sec-butyl acetate mixes well with air, and easily forms explosive mixtures. Workers should avoid using compressed air for fi lling, discharging, or handling.

Check Digit Verification of cas no

The CAS Registry Mumber 105-46-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 105-46:
(5*1)+(4*0)+(3*5)+(2*4)+(1*6)=34
34 % 10 = 4
So 105-46-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3/t5-/m0/s1

105-46-4 Well-known Company Product Price

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  • Alfa Aesar

  • (L13892)  sec-Butyl acetate, 98%   

  • 105-46-4

  • 25g

  • 179.0CNY

  • Detail
  • Alfa Aesar

  • (L13892)  sec-Butyl acetate, 98%   

  • 105-46-4

  • 100g

  • 526.0CNY

  • Detail

105-46-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name DL-sec-Butyl acetate

1.2 Other means of identification

Product number -
Other names butan-2-yl acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105-46-4 SDS

105-46-4Synthetic route

acetic anhydride
108-24-7

acetic anhydride

sec-Butyl acetate
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%
1-butylene
106-98-9

1-butylene

acetic acid
64-19-7

acetic acid

sec-Butyl acetate
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;
acetic acid
64-19-7

acetic acid

sec-Butyl acetate
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%
1-phenylethyl acetate
93-92-5, 50373-55-2

1-phenylethyl acetate

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C

(S)-1-phenylethyl acetate
16197-93-6

(S)-1-phenylethyl acetate

D

(R)-1-phenethyl acetate
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
butene-2
107-01-7

butene-2

acetic acid
64-19-7

acetic acid

sec-Butyl acetate
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;
3-methyl-pentan-2-one
565-61-7, 55156-16-6

3-methyl-pentan-2-one

sec-Butyl acetate
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;
s-butyl chloride
78-86-4, 53178-20-4

s-butyl chloride

1-ethyl-3-methylimidazolium acetate
143314-17-4

1-ethyl-3-methylimidazolium acetate

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

1-ethyl-3-methyl-1H-imidazol-3-ium chloride
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
s-butyl bromide
78-76-2, 5787-31-5

s-butyl bromide

1-ethyl-3-methylimidazolium acetate
143314-17-4

1-ethyl-3-methylimidazolium acetate

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

3-ethyl-1-methyl-1H-imidazol-3-ium bromide
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
LACTIC ACID
849585-22-4

LACTIC ACID

A

acetaldehyde di-isobutyl acetal
5314-41-0

acetaldehyde di-isobutyl acetal

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

C

sec-butyl pyruvate
147506-78-3

sec-butyl pyruvate

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

2-butyl methyl ether

acetyl fluoride
557-99-3

acetyl fluoride

A

(Z)-2-Butene
590-18-1

(Z)-2-Butene

B

trans-2-Butene
624-64-6

trans-2-Butene

C

sec-Butyl acetate
105-46-4

sec-Butyl acetate

D

2-fluorobutane
359-01-3

2-fluorobutane

Conditions
ConditionsYield
With N-iodo-succinimide In chloroform at 0 - 20℃; for 9h;
2-butyl methyl ether
6795-87-5

2-butyl methyl ether

acetyl fluoride
557-99-3

acetyl fluoride

A

1-butylene
106-98-9

1-butylene

B

(Z)-2-Butene
590-18-1

(Z)-2-Butene

C

trans-2-Butene
624-64-6

trans-2-Butene

D

sec-Butyl acetate
105-46-4

sec-Butyl acetate

E

2-fluorobutane
359-01-3

2-fluorobutane

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform at 0 - 20℃; for 10h; Solvent; Reagent/catalyst; Temperature;
butan-2-yl ethyl ester
2679-87-0

butan-2-yl ethyl ester

acetyl fluoride
557-99-3

acetyl fluoride

A

1-butylene
106-98-9

1-butylene

B

(Z)-2-Butene
590-18-1

(Z)-2-Butene

C

trans-2-Butene
624-64-6

trans-2-Butene

D

sec-Butyl acetate
105-46-4

sec-Butyl acetate

E

2-fluorobutane
359-01-3

2-fluorobutane

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 0 - 20℃; for 9h;
2-butyl methyl ether
6795-87-5

2-butyl methyl ether

acetyl fluoride
557-99-3

acetyl fluoride

A

trans-2-Butene
624-64-6

trans-2-Butene

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

C

2-fluorobutane
359-01-3

2-fluorobutane

Conditions
ConditionsYield
With aluminum (III) chloride at 0 - 20℃; for 7h; Inert atmosphere;
acetyl chloride
75-36-5

acetyl chloride

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 0.0833333h;95%
With zinc(II) oxide at 20℃; for 0.5h;91%
With zinc(II) oxide at 20℃; for 0.5h;80%
acetic acid methyl ester
79-20-9

acetic acid methyl ester

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With N,N'-biscyclohexyl-imidazol-2-ylidene; 4 A molecular sieve In tetrahydrofuran at 20℃; for 1h;92 % Chromat.
sodium acetate
127-09-3

sodium acetate

s-butyl bromide
78-76-2, 5787-31-5

s-butyl bromide

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With polyethylene glycol 400 at 65 - 70℃; for 5h;68%
zinc diacetate
557-34-6

zinc diacetate

s-butyl bromide
78-76-2, 5787-31-5

s-butyl bromide

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
In benzene at 80℃; for 40h;36%
1-butylene
106-98-9

1-butylene

butene-2
107-01-7

butene-2

acetic acid
64-19-7

acetic acid

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
With sulfuric acid at 100℃; under 5148.6 - 25742.8 Torr; und Destillation im Butylenstrom unter Atmosphaerendruck bei ca. 85grad;
3-methyl-pentan-2-one
565-61-7, 55156-16-6

3-methyl-pentan-2-one

A

methyl 2-methylbutanoate
868-57-5

methyl 2-methylbutanoate

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With dihydrogen peroxide; toluene-4-sulfonic acid In methanol; water at 80℃; for 6h; Reagent/catalyst; Solvent; Baeyer-Villiger Ketone Oxidation;
ethyl acetate
141-78-6

ethyl acetate

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
K2CO3 + 5percent Carbowax 6000 at 170℃;2 % Chromat.
Isopropenyl acetate
108-22-5

Isopropenyl acetate

methylazodiphenylmethanol
75917-32-7

methylazodiphenylmethanol

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
In benzene at 35 - 50℃; for 16h;13%
deuteroacetic acid
758-12-3

deuteroacetic acid

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

C

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

D

isobutene
115-11-7

isobutene

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

tetradeuterioacetic acid

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

C

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

D

isobutene
115-11-7

isobutene

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

acetic acid

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

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

2,4,4-trimethyl-1-pentene

B

acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

C

sec-Butyl acetate
105-46-4

sec-Butyl acetate

D

isobutene
115-11-7

isobutene

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

acetic acid

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

B

sec-Butyl acetate
105-46-4

sec-Butyl acetate

C

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

D

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
at 150℃; Yield given. Further byproducts given. Yields of byproduct given;
dibutyl ether
142-96-1

dibutyl ether

acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

acetic acid butyl ester
123-86-4

acetic acid butyl ester

Conditions
ConditionsYield
With proton-exchanged montmorillonite at 100℃; for 12h;A 11%
B 16%
ethylene glycol diacetate
111-55-7

ethylene glycol diacetate

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With hydrogenchloride at 150℃;
tert-butylethylene
558-37-2

tert-butylethylene

acide acetylsulfoacetique
83810-21-3

acide acetylsulfoacetique

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

(3E)-5,5-dimethylhex-3-en-2-one
20859-11-4

(3E)-5,5-dimethylhex-3-en-2-one

Conditions
ConditionsYield
In acetic anhydride at 0 - 20℃; for 24h; Yield given. Yields of byproduct given;

A

sec-Butyl acetate
105-46-4

sec-Butyl acetate

B

butanone
78-93-3

butanone

C

benzene
71-43-2

benzene

Conditions
ConditionsYield
With triphenylbismuth(V) diacetate at 100℃; for 47h; Yield given. Yields of byproduct given;
methylcyclopropane
594-11-6

methylcyclopropane

acetic acid
64-19-7

acetic acid

A

1-butylene
106-98-9

1-butylene

B

butene-2
107-01-7

butene-2

C

sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
toluene-4-sulfonic acid at 130.8℃; Kinetics; Thermodynamic data; Product distribution; ΔH(excit.), ΔS(excit.);A 22 % Spectr.
B 11 % Spectr.
C 67 % Spectr.
sec-Butyl acetate
105-46-4

sec-Butyl acetate

Conditions
ConditionsYield
With water; sulfocation-exchanger at 100℃; for 2h; educt was recycled, industrial production;100%
With Pseudomonas cepacia lipase; hexane In isopropyl alcohol at 27℃; pH=7; Reagent/catalyst;
With hydrogen at 250℃; under 22502.3 Torr;
With hydrogen In pentane at 230℃; under 45004.5 Torr; for 10h; Pressure;
With hydrogen; copper(II) oxide under 45004.5 Torr; for 8h; Pressure;
sec-Butyl acetate
105-46-4

sec-Butyl acetate

butan-1-ol
71-36-3

butan-1-ol

A

acetic acid butyl ester
123-86-4

acetic acid butyl ester

B

iso-butanol
78-92-2, 15892-23-6

iso-butanol

Conditions
ConditionsYield
With water; sodium butanolate at 30℃; for 0.0833333h; carried out in a reaction-distillation unit, industrial preparation;A n/a
B 100%
sec-Butyl acetate
105-46-4

sec-Butyl acetate

butan-2-yl ethyl ester
2679-87-0

butan-2-yl ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; trichlorosilane at 70℃; Irradiation;99%
sec-Butyl acetate
105-46-4

sec-Butyl acetate

A

(2R)-butan-2-ol
14898-79-4

(2R)-butan-2-ol

B

(S)‐sec‐butyl acetate
66610-38-6

(S)‐sec‐butyl acetate

Conditions
ConditionsYield
With recombinant deep‐sea microbial esterase PHE21 In aq. phosphate buffer at 35℃; for 3h; pH=8.0; Catalytic behavior; Concentration; Time; Resolution of racemate; Green chemistry; Enzymatic reaction; enantioselective reaction;A n/a
B 83%
sec-Butyl acetate
105-46-4

sec-Butyl acetate

A

1-butylene
106-98-9

1-butylene

B

(Z)-2-Butene
590-18-1

(Z)-2-Butene

C

trans-2-Butene
624-64-6

trans-2-Butene

Conditions
ConditionsYield
Thermodynamic data; Irradiation; Arrhenius parameters;A 53%
B 19%
C 28%
at 450℃; beim Leiten ueber Glas oder Quarz;
With hydrogen pretreated silica Product distribution; different silicas; different temperatures; pyrolysis of 1,1,1-trideuterio-2-butyl acetate or erythro-2-butyl-3-d1 acetate; kinetic isotope effects;
γ-Al2O3 In neat (no solvent) at 190℃; Product distribution; further catalysts; further temperatures;
sec-Butyl acetate
105-46-4

sec-Butyl acetate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

A

2-tosyloxybutane
715-11-7

2-tosyloxybutane

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 40℃; for 72h; Product distribution; investigate effect of molar ratio;A 46%
B n/a
In 1,2-dichloro-ethane at 40℃; for 72h;A 46%
B n/a
sec-Butyl acetate
105-46-4

sec-Butyl acetate

s-butyl bromide
78-76-2, 5787-31-5

s-butyl bromide

Conditions
ConditionsYield
With hydrogen bromide; phosphorus tribromide at 100℃;25%
sec-Butyl acetate
105-46-4

sec-Butyl acetate

1-butylene
106-98-9

1-butylene

Conditions
ConditionsYield
With nitrogen at 460 - 473℃; ueber Glaswolle;
sec-Butyl acetate
105-46-4

sec-Butyl acetate

A

chloro-1 acetoxy-2 butane
13422-61-2

chloro-1 acetoxy-2 butane

B

acetic acid-(2-chloro-1-methyl-propyl ester)
760-86-1

acetic acid-(2-chloro-1-methyl-propyl ester)

Conditions
ConditionsYield
With chlorine in der Dampfphase unter Belichtung <λ: 350-400 nm>;
sec-Butyl acetate
105-46-4

sec-Butyl acetate

1-chloro-butan-2-ol
1873-25-2

1-chloro-butan-2-ol

Conditions
ConditionsYield
With chlorine bei der Verseifung der entstandenen Ester mit Schwefelsaeure bzw. verd. NaOH;
sec-Butyl acetate
105-46-4

sec-Butyl acetate

bis(acetylchloroboryl)oxide
28078-59-3

bis(acetylchloroboryl)oxide

Conditions
ConditionsYield
With boron trichloride
sec-Butyl acetate
105-46-4

sec-Butyl acetate

A

1-butylene
106-98-9

1-butylene

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
at 500℃; beim Leiten durch ein Quarzrohr;

105-46-4Relevant articles and documents

A green protocol for chemoselective O-acylation in the presence of zinc oxide as a heterogeneous, reusable and eco-friendly catalyst

Tamaddon, Fatemeh,Amrollahi, Mohammad Ali,Sharafat, Leily

, p. 7841 - 7844 (2005)

The solvent-free acylation of alcohols and phenols with acyl chlorides using ZnO as a catalyst is described. The remarkable selectivity under mild and neutral conditions, and recyclability of the catalyst, are advantages.

Kinetics and meachanism of hydroxy group acetylations catalyzed by N-methylimidazole

Pandit,Connors

, p. 485 - 491 (1982)

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Enantiomeric two-fold interpenetrated 3D zinc(ii) coordination networks as a catalytic platform: significant difference between water within the cage and trace water in transesterification

Choi, Eunkyung,Ryu, Minjoo,Lee, Haeri,Jung, Ok-Sang

, p. 4595 - 4601 (2017)

Self-assembly of Zn(ClO4)2 with 1,1,2,2-tetramethyl-1,2-di(pyridin-3-yl)disilane (L) as a bidentate N-donor gives rise to 3D coordination networks, [Zn(μ-OH)(L)]3(ClO4)3·5H2O (1·5H2O), of unique, 103-a srs net topology. An important feature is that two enantiomeric 3D frameworks, 41- and 43-[Zn(μ-OH)(L)]3(ClO4)3·5H2O, are interpenetrated to form a racemic two-fold 3D network with cages occupied by two water molecules. Another structural characteristic is a C3-symmetric planar Zn3(μ-OH)3 6-membered ring with tetrahedral Zn(ii) ions. The steric hindrance of substrates and trace water effects on transesterification catalysis using the network have been scrutinized. The coordination network acts as a remarkable heterogeneous transesterification catalytic system that shows both the significant steric effects of substrate alcohols and momentous water effects. The substrate activity is in the order ethanol > n-propanol > n-butanol > iso-propanol > 2-butanol > tert-butanol. For the reaction system, solvate water molecules within the cages of the interpenetrated 3D frameworks do not decrease the transesterification activity, whereas the trace water molecules in the substrate alcohols act as obvious obstacles to the reaction.

Baeyer-Villiger oxidation of ketones with hydrogen peroxide catalyzed by Sn-palygorskite

Lei, Ziqiang,Zhang, Qinghua,Luo, Jujie,He, Xiaoyan

, p. 3505 - 3508 (2005)

Palygorskite-supported Sn complexes were prepared by a simple procedure. Cyclic ketones and acyclic ketones were oxidized by hydrogen peroxide in a reaction catalyzed by palygorskite-supported Sn complexes, affording corresponding lactones or esters with selectivity for the product of 90-100%. The catalysts can be recycled for several times without significant decline in catalytic activity.

A method for the acetylation of alcohols catalyzed by heteropolyoxometallates

Alizadeh, Mohammad H.,Kermani, Toktam,Tayebee, Reza

, p. 165 - 170 (2007)

Esterifications of acetic acid with some linear, secondary, tertiary, and benzylic alcohols mediated by catalytic amounts of Keggin, Wells-Dawson, and Preyssler type heteropolyacids were carried out under reflux at mild reaction conditions with good to excellent yields. Among the examined catalysts, H 3PW12O40 and H14NaP 5W30O110 revealed better results than other heteropolyacids. This work was performed with the aim of simplifying the esterification process by omitting any solvents and mineral acid catalysts. Easy work-up, low cost, and acidic waste reduction, which are all important features from the environmental and economical points of view, are distinct aspects of this protocol. Heteropolyacid catalysts could be separated after a simple work-up and reused for several times.

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Isoshima

, (1959)

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Acid-catalyzed oxidation of levulinate derivatives to succinates under mild conditions

Wang, Yuran,Vogelgsang, Ferdinand,Román-Leshkov, Yuriy

, p. 916 - 920 (2015)

Levulinate derivatives are an attractive platform for the production of renewable chemicals. Here we report on the oxidation of methyl levulinate into dimethyl succinate with peroxides under mild conditions using Br?nsted and Lewis acid catalysts. Selectivities to succinate and acetate derivatives of approximately 60 and 40 %, respectively, were obtained with strong Br?nsted acids in methanol. Although the molecular structure (i.e., carbon-chain length and branching around the C=O group) and the oxidant type affect the product distribution, solvent choice has the strongest impact on changing the location of oxygen insertion into the carbon backbone. Specifically, switching the solvent from methanol to heptane resulted in a decrease in the succinate/acetate ratio from 1.6 to 0.3. In contrast to Br?nsted acids, we demonstrate that the nature of the metal cation is responsible for changing the reaction selectivity of water-tolerant Lewis acidic triflate salts.

Synthesis, characterization, and crystal structure of several novel acidic ionic liquids based on the corresponding 1-alkylbenzimidazole with tetrafluoroboric acid

Chen, Shuan-Hu,Yang, Fen-Rong,Wang, Ming-Tian,Wang, Na-Ni

, p. 1391 - 1396 (2010)

A series of acidic task-specific ionic liquids 1-R2-2-R 1benzimidazolium tetrafluoroborate (R1 = Me, R2 = Me, Et, Pr-n, Bu-n, Pen-n) were prepared by simple acid-base neutralization of the corresponding 1-alkylbenzimidazole and tetrafluoroboric acid. The compounds were characterized by FTIR spectra, elemental analysis, 1HNMR spectra and thermogravimetric analysis. These new ionic liquids are nonvolatile, and have potential use as alternatives to conventional organic solvents due to their solubility and thermal stability. These novel tetrafluoroborate salts show good catalytic activity to esterification of carboxylic acids with alcohols under mild reaction conditions, which could maintain good catalytic performance after recycling at least six times. Furthermore, a crystal of one compound, [H-bmBim]BF4, was prepared, with the crystal structure determined by X-ray diffraction analysis. The molecular structure is formed by weak π-π interactions and intermolecular hydrogen bonds between the benzimidazole rings, yielding a three-dimensional net-like supramolecule.

Carboxylic acids to butyl esters over dealuminated-realuminated beta zeolites for removing organic acids from bio-oils

Li, Jianhua,Liu, Haiyan,An, Tingting,Yue, Yuanyuan,Bao, Xiaojun

, p. 33714 - 33725 (2017)

This article describes a novel method to dealuminate and realuminate H-beta zeolites as catalysts for removing organic acids from bio-oils via their esterification reactions with alcohols. Modified H-beta zeolites were prepared by leaching with solutions of oxalic acid, dl-malic acid, and dl-tartaric acid that have different numbers of hydroxyl groups. The results showed that, while all three organic acids can dealuminate the parent H-beta zeolite, with Al(vi)a atoms and Al(iv)c ones being preferentially removed, they show quite different realumination abilities, with tartaric acid with two hydroxyl groups having the highest realumination ability. The concomitance of dealumination and realumination and their dependence on the hydroxyl group numbers of the organic acids provide the possibility of finely tuning the Al and acidity distributions of the resulting zeolites. Among the three acid treated H-beta zeolites, the one obtained from malic acid leaching exhibited the best performance in catalyzing the esterification reaction between acetic acid and sec-butyl alcohol, attributed to its suitable quantity and density of medium and strong Br?nsted acid sites and enhanced aluminum gradient. The catalytic results obtained in a fixed-bed microreactor revealed that the malic acid leached H-beta exhibited dramatically enhanced catalytic performance compared to the commercial ion-exchange resin Amberlyst 15, demonstrating great potential for industrial application.

Effective management of polyethers through depolymerization to symmetric and unsymmetric glycol diesters using a proton-exchanged montmorillonite catalyst

Maeno, Zen,Yamada, Shota,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro

, p. 2612 - 2619 (2017)

From the standpoint of green sustainable chemistry, it is very important to build a resource recycling system. Herein, an efficient and practical method for catalytic depolymerization of polyethers to glycol diesters was developed using proton-exchanged montmorillonite (H-mont). H-mont uniquely exhibited high catalytic activity for the depolymerization of polyethers with benzoic anhydride to symmetric glycol dibenzoates under mild reaction conditions. Various symmetric and unsymmetric glycol diesters were obtained from the reaction of diverse polyethers with carboxylic acid derivatives. The high catalytic efficiency for this depolymerization of H-mont is interpreted by its character, in which the montmorillonite layers act as an effective two-dimensional macroligand to form the intercalated complex with polyethers. Furthermore, a new protocol for the utilization of waste polyethers in water was developed based on the catalytic and adsorption abilities of H-mont.

Heteropoly acid supported modified Montmorillonite clay: An effective catalyst for the esterification of acetic acid with sec-butanol

Bhorodwaj, Siddhartha Kumar,Dutta, Dipak Kumar

, p. 221 - 226 (2010)

Esterifications of acetic acid with sec-butanol catalysed by supported dodecatungstophosphoric acid, H3PW12O40 (DTP) on acid modified Montmorillonite clay (AT-Mont) matrix have been carried out. A series of catalysts having 5%, 10%, 20% and 30% loading of DTP on different AT-Mont (15 min to 4 h) were synthesized and evaluated as catalysts; 20% DTP loaded on acid activated (15 min) clay showed the highest catalytic activity with about 80% conversion, having nearly 100% selectivity towards sec-butyl acetate. The high catalytic activity may be due to a high dispersion of the DTP on AT-Mont, providing more surface area (120 m2/g) and active sites than pure HPA. The variation of different reaction parameters, such as reaction temperature, reaction time, mole ratio of acid and alcohol and catalyst amount, on the conversion of acetic acid were studied. The samples were characterized by surface area, cation exchange capacity (CEC) measurements, TGA-DTA and FTIR spectroscopy.

High pressure mechanistic diagnosis in Baeyer-Villiger oxidation of aliphatic ketones

Jenner, Gérard

, p. 8969 - 8971 (2001)

The pressure effect is examined in Baeyer-Villiger oxidation of aliphatic ketones. This effect is small, reflected in slightly negative activation volumes (-2 to -8 cm3 mol-1). These values allow the picturing of the volume profile. They refer to a late transition step and give support for a rate-determining migration step experiencing full concertedness.

Molybdenum-modified mesoporous SiO2as an efficient Lewis acid catalyst for the acetylation of alcohols

Hlatshwayo, Xolani S.,Ndolomingo, Matumuene Joe,Bingwa, Ndzondelelo,Meijboom, Reinout

, p. 16468 - 16477 (2021/05/19)

A suitable, expeditious and well-organized approach for the acetylation of alcohols with acetic anhydride in the presence of 5%MoO3-SiO2 as an optimum environmentally benign heterogeneous catalyst was developed. The high surface area obtained for 5%MoO3-SiO2, 101 m2 g-1 compared to other catalysts, 22, 23, and 44 m2 g-1 for 5%WO3-ZrO2, 5%WO3-SiO2, and 5%MoO3-ZrO2, respectively, appears to be the driving force for better catalytic activity. Amongst the two dopants used, molybdenum oxide is the better dopant compared to its tungsten oxide counterpart. High yields of up to 86% were obtained with MoO3 doping while WO3 containing catalysts did not show any activity. Other reaction parameters such as reactor stirring speed, and solvent variation were studied and revealed that the optimum stirring speed is 400 rpm and cyclohexane is the best solvent. Thus, the utilization of affordable and nontoxic materials, short reaction times, reusability, and producibility of excellent yields of the desired products are the advantages of this procedure.

METHOD FOR PRODUCING FLUORINATED HYDROCARBON

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Paragraph 0062; 0072, (2018/03/09)

PROBLEM TO BE SOLVED: To provide a method for industrially advantageously producing a fluorinated hydrocarbon. SOLUTION: The method for producing a fluorinated hydrocarbon represented by formula (3) comprises bringing a secondary or tertiary ether compound represented by formula (1) into contact with an acid fluoride represented by formula (2) in the presence of a compound having an N-X bond (X is a halogen atom selected from a chlorine atom, a bromine atom, and an iodine atom) in a halogenated hydrocarbon-based solvent. (R1 and R2 are each independently a C1-C3 alkyl group; R3 is H, a methyl group, or an ethyl group; R4 and R5 are each a methyl group or an ethyl group; and R1 and R2 may be bonded together to form a ring structure.) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

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