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123-92-2

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Basic Information
CAS No.: 123-92-2
Name: Isopentyl acetate
Article Data: 124
Molecular Structure:
Molecular Structure of 123-92-2 (Isopentyl acetate)
Formula: C7H14O2
Molecular Weight: 130.187
Synonyms: 1-Butanol,3-methyl-, acetate (9CI);Acetic acid, isoamyl ester (3CI);Isopentyl alcohol,acetate (6CI,8CI);3-Methyl-1-butanol acetate;3-Methylbutyl ethanoate;Acetic acid 3-methyl-1-butylester;Acetic acid 3-methylbutyl ester;Acetic acid isopentyl ester;Bananaoil;Isoamyl alcohol acetate;Isoamyl ethanoate;Isopentyl acetate;Isopentyl ethanoate;NSC 9260;Pear oil;i-Amyl acetate;iso-Amyl acetate;iso-Pentyl acetate;
EINECS: 204-662-3
Density: 0.879 g/cm3
Melting Point: -78 °C
Boiling Point: 142.1 °C at 760 mmHg
Flash Point: 25 °C
Solubility: Slightly soluble in water: 0.20 g/100 mL
Appearance: colourless liquid with a smell of bananas
Hazard Symbols: IrritantXi
Risk Codes: 10-66-36/37/38
Safety: 23-25-2-36/37/39-26-16
Transport Information: UN 1104 3/PG 3
PSA: 26.30000
LogP: 1.59560
Synthetic route
123-51-3

i-Amyl alcohol

64-19-7

acetic acid

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
copper methanesulfonate In cyclohexane at 85 - 90℃; for 2.5h;99%
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;98.1%
With H+ Amberlyst 15 at 120℃; for 1h;97%
108-05-4

vinyl acetate

123-51-3

i-Amyl alcohol

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
With pseudomonas fuorescens lipase immobilized on multiwall carbon nano-tubes at 50℃; for 4h; Green chemistry;99%
With Rasta resin-(1,5,7-triazabicyclo[4.4.0]dec-5-ene)[RR-TBD] In tetrahydrofuran at 20 - 60℃;91%
With steapsin lipase In hexane at 55℃; for 24h; Enzymatic reaction;99 %Chromat.
With candida rugosa lipase immobilized on nanostructured tin dioxide In decane at 50℃; for 72h; Kinetics; Temperature;
With H-ZSM-5 zeolite: In toluene at 20 - 90℃; for 3h; Catalytic behavior;
123-51-3

i-Amyl alcohol

108-24-7

acetic anhydride

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
cerium triflate In acetonitrile at 20℃; for 0.5h;98%
With iron zirconium phosphate In neat (no solvent) at 40℃; for 0.166667h; Green chemistry;95%
With Cu(2+)*Zr(4+)*2PO4(3-) = CuZr(PO4)2 at 60℃; for 0.333333h;95%
123-51-3

i-Amyl alcohol

631-61-8

ammonium acetate

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
With lipolase In carbon dioxide at 40℃; under 150012 Torr; Rate constant; Product distribution; other enzyme (Novozym); lipase catalysed esterification of isoamyl alcohol by ammonium acetate in supercritical CO2 and by acetic acid in hexane; effect of reagent concentrations, temperature and pressure on product yield;96%
With lipolase In carbon dioxide at 40℃; under 150012 Torr;96%
123-51-3

i-Amyl alcohol

141-78-6

ethyl acetate

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
for 3h; Heating;85%
With candida rugosa lipase immobilized on nanostructured tin dioxide In decane at 50℃; for 72h;
With recombinant acyltransferase from Mycobacterium smegmatis In aq. phosphate buffer at 25℃; for 0.5h; pH=8; Concentration; Green chemistry; Enzymatic reaction;
With Octanoic acid; dihydrogen peroxide at 60℃; for 24h; Time;
123-51-3

i-Amyl alcohol

75-36-5

acetyl chloride

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
With zinc(II) chloride at 30℃; for 0.916667h; Neat (no solvent);51%
With diethyl ether; magnesium
With sodium hydride 1.) 2 h, reflux, 2.) 1 h, reflux; Multistep reaction;
With coal fly ash supported phosphomolybdic acid at 120℃; Temperature; Microwave irradiation; Green chemistry;
60-35-5

acetamide

123-51-3

i-Amyl alcohol

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
With zinc(II) chloride
463-51-4

Ketene

123-51-3

i-Amyl alcohol

123-92-2

3-methyl-1-butyl acetate

Conditions
ConditionsYield
With sulfuric acid
With boron trifluoride
60-29-7

diethyl ether

79-20-9

acetic acid methyl ester

4548-78-1

(3-methylbutyl)magnesium bromide

123-92-2

3-methyl-1-butyl acetate

506-96-7

Acetyl bromide

628-04-6

1-ethoxy-3-methyl-butane

A

74-96-4

ethyl bromide

B

123-92-2

3-methyl-1-butyl acetate

C

141-78-6

ethyl acetate

D

107-82-4

i-pentyl bromide

Conditions
ConditionsYield
at 200 - 210℃;
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 100 ppm
ACGIH TLV: TWA 150 ppm
DFG MAK: 50 ppm

Analytical Methods

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

Specification

The Isoamyl acetate, with the CAS registry number 123-92-2,is also known as Albichthol; Albichtol; Albikhtol; Ammonium bithiolicum. It belongs to the product categories of Analytical Chemistry;Solvents for HPLC & Spectrophotometry. Its EINECS number is 204-662-3. This chemical's molecular formula is C7H14O2 and molecular weight is 130.18. What's more,Its systematic name is Isoamyl acetate. It is a Oily liquid which is highly flammable and insoluble in water.It is also used to test the effectiveness of respirators or gas masks because it has a strong smell which is generally not experienced as unpleasant and that can be detected at low concentrations, and has low toxicity.

Physical properties about Isoamyl acetate are:
(1)ACD/LogP:  2.158; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.16; (4)ACD/LogD (pH 7.4):  2.16; (5)ACD/BCF (pH 5.5):  25.70; (6)ACD/BCF (pH 7.4):  25.70; (7)ACD/KOC (pH 5.5):  355.50; (8)ACD/KOC (pH 7.4):  355.50; (9)#H bond acceptors:  2; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  4; (12)Index of Refraction:  1.404; (13)Molar Refractivity:  36.212 cm3; (14)Molar Volume:  147.942 cm3; (15)Surface Tension:  25.5960006713867 dyne/cm; (16)Density:  0.88 g/cm3; (17)Flash Point:  25 °C; (18)Enthalpy of Vaporization:  37.926 kJ/mol; (19)Boiling Point:  142.099 °C at 760 mmHg; (20)Vapour Pressure:  5.67799997329712 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(OCCC(C)C)C;
(2)Std. InChI:InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3;
(3)Std. InChIKey:MLFHJEHSLIIPHL-UHFFFAOYSA-N.

Production of Isoamyl acetate:
Isoamyl acetate (CAS NO.123-92-2) can be prepared in the laboratory by the acid catalyzed Fischer esterification reaction between isoamyl alcohol and glacial acetic acid as shown in the reaction equation below. Typically, concentrated sulfuric acid is used as the catalyst. The reactants are refluxed in order to promote the reaction, the acid is neutralized and extracted, and the product is dried, then distilled.


Safety Information of Isoamyl acetate:
The Isoamyl acetate is irritating to eyes, respiratory system and skin.Repeated exposure may cause skin dryness or cracking. So it should Keep out of the reach of children.And it is highly flammable, so it should be keep away from sources of ignition - No smoking .When you use it ,wear suitable protective clothing, gloves and eye/face protection,and do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) ,and avoid contact with eyes.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The toxicity data of Isoamyl acetate are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LCLo inhalation 35gm/m3 (35000mg/m3) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: FOOD INTAKE (ANIMAL)

KIDNEY, URETER, AND BLADDER: PROTEINURIS
Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933.
guinea pig LDLo subcutaneous 5gm/kg (5000mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: GENERAL ANESTHETIC
Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933.
rabbit LD50 oral 7422mg/kg (7422mg/kg)   Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   National Technical Information Service. Vol. OTS0573010,
rat LD50 oral 16600mg/kg (16600mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1241, 1981.