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Isoamyl alcohol[1]
Isoamyl alcohol.svg
Names
IUPAC name
3-methyl-1-butanol
Other names
Isopentyl alcohol, Isopentanol, Isobutylcarbinol
Identifiers
123-51-3 YesY
ChEBI CHEBI:15837 YesY
ChEMBL ChEMBL372396 YesY
ChemSpider 29000 YesY
DrugBank DB02296 YesY
Jmol-3D images Image
KEGG C07328 YesY
PubChem 31260
Properties
C5H12O
Molar mass 88.148 g/mol
Appearance Clear, colorless liquid
Odor disagreeable[2]
Density 0.8104 g/cm3 at 20 °C
Melting point −155[3] °C (−247 °F; 118 K)
Boiling point 131.1 °C (268.0 °F; 404.2 K)
slightly soluble, 28 g/L
Solubility very soluble in acetone, diethyl ether, ethanol
Vapor pressure 28 mmHg (20°C)[2]
Viscosity 3.692 mPa·s
Thermochemistry
2.382 J·g−1·K−1
-356.4 kJ·mol−1 (liquid)
-300.7 kJ·mol−1 (gas)
Hazards
Flash point 43 °C (109 °F; 316 K)
350 °C (662 °F; 623 K)
Explosive limits 1.2 – 9%
Lethal dose or concentration (LD, LC):
3438 mg/kg (rabbit, oral)
1300 mg/kg (rat, oral)[4]
US health exposure limits (NIOSH):
TWA 100 ppm (360 mg/m3)[2]
TWA 100 ppm (360 mg/m3) ST 125 ppm (450 mg/m3)[2]
500 ppm[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY verify (what isYesY/N?)
Infobox references

Isoamyl alcohol (also known as isopentyl alcohol) is a clear, colorless alcohol with the formula (CH3)2CHCH2CH2OH. It is one of several isomers of amyl alcohol. It is a main ingredient in the production of banana oil, an ester found in nature and also produced as a flavouring in industry. It's also the main ingredient of Kovac's reagent, used for the bacterial diagnostic indole test.

It is also used as an antifoaming agent in the Chloroform:Isomyl Alcohol reagent.[5]

Isoamyl alcohol is used in a Phenol–chloroform extraction mixed with the chloroform to further inhibit RNase activity and prevent solubility of RNAs with long tracts of poly-adenine.[6]

It is one of the components of the aroma of Tuber melanosporum, the black truffle. It has been identified as a chemical in the pheromone used by hornets to attract other members of the hive to attack.[citation needed]

References[edit]

  1. ^ Lide, David R., ed. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, FL: CRC Press. pp. 3–374, 5–42, 6–188, 8–102, 15–22. ISBN 0-8493-0487-3. 
  2. ^ a b c d e "NIOSH Pocket Guide to Chemical Hazards #0348". National Institute for Occupational Safety and Health (NIOSH). 
  3. ^ Straka, M.; van Genderen, A.; Růžička, K.; Růžička, V. Heat Capacities in the Solid and in the Liquid Phase of Isomeric Pentanols. J. Chem. Eng. Data 2007, 52, 794-802.
  4. ^ "Isoamyl alcohol". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH). 
  5. ^ Zumbo, P. "Phenol-chloroform Extraction" (PDF). WEILL CORNELL MEDICAL COLLEGE P. ZUMBO LABORATORY OF CHRISTOPHER E. MASON, PH.D. Retrieved 19 June 2014. 
  6. ^ Green, Michael; Sambrook, Joseph. "Purification of Nucleic Acids: Extraction with Phenol-Chloroform". Molecular Cloning: A Laboratory Manual. Cold Spring Harbor Laboratory Press. ISBN 1936113422. 

Original courtesy of Wikipedia: http://en.wikipedia.org/wiki/Isoamyl_alcohol — Please support Wikipedia.
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27 news items

 
Nature.com
Wed, 02 Sep 2015 02:22:04 -0700

The constructed plasmids were purified by HiSpeed Plasmid Midi kit (Qiagen), linearized by XbaI, treated with proteinase K, extracted with phenol/chloroform/isoamyl alcohol (25:24:1) and chloroform, precipitated with ethanol and washed with 70% ethanol ...

Nature.com

Nature.com
Thu, 06 Aug 2015 02:05:25 -0700

The aqueous phase was washed twice with 600 μL of phenol/chloroform/isoamyl alcohol (25:24:1), and the DNAs were precipitated by adding sodium acetate and isopropanol followed by centrifugation (12,000 × g; 15 min; 4 °C). The DNA pellet was washed ...
 
Nature.com
Fri, 21 Aug 2015 07:01:11 -0700

Pooled lysates were then extracted twice with phenol–chloroform–isoamyl alcohol (25:24:1, pH 8.0) and once with chloroform–isoamyl alcohol (24:1). The aqueous phases were concentrated to ca 200 μl with centrifugal concentrators (Amicon Ultra-15 with ...

separationsNOW.com

separationsNOW.com
Sun, 26 Apr 2015 23:56:15 -0700

Abstract: We evaluated the antimicrobial properties of the main Ginjo-flavour components of sake, volatile isoamyl acetate and isoamyl alcohol. Volatile isoamyl acetate and isoamyl alcohol both inhibited growth of the five yeast and 10 bacterial test ...

The Rockefeller University Newswire

The Rockefeller University Newswire
Thu, 12 Mar 2015 14:18:58 -0700

As the worms pick up the alluring fruity smell of isoamyl alcohol, the neurons in the network transition into a low activity state that allows them to approach the odor. But sometimes the neurons remain highly active, and the worm continues to wander ...

Nature.com

Nature.com
Thu, 09 Apr 2015 21:52:30 -0700

To study the circuit further, the authors characterized calcium transients in AIB, RIM and AVA neurons in response to isoamyl alcohol, an attractive odour, using transgenic animals expressing the calcium indicator GCaMP3. On average, all neurons showed ...

Nature.com

Nature.com
Mon, 08 Jun 2015 08:37:40 -0700

Fecal specimens or intestinal tract segments were collected, flash frozen with liquid nitrogen, weighed and immediately resuspended in extraction buffer (200 mM NaCl, 200 mM Tris, 20 mM EDTA, 6% SDS) and 0.5 ml of phenol-chloroform–isoamyl alcohol, ...

Ethanol Producer Magazine

Ethanol Producer Magazine
Tue, 14 Oct 2014 07:10:35 -0700

... list of VOCs from ethanol production has emerged, some common VOCs tested for include acetaldehyde, acetic acid, acetoin, acrolein, 2,3-butanediol, 2,3-butanedione, ethanol, ethyl acetate, formaldehyde, 2-furaldehyde, isoamyl alcohol and methanol.
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