Compound Summary

General Compound Information

2-methyl-1-propanol

Description
Isobutanol is an alkyl alcohol that is propan-1-ol substituted by a methyl group at position 2. It has a role as a Saccharomyces cerevisiae metabolite. It is a primary alcohol and an alkyl alcohol. It derives from a hydride of an isobutane.
Synonyms
Isobutanol;  2-Methyl-1-propanol;  ISOBUTYL ALCOHOL;  2-Methylpropan-1-ol;  78-83-1;
FlavorDB ID
273
PUBCHEM ID
Molecular Weight
74.12
Molecular Formula
C4H10O
Openeye Can Smiles
CC(C)CO
IUPAC Inchikey
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N
Compound Classification
  • ClassyFire Ontology
Compound Quality
CATEGORY QUALITY THRESHOLD OCCURENCE REFERENCE
smell malty 1.900e+4 µmol/L details
smell malty 7.420e+0 µmol/L details
smell malty 3.103e+1 µmol/L details
smell malty 2.563e+2 µmol/L details
smell malty 1.349e+2 µmol/L rumred wine details
smell malty 2.428e+0 µmol/L rumred wine details
Compound Toxicity and Food Additive Safety (OFAS)
Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
IDENTIFICATION AND USE: Isobutyl alcohol is colorless, oily liquid with a penetrating, wine-like, disagreeable odor and sweet whiskey taste. Isobutyl alcohol is a solvent for surface coatings , adhesives, pharmaceuticals, pesticides, flavor, and fragrance. It is employed as an intermediate for synthetic resins. Not registered for current pesticide use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses.
HUMAN EXPOSURE AND TOXICITY: Isobutyl alcohol is rapidly absorbed following inhalation and dermal or oral exposures. In general, acute exposure to higher alcohols results primarily in CNS depression, hypotension, nausea, vomiting, and diarrhea. If aspirated, hemorrhagic pneumonitis may be noted. Eye exposure to vapors or liquid may result in burning, lacrimation, blurring of vision, and vacuoles in the cornea. There is a report of 3 cases with severe vertigo after handling butanol and isobutyl alcohol.
ANIMAL STUDIES: Repeated inhalation by mice of 2125 ppm caused no deaths. Repeated exposures to moderate to high concentrations of isobutyl alcohol are well tolerated in rats. In a 90-day inhalation study, a reduced response to an external stimulus was noted in the exposed animals only during the exposure period. Repeated exposures did not exacerbate these transient effects. There was no evidence of neurotoxicity based on functional observational battery (FOB), quantitative motor activity, neuropathy and scheduled-controlled operant behavior endpoints. A 13-week oral gavage study conducted with isobutanol resulted in hypoactivity, ataxia and salivation in the 1,000 mg/kg bw/day dose groups. Hypoactivity and ataxia were resolved by the 4th week of the study. In addition, slight decreases in body weight gain and feed consumption were noted in the first two weeks of the 13-week study in the 1,000 mg/kg bw/day dose group. An inhalation, two-generation, reproductive toxicity study conducted with isobutyl alcohol (up to 2500 ppm) did not cause any parental systemic, reproductive, or neonatal toxicity when administered for two generations via whole-body exposure. In lifetime studies, rats given isobutyl alcohol by gavage or sc had increased incidences of total tumors including liver carcinomas, spleen sarcomas, proventricular carcinomas and myeloid leukemia, relative to controls. No adverse developmental effects were noted in rats or rabbits exposed by inhalation to 10,000 mg/cu m isobutyl alcohol during gestation. An increased rate of reverse mutation was demonstrated when Escherichia coli CA274 was treated with 0.7% isobutyl alcohol, without metabolic activation. In addition, isobutayl alcohol was negative in an in vivo mouse micronucleus study.
ECOTOXICITY STUDIES: The lobster (Homarus americanus) was quickly and reproducibly anesthetized by the injection of isobutyl alcohol into the abdominal sinus. Isobutyl alcohol promoted cell elongation and increased total growth of wheat roots grown in white light; a higher concentration inhibited meristematic activity.
Source: DrugBank or Hazardous Substances Data Bank (HSDB)
Food Additive Safety (OFAS)
ISOBUTYL ALCOHOL is used for FLAVORING AGENT OR ADJUVANT. More food additive safty information please view GRAS report.
EFSA's chemical Hazards Database : OpenFoodTox
This compound is found in OpenFoodTox with the name: Isobutanol
Receptors
Receptor information of this compound is not available!
Consensus Spectra
Spectrum Type Spectrum View Description Polarity
Experimental GCMS view GCMS positive