2-METHYL-1-BUTANOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H12O
Molecular Weight	88.1482
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C)CO

InChI

InChIKey=QPRQEDXDYOZYLA-UHFFFAOYSA-N

InChI=1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Evolution, genomic analysis, and reconstruction of isobutanol tolerance in Escherichia coli.	2010-12-21	21179021
Relationship between changes in the total concentration of acetic acid bacteria and major volatile compounds during the acetic acid fermentation of white wine.	2010-12	20812374
The effect of raw material contamination with mycotoxins on the composition of alcoholic fermentation volatile by-products in raw spirits.	2010-12	20709541
Analytical aspects of cyanobacterial volatile organic compounds for investigation of their production behavior.	2010-09-24	20797719
Volatile profiling reveals intracellular metabolic changes in Aspergillus parasiticus: veA regulates branched chain amino acid and ethanol metabolism.	2010-08-24	20735852
Fragrance material review on 2-methylbutanol.	2010-07	20659647
Engineering Corynebacterium glutamicum for isobutanol production.	2010-07	20376637
OptORF: Optimal metabolic and regulatory perturbations for metabolic engineering of microbial strains.	2010-04-28	20426856
Influence of pre-cure freezing on the profile of volatile compounds during the processing of Iberian hams.	2010-04-15	20355126
3-Methyl-1-butanol production in Escherichia coli: random mutagenesis and two-phase fermentation.	2010-04	20072783
Predicting the adsorption of second generation biofuels by polymeric resins with applications for in situ product recovery (ISPR).	2010-04	20044248
Prediction of novel synthetic pathways for the production of desired chemicals.	2010-03-28	20346180
Branched-chain and aromatic amino acid catabolism into aroma volatiles in Cucumis melo L. fruit.	2010-02	20065117
The path to next generation biofuels: successes and challenges in the era of synthetic biology.	2010-01-20	20089184
Pentanol isomer synthesis in engineered microorganisms.	2010-01	19859707
Engineering the isobutanol biosynthetic pathway in Escherichia coli by comparison of three aldehyde reductase/alcohol dehydrogenase genes.	2010-01	19609521
Synthetic biology guides biofuel production.	2010	20827393
New syntheses of 1,7-dimethylnonyl propanoate, the western corn rootworm pheromone, in four different ways via cross metathesis, alkylation and coupling reactions.	2010	20208352
Cultured skin microbiota attracts malaria mosquitoes.	2009-12-17	20017925
Profiling fruit volatiles in the progeny of a 'Royal Gala' x 'Granny Smith' apple (Malus x domestica) cross.	2009-09-09	19691320
Metabolic characterization of loci affecting sensory attributes in tomato allows an assessment of the influence of the levels of primary metabolites and volatile organic contents.	2009	19346240
Central sympatholytics prolong survival in experimental sepsis.	2009	19196475
Flavour compounds in tomato fruits: identification of loci and potential pathways affecting volatile composition.	2009	19088332
Production of 2-methyl-1-butanol in engineered Escherichia coli.	2008-11	18758769
The use of headspace solid phase microextraction for the characterization of volatile compounds in olive oil matrices.	2008-10-19	18804607
Thorpe-Ingold effect on the helicity of chiral alternating silylene-divinylarene copolymers.	2008-09-01	18576393
Detection of fungal development in closed spaces through the determination of specific chemical targets.	2008-05	18329690
Microbial volatile organic compounds in the air of moldy and mold-free indoor environments.	2008-04	18333991
Non-fermentative pathways for synthesis of branched-chain higher alcohols as biofuels.	2008-01-03	18172501
Filament formation in Saccharomyces cerevisiae--a review.	2008	18481212
Carnobacterium: positive and negative effects in the environment and in foods.	2007-09	17696886
Using generic pheromone lures to expedite identification of aggregation pheromones for the cerambycid beetles Xylotrechus nauticus, Phymatodes lecontei, and Neoclytus modestus modestus.	2007-05	17393280
Pathway analysis of branched-chain ester biosynthesis in apple using deuterium labeling and enantioselective gas chromatography-mass spectrometry.	2007-04-04	17335222
Potential of the volatile-producing fungus Muscodor albus for control of building molds.	2007-03	17538650
Production of volatile compounds by Rhizopus oligosporus during soybean and barley tempeh fermentation.	2007-01-25	16889859
Volatile metabolite production of spoilage micro-organisms on a mixed-lettuce agar during storage at 7 degrees C in air and low oxygen atmosphere.	2006-11-01	16860421
Development of synthetic food-related attractant for Carpophilus davidsoni and its effectiveness in the stone fruit orchards in southern Australia.	2006-10	16972181
Chemical communication in Chagas disease vectors. Source, identity, and potential function of volatiles released by the metasternal and Brindley's glands of Triatoma infestans adults.	2006-09	16902820
Metabolite production of yeasts on a strawberry-agar during storage at 7 degrees C in air and low oxygen atmosphere.	2006-04	16942999
Ligand rearrangement reactions of Cr(CO)6 in alcohol solutions: experiment and theory.	2006-01-19	16471634
Production of volatile organic compounds (VOCs) by yeasts isolated from the ascocarps of black (Tuber melanosporum Vitt.) and white (Tuber magnatum Pico) truffles.	2005-11	16187098
Developmental and varietal differences in volatile ester formation and acetyl-CoA: alcohol acetyl transferase activities in apple (Malus domestica Borkh.) fruit.	2005-09-07	16131130
An alcohol acyl transferase from apple (cv. Royal Gala), MpAAT1, produces esters involved in apple fruit flavor.	2005-06	15955071
Ideal mixing behavior of the debye process in supercooled monohydroxy alcohols.	2005-05-12	16852040
Dynamics of glass-forming liquids. VIII. Dielectric signature of probe rotation and bulk dynamics in branched alkanes.	2004-11-08	15527361
Rapid identification of microbial VOCs from tobacco molds using closed-loop stripping and gas chromatography/time-of-flight mass spectrometry.	2004-11	15517467
Growth and production of volatiles by Staphylococcus carnosus in dry sausages: Influence of inoculation level and ripening time.	2004-07	22061519
Volatiles in a sausage surface model-influence of Penicillium nalgiovense, Pediococcus pentosaceus, ascorbate, nitrate and temperature.	2004-02	22064148
Effects of including silage in the diet on volatile compound profiles in Montasio cheese and their modification during ripening.	2004-02	15068068
Higher-alcohols biorefinery: improvement of catalyst for ethanol conversion.	2004	15054242

Patents

Name

Type

Language

2-METHYL-1-BUTANOL

Systematic Name

English

(±)-2-METHYL-1-BUTANOL

Preferred Name

English

SEC-BUTYLCARBINOL

Systematic Name

English

(±)-2-METHYL-1-BUTANOL [FHFI]

Common Name

English

ACTIVE AMYL ALCOHOL

Systematic Name

English

PRIMARY ACTIVE AMYL ALCOHOL

Common Name

English

2-METHYL-1-BUTANOL,(±)-

Common Name

English

2-METHYL-N-BUTANOL

Common Name

English

2-METHYLBUTYL ALCOHOL

Systematic Name

English

2-METHYL-1-BUTANOL [HSDB]

Common Name

English

ACTIVE PRIMARY AMYL ALCOHOL

Common Name

English

FEMA NO. 3998

Code

English

2-METHYL-1-BUTANOL [MI]

Common Name

English

NSC-8431

Code

English

Classification Tree Code System Code

JECFA EVALUATION

(+/-)-2-METHYL-1-BUTANOL