AFCDB: 2-Methyl-2-butanol (FDB011925)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:54 UTC

Update date

2019-11-26 03:05:44 UTC

Primary ID

FDB011925

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methyl-2-butanol

Description

2-Methyl-2-butanol, also known as t-amyl alcohol or 2m2b, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2-Methyl-2-butanol is a pungent tasting compound. 2-Methyl-2-butanol is found, on average, in the highest concentration within grape wine. 2-Methyl-2-butanol has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), orange bell peppers (Capsicum annuum), blackberries (Rubus), green bell peppers (Capsicum annuum), and celeriacs (Apium graveolens var. rapaceum). This could make 2-methyl-2-butanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Methyl-2-butanol.

CAS Number

75-85-4

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	55.8 g/L	ALOGPS
logP	1.19	ALOGPS
logP	1.06	ChemAxon
logS	-0.2	ALOGPS
pKa (Strongest Acidic)	18.54	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	26.59 m³·mol⁻¹	ChemAxon
Polarizability	10.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H12O

IUPAC name

2-methylbutan-2-ol

InChI Identifier

InChI=1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3

InChI Key

MSXVEPNJUHWQHW-UHFFFAOYSA-N

Isomeric SMILES

CCC(C)(C)O

Average Molecular Weight

88.1482

Monoisotopic Molecular Weight

88.088815006

Classification

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Tertiary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 68.13%; H 13.72%; O 18.15%	DFC
Melting Point	Mp -8.4°	DFC
Boiling Point	Bp 102°	DFC
Experimental Water Solubility	110 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	0.89	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.81	DFC
Refractive Index	n20D 1.4052	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-9000000000-fba7029fc9e5c16b1c5a	2015-03-01	View Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-e28240c1ea5d94b4b4df	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-0821ab0d9a052553bbfa	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0ab9-9000000000-0baeab474747cad02981	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-3c51f1bef3465a1ccd85	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-e28240c1ea5d94b4b4df	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-0821ab0d9a052553bbfa	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0ab9-9000000000-0baeab474747cad02981	Spectrum
GC-MS	2-Methyl-2-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-3c51f1bef3465a1ccd85	Spectrum
Predicted GC-MS	2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-b0c96fb57bf5c113a09a	Spectrum
Predicted GC-MS	2-Methyl-2-butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00gv-9400000000-38d2291c57fca8c5dfa4	Spectrum
Predicted GC-MS	2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-abab8cea46d09ee5e424	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-4c7b7c0cee175989e99e	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-b03ea02f6f2d6c01c0e9	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-10f4bd33cb4e7b25cc01	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-9000000000-49967558d2d9251d79d6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gi9-9000000000-ec91c528afd7d7b2e843	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-dd8f1f11d4928285c04e	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-819d1a0b56c4e7c49375	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-059i-9000000000-579816bc0a5940a547cb	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-c98a9be1afec8085ce80	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fu-9000000000-2525f4a12960cd90ea61	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-ef6b994ba6b711892a8a	2021-09-25	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

6165

ChEMBL ID

CHEMBL44658

KEGG Compound ID

Not Available

Pubchem Compound ID

6405

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33772

CRC / DFC (Dictionary of Food Compounds) ID

HBV24-O:HBV24-O

EAFUS ID

Not Available

Dr. Duke ID

2-METHYL-BUTAN-2-OL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1046561

SuperScent ID

Not Available

Wikipedia ID

2-Methyl-2-butanol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
pungent	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

2-Methyl-2-butanol (FDB011925)

Structure for FDB011925 (2-Methyl-2-butanol)