Showing Compound 2-Methylpropyl acetate (FDB003275)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:44 UTC

Update date

2020-09-17 15:35:59 UTC

Primary ID

FDB003275

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methylpropyl acetate

Description

Acetic acid-2-methyl-propyl ester or 2-methylpropyl acetate or 2-methylpropyl ethanoate, also known as isobutylacetate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Isobutyl acetate is a clear, colorless liquid that is only slightly soluble in water (0.7 g/100 mL). Isobutyl acetate is produced from the esterification of isobutanol with acetic acid. Industrially, it is used as a solvent for lacquer and nitrocellulose. It is found naturally in many fruits such as raspberries and pears. Isobutyl aceteate has a sweet, apple, tropical, banana aroma and a similar fruity taste. At higher concentrations the odor can be unpleasant and may cause symptoms of central nervous system depression such as nausea, dizziness and headache. Isobutyl acetate has been detected, but not quantified in, several different fruits, such as muskmelons, sweet bay, asian pears, cocoa beans, figs, papaya and pineapple. This could make isobutyl acetate a potential biomarker for the consumption of these foods.

CAS Number

110-19-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Methyl-1-propanol, acetate	HMDB
2-Methyl-1-propyl acetate	ChEBI
2-Methyl-1-propyl acetic acid	Generator
2-Methylpropyl acetate, 9ci	HMDB
2-Methylpropyl acetate, 9CI	db_source
2-Methylpropyl acetic acid	Generator
2-Methylpropyl ethanoate	ChEBI
2-Methylpropyl ethanoic acid	Generator
Acetate d'isobutyle	ChEBI
Acetate, 2-methylpropyl ester	Generator

Showing 1 to 10 of 41 entries

Predicted Properties

Property	Value	Source
Water Solubility	7.71 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.17	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	31.16 m³·mol⁻¹	ChemAxon
Polarizability	13.11 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

C6H12O2

IUPAC name

2-methylpropyl acetate

InChI Identifier

InChI=1S/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3

InChI Key

GJRQTCIYDGXPES-UHFFFAOYSA-N

Isomeric SMILES

CC(C)COC(C)=O

Average Molecular Weight

116.1583

Monoisotopic Molecular Weight

116.083729628

Classification

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:50569 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp 118°	DFC
Charge	Not Available
Density	d 0.87	DFC
Experimental logP	1.78	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	6.3 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Isoelectric point	Not Available
Mass Composition	C 62.04%; H 10.41%; O 27.55%	DFC
Melting Point	Fp -98.85°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f217b5e6b92235a1dd71	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-25cc25b3ba0651c0ba45	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-47909851abe2172156c6	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-32ed7cd25a7cd585255a	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-497069f05d541433b66e	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-49585f528507ace5b393	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-014i-1900000000-bb28c34b11812942773d	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-ef6ece5c35a5dd154ad5	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f217b5e6b92235a1dd71	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-25cc25b3ba0651c0ba45	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-47909851abe2172156c6	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-32ed7cd25a7cd585255a	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-497069f05d541433b66e	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-49585f528507ace5b393	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-014i-1900000000-bb28c34b11812942773d	Spectrum
GC-MS	2-Methylpropyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-ef6ece5c35a5dd154ad5	Spectrum
Predicted GC-MS	2-Methylpropyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-df6cefc23abcd1e80417	Spectrum
Predicted GC-MS	2-Methylpropyl acetate, 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	splash10-066r-9700000000-a748f357862b1b998434	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-edefa0d353dff24eb16b	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-f40694d799cd17a2cec4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-7900000000-6534ebe4a3a380503d44	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-9200000000-fd7dc8a883948134a340	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-e0b525315cc093f0fd0c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-6eb8c377976b6fa47cd1	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-75ca9d459a88c83adee2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-4531d1e7d918cb3881e5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0600-9200000000-9d3e1ac44fb825b68474	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-e19c8390ed8f55d45a2d	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7747

ChEMBL ID

CHEMBL46999

KEGG Compound ID

Not Available

Pubchem Compound ID

8038

Pubchem Substance ID

Not Available

ChEBI ID

50569

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31246

CRC / DFC (Dictionary of Food Compounds) ID

CVJ89-K:CVJ99-N

EAFUS ID

1854

Dr. Duke ID

ACETIC-ACID-ISOBUTYL-ESTER|ISOBUTYL-ACETATE|2-METHYLPROPYL-ACETATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

110-19-0

GoodScent ID

rw1013631

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
irritant			DUKE
narcotic	35482	A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.	DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE

Showing 1 to 3 of 3 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
apple	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
banana	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
ethereal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruit	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.