Benzyl isovalerate

HCID 7651CAS 103-38-8
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)CC(=O)OCc1ccccc1
InChIKey
HVJKZICIMIWFCP-UHFFFAOYSA-N
Molecular formula
C12H16O2
Average molar mass
192.25 g/mol
Monoisotopic mass
192.11502975

Overview

Benzyl 3-methylbutanoate is a carboxylic ester. It is functionally related to a benzyl alcohol.

Names & identifiers

Preferred name
Benzyl isovalerate
IUPAC
benzyl 3-methylbutanoate
English name
Benzyl isovalerate
Molecular formula
C12H16O2
Molecular weight
192.25

Names & synonyms

Benzyl isovalerateBenzyl 3-methylbutanoate103-38-8Butanoic acid, 3-methyl-, phenylmethyl esterBenzyl isopentanoateBenzyl isovalerianateBenzyl 3-methylbutyrateISOVALERIC ACID, BENZYL ESTERBenzyl 3-methyl butyratePhenylmethyl 3-methylbutanoateIsopropyl acetic acid, benzyl esterIsopentanoic acid, phenylmethyl ester
Show more names
FEMA 2151FEMA 2152BenzylisovaleratBENZYLISOVALERIANATBENZYL-3-METHYL BUTANOATEisovalericacid,benzylester
NSC 46124FEMA No. 2152Phenylmethyl isovalerateButanoic acid, 3-methyl-, phenylethyl esterIsovaleric acid-benzyl ester87UKH01DMABRN 2503435DTXSID1047603

Database identifiers

CAS
103-38-8
PubChem CID
7651
DTXSID
DTXSID1047603
ChEMBL
CHEMBL3184059
ChEBI
CHEBI:179904
UNII
87UKH01DMA
EC Number
203-106-7
Nikkaji
J36.795H

Properties

Computed structural properties

XLogP
3.3
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
5
Heavy atoms
14

Experimental & physicochemical properties

SpringerMaterials PropertiesSurface tension
FragrancesFragrance Ingredient (Benzyl isovalerate) -> IFRA transparency List
LogP · 2 items

3.26

3.26

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Boiling Point116.00 °C. @ 9.00 mm Hg

Physicochemical properties

Boiling point
116 °C9 · 116 °C9 mm Hg(lit.)
Density
0.988 g/mL · 0.988 g/mL at 25 °C(lit.)
vapor pressure
4.74 Pa · 4.74Pa at 25℃
FEMA
2152 · 2152 | BENZYL ISOVALERATE
refractive index
20 · n20/D 1.488(lit.)
FLAVIS Number
9.458 · 09.458 | Benzyl isovalerate

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 99.5% (1603 of 1611) of all reports.

Not Classified

Aggregated GHS information provided per 1611 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: Butanoic acid, 3-methyl-, phenylmethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

REACH registered substance: Benzyl isovalerate (EC: 203-106-7)

Butanoic acid, 3-methyl-, phenylmethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Butanoic acid, 3-methyl-, phenylmethyl ester: Human health tier I assessment
Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves
wgk
2
tsca
TSCA listed
rtecs
NY1415000
hs_code
29156000
Toxicity
Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg(Moreno, 1974).

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationButanoic acid, 3-methyl-, phenylmethyl ester: ACTIVE
Applications · 2 items

OccurrenceReported found in cherimoya (Anonna cherimoli Mill.), sapodilla fruit and lambs’ lettuce (Valerianella locusta).

UsesSometimes used in perfume formulations for Oriental fragrance types - it blends well with Opopanax - in Rose bases, Fougercs, and in novelty-type fragrances (Tobaccoeffect, etc.). It is somewhat fresher-floral than the n-valerate. Used in flavour compositions for imitation Apple, Apricot, Banana, Cherry, Cheese, Pineapple, Raspberry, Walnut, etc. It is also suggested for use in Tobacco flavours. Concentrations are usually about 50 ppm in the finished product but may be as high as 200 ppm in chewing gum.

Preparation methods

PreparationMay be prepared by esterification of isovaleric acid with benzyl alcohol.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

上海利卡斯实业有限公司19821976800 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

DefinitionChEBI: Benzyl 3-methylbutanoate is a carboxylic ester. It is functionally related to a benzyl alcohol.

Related reactions

2 records
New reaction record

Linked notes

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