2-Methylpentaldehyde

HCID 31245

Basic information

CAS
123-15-9
Standard SMILES
CCCC(C)C=O
InChIKey
FTZILAQGHINQQR-UHFFFAOYSA-N
Molecular formula
C6H12O
Average molar mass
100.16 g/mol
Monoisotopic mass
100.088815

Overview

Alpha-methylvaleraldehyde appears as a colorless liquid. Less dense than water. Used to make rubber and artificial flavorings.

Names & identifiers

Preferred name
2-Methylpentaldehyde
IUPAC
2-methylpentanal
English name
Methyl valeraldehyde
Molecular formula
C6H12O
Molecular weight
100.16

Names & synonyms

2-Methylpentanal2-Methylvaleraldehyde123-15-9Methyl valeraldehydePentanal, 2-methyl-2-Formylpentane2-METHYLPENTALDEHYDEValeraldehyde, 2-methyl-2-Methylvaleric aldehydealpha-Methylpentanalalpha-Methylpentenal2-METHYL VALERALDEHYDE
Show more names
FEMA 3413alpha-methylvaleraldehyde2-Methylpentalfemanumber34132-methyl-pentanan-C3H7CH(CH3)CHO
FEMA No. 3413FEMA Number 3413NSC 49351.alpha.-MethylpentanalDTXSID9021978HSDB 1129EINECS 204-605-2UN2367

Database identifiers

CAS
123-15-9、73513-30-1
PubChem CID
31245
DTXSID
DTXSID9021978
ChEMBL
CHEMBL2270061
ChEBI
CHEBI:89986
UNII
64L45T2504
EC Number
204-605-2
Nikkaji
J59.528D

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
3
Heavy atoms
7

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Aldehydes

Flammable agents - 3rd degree

FragrancesFragrance Ingredient (2-Methylpentanal) -> IFRA transparency List
OdorREMINISCENT OF HAM & CHEESE
TasteWOODY, OILY HAM TASTE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 items

0.8092

0.805-0.811

Physicochemical properties

Melting point
-100 ℃ · -100℃
Boiling point
119 · 119-120 °C(lit.)
Density
0.808 g/mL · 0.808 g/mL at 25 °C(lit.)
vapor density
3.45 · 3.45 (vs air)
refractive index
20 · n20/D 1.401(lit.)
FEMA
3413 · 3413 | 2-METHYLPENTANAL

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225 (16.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P264+P265, P273, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1548 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Regulatory Information · 4 items

Chemical: Pentanal, 2-methyl-

Status: Active Update: 26-05-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/12255

Pentanal, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialFLAMMABLE; DANGEROUS FIRE RISK.
Health Hazards · 3 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryA skin, eye, and mucous membrane irritant; [HSDB] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]

Safety & protection

Fire FightingExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Accidental Release Measures · 4 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

General First Aid:

General First Aid:

Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

· Wear positive pressure self-contained breathing apparatus (SCBA).

Nonfire Spill ResponseExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 44(SRC), determined from an experimental water solubility of 4200 mg/L at 25 °C(2) and a recommended regression-derived equation(3), indicates that 2-methylpentaldehyde will have very high mobility in soil(SRC). Volatilization of 2-methylpentaldehyde may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 3.7X10-4 atm-cu m/mole(4,SRC), and from dry soil surfaces(SRC) based on an estimated vapor pressure of 18 mm Hg(5,SRC). Insufficient data are available to determine the rate or importance of biodegradation of 2-methylpentaldehyde in soil(SRC), but simple aldehydes are generally biodegradable(6).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 44(SRC), determined from an experimental water solubility of 4200 mg/L at 25 °C(2) and a recommended regression-derived equation(3), indicates that 2-methylpentaldehyde may not adsorb to suspended solids and sediment(SRC) in the water. 2-Methylpentaldehyde may volatilize from water surfaces based on an estimated Henry's Law constant of 3.7X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 5.3 hours and 4.7 days, respectively(3,SRC). An estimated BCF value of 5.6(3,SRC), from an experimental water solubility(2), suggests that 2-methylpentaldehyde will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(5). Insufficient data are available to determine the rate or importance of biodegradation of 2-methylpentaldehyde in water(SRC), but simple aldehydes are genrally biodegradable(6).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 18 mm Hg at 25 °C(2,SRC) indicates that 2-methylpentaldehyde will exist in the vapor phase in the ambient atmosphere. Vapor-phase 2-methylpentaldehyde is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 13 hours(3,SRC).

Food Survey Values2-Methylpentaldehyde has been tentatively identified as a volatile component of raw chicken breast muscle and caecum(1), fried bacon(2), and chicken, beef and pork meat(3).
Soil Adsorption/Mobility · 1 item

The Koc of 2-methylpentaldehyde is estimated as approximately 44(SRC), using an experimental water solubility of 4200 mg/L at 25 °C(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 2-methylpentaldehyde has very high mobility in soil(SRC).

Natural Pollution Sources2-Methylpentaldehyde is a volatile component in onion, garlic, milk, meat, and roasted peanuts(1).
Human Toxicity Excerpts · 3 items

PRIMARY IRRITATION OF SKIN, EYES, & MUCOSA OF THE RESPIRATORY TRACT. ... SENSITIZATION...KNOWN TO OCCUR ON CONTACT WITH...VARIOUS /ALDEHYDES/. /ALDEHYDES/

STRONG IRRITANT TO SKIN & MUCOUS MEMBRANES.

The mucus membranes of the nasal and oral passages and the upper respiratory tract are affected, producing a burning sensation ... bronchial constriction, choking, and coughing. The eyes tear, and a burning sensation is noted on the skin of the face. /Aldehydes/

Artificial Pollution Sources2-Methylpentaldehyde's production and use as a flavoring ingredient(1) and an intermediate for dyes, resins, and pharmaceuticals(2) may result in its release to the environment through various waste streams(SRC).

Safety data

F
9-23
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
RZ6905000
ridadr
UN 2367

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

Aldehydes are readily oxidized to organic acids, which, in turn, can serve as substrates for fatty acid oxidation pathways and the Krebs cycle. ... Oxidation of aldehydes is catalyzed by aldehyde dehydrogenase, which has been found in the brain, erythrocytes, liver, kidney, heart, and placenta. /Aldehydes/

... The detoxification of aldehydes can be seen to proceed basically via two routes: (1) an oxidation to yield readily metabolized acids; (2) inactivation by reaction with sulfhydryl groups, particularly glutathione. Under conditions that either deplete glutathione levels, or that result in an inhibition of aldehyde dehydrogenase (for example, Antabuse treatment), the acute and chronic effects of aldehyde toxicity might be more fully expressed. /Aldehydes/

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 4 items

Used as a food flavor, intermediate (dyes, resins, and pharmaceuticals), and insect sex attractant; [HSDB] Used in rubber manufacturing; [CAMEO]

FLAVORING INGREDIENT

INTERMEDIATE FOR DYES, RESINS, PHARMACEUTICALS

USED AS INSECT SEX ATTRACTANT

Methods of Manufacturing · 2 items

FROM 2-METHYLPENTANOL BY CATALYTIC OXIDATION.

By aldol condensation of propanal.

Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 3 items

Pentanal, 2-methyl-: ACTIVE

NON-ALCOHOLIC BEVERAGES 2.0 PPM; ICE CREAM, ICES, ETC 2.0 PPM; CANDY 2.0 PPM; BAKED GOODS 2.0 PPM; GELATINS & PUDDINGS 2.0 PPM; CHEWING GUM 2.0 PPM.

FLAVOR USEFUL IN HAM.

Applications · 5 items

Description2-Methylpentanal has an ethereal, fruity odor. This may be prepared from 2-methylpentanol by catalytic oxidation.

OccurrenceReported found in onion, leek, garlic, milk, roasted peanuts, wheat bread, cooked beef, cured pork, coffee, beer, tea, trassi, rice and mango.

Uses2-Methylvaleraldehyde is used as an intermediate to manufacture organic compounds (pharmaceuticals, odorants and flavorings)

UsesIntermediates for dyes, resins, pharmaceuticals.

General DescriptionA colorless liquid. Less dense than water. Flash point near 50°F. Used to make rubber and artificial flavorings.

Preparation methods

PreparationFrom 2-methylpentanol by catalytic oxidation.

Suppliers93 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Additional notes

DefinitionChEBI: 2-Methylpentanal is a 2-methyl-branched fatty aldehyde.

Related reactions

18 records

Compound notes

Loading…