5-Methyl-2-hexanone

HCID 8034CAS 110-12-3

Grundinformationen

Standard-SMILES
CC(=O)CCC(C)C
InChIKey
FFWSICBKRCICMR-UHFFFAOYSA-N
Summenformel
C7H14O
Durchschnittliche Molmasse
114,19 g/mol
Monoisotopische Masse
114,10446507

Überblick

5-methylhexan-2-one appears as a colorless liquid with a pleasant fruity odor. Less dense than water. Vapors heavier than air. Used as a solvent and for making other chemicals.

Namen und Bezeichner

Bevorzugter Name
5-Methyl-2-hexanone
IUPAC
5-methylhexan-2-one
Lokaler Name
5-Methylhexan-2-on
Englischer Name
5-Methyl-2-hexanone
Summenformel
C7H14O
Molmasse
114.19

Namen und Synonyme

5-METHYL-2-HEXANONE110-12-35-Methylhexan-2-one2-Hexanone, 5-methyl-Isoamyl methyl ketoneMethyl isoamyl ketoneIsopentyl methyl ketoneMIAKMethyl isopentyl ketone2-Methyl-5-hexanoneKetone, methyl isoamylDTXSID5021914
Weitere Namen anzeigen
5-methyl-hexan-2-one5-Methylhexan-2-on5-methyl-2-hexanon2-Hexanone,5-methyl--2-hexanoneIsobutylaceton
3-Methylbutyl methyl ketone6O4A4A5F28DTXCID801914RefChem:103121203-737-8Isobutylacetone(CH3)2CHCH2CH2COCH3MFCD00008950

Datenbank-Bezeichner

CAS
110-12-3
PubChem CID
8034
DTXSID
DTXSID5021914
ChEMBL
CHEMBL45354
ChEBI
CHEBI:88432
UNII
6O4A4A5F28
EC Number
203-737-8
Nikkaji
J36.968C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,9
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
3
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

LipidsFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesBoiling point
LogP · 4 Einträge

log Kow = 1.88

1.88

1.72 (estimated)

1.88

OdorPleasant, fruity odor

Physikochemische Eigenschaften

Schmelzpunkt
-74 °C · -74 °C
Siedepunkt
145 °C · 145 °C (lit.)
Dichte
0.814 g/mL · 0.814 g/mL at 25 °C (lit.)
Dampfdichte
3.94 · 3.94 (vs air)
Dampfdruck
4.5 mm · 4.5 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.406(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.1% (1 of 771) of reports.

Warning

H226 (99.9%): Flammable liquid and vapor [Warning Flammable liquids]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 2-Hexanone, 5-methyl-

2-Hexanone, 5-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Hexanone, 5-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 08-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/10538

2-Hexanone, 5-methyl-: HSNO Approval: HSR001200 Approved with controls

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 Einträge

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

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

Flammable. Above 36 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2 Einträge

Flammable

A flammable liquid when exposed to heat, flame, or oxidizers.

Health Hazards · 2 Einträge

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards SummaryA skin and eye irritant; [CAMEO] Inhalation of high concentrations may cause kidney injury and unconsciousness; [ICSC] Causes liver injury after repeated high-dose inhalation exposures of rats; [HSDB]

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Use AFFF, alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· 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 Einträge

Excerpt from NIOSH Pocket Guide for Methyl isoamyl ketone:

General First Aid:

(General first aid procedures)

Safe StorageFireproof.
Exposure Control and Personal Protection · 2 Einträge

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

10.0 [ppm]

Toxikologische Informationen

Target OrgansEyes, skin, respiratory system, central nervous system, liver, kidneys
Ecotoxicity Values · 3 Einträge

EC50 Pimephales promelas (fathead minnow) 30 days old 159 mg/L/96 hr; flow through, 25 °C, pH 7.6, hardness 43.0 mg/L CaCO3, alkalinity 42.5 mg/L CaCO3, dissolved oxygen 6.5 mg/L; Effect: Affected fish did not school and lost equilibrium prior to death. /97+% purity/

EC50; Species: Chlorococcales (Green algae); Conditions: freshwater, static; Concentration: 920 mg/L for 24 hr; Effect: physiology, assimilation efficiency

LC50; Species: Daphnia magna (Water flea, age < or =24 hr); Conditions: freshwater, static, 20-22 °C, pH 7.6-7.7, hardness 16 dH; Concentration: 1700 mg/L for 24 hr

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 250(SRC), determined from a log Kow of 1.88(2) and a regression-derived equation(3), indicates that 5-methyl-2-hexanone is expected to have moderate mobility in soil(SRC). Volatilization of 5-methyl-2-hexanone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 5.77 mm Hg(4), and water solubility, 5400 mg/L(5). 5-Methyl-2-hexanone is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 250(SRC), determined from a log Kow of 1.88(2) and a regression-derived equation(3), indicates that 5-methyl-2-hexanone is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.6X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 5.77 mm Hg(4), and water solubility, 5400 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 10 hours and 6.2 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 6(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 5-methyl-2-hexanone, which has a vapor pressure of 5.77 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 5-methyl-2-hexanone 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 37 hours(SRC), calculated from its rate constant of 1.0X10-11 cu cm/molecule-sec at 25 °C(3). 5-Methyl-2-hexanone contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values5-Methyl-2-hexanone was detected not quantified as a volatile component of roasted filberts(1), fried bacon(2), cooked beef(3) and cooked pork(3).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Regulatorische Informationen

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date 8/4/1995, Reporting date 10/3/1995.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Methyl isoamyl ketone is included on this list. Effective date 8/4/1995, Sunset date 6/30/1998.

FIFRA Requirements · 1 Eintrag

Methyl isoamyl ketone is exempted from the requirement of a tolerance when used as a solvent, cosolvent in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Sicherheitsdaten

OEB
A
OEL
TWA: 50 ppm (240 mg/m3)
wgk
1
tsca
TSCA listed
ridadr
UN 2302
hs_code
29141910

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 5 Einträge

Used as a solvent for nitrocellulose, cellulose acetate, butyrate, acrylics, high-solid coatings, and vinyl copolymers; [HSDB]

Painting (Solvents) [Category: Paint]

Industrial intermediate; used in manufacture of rubber antioxidants, in paints, lacquers and varnishes

Solvent for nitrocellulose, cellulose acetate, butyrate, acrylics, and vinyl copolymers.

5-Methyl-2-hexanone is used as a solvent for the production of high-solids coatings.

U.S. Production · 5 Einträge

2023: 10,000,000 - <25,000,000 lb

(1972) PROBABLY GREATER THAN 9.08X10+5 G

(1975) PROBABLY GREATER THAN 4.54X10+5 G

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4258]

2-Hexanone, 5-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumption Patterns · 2 Einträge

Paints, lacquers and varnishes; manufacture of rubber antioxidants; closed system synthesis

ESSENTIALLY 100% AS SOLVENT

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesSolvent
Methods of Manufacturing · 2 Einträge

OXIDATION OF 5-METHYL-2-HEXANOL

5-Methyl-2-hexanone is produced by condensation of acetone with isobutyraldehyde. This reaction may be carried out in one or two steps, in the liquid or in the gas phase.

Anwendungen · 1 Eintrag

Verwenden5-Methyl-2-hexanone is used as a solvent for the production of high-solids coatings, because it possesses a high solubility for alkyd resins, acrylic resins, cellulose esters, cellulose nitrate, and vinylic copolymers. 5-Methyl-2-hexanone may be used to synthesize N,N′-bis(1,4-dimethylpentyl)-p-phenylenediamine (BMPPD) via reductive alkylation of p-nitroaniline in the presence of copper-based catalysts.

Darstellung

synthetische5-Methyl-2-hexanone is produced by condensation of acetone with isobutyraldehyde. This reaction may be carried out in one or two steps, in the liquid or in the gas phase.

Anbieter50 Anbieter

山东玖玥生物科技有限公司15553333686
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北成丰化工有限公司13125175253 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: 5-methyl-2-hexanone is a ketone.

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