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5-Methyl-2-hexanone

HCID 8034
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Basic information

CAS
110-12-3
Standard SMILES
CC(=O)CCC(C)C
InChIKey
FFWSICBKRCICMR-UHFFFAOYSA-N
Molecular formula
C7H14O
Average molar mass
114.19 g/mol
Monoisotopic mass
114.10446507

Overview

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.

Names & identifiers

Preferred name
5-Methyl-2-hexanone
IUPAC
5-methylhexan-2-one
English name
5-Methyl-2-hexanone
Molecular formula
C7H14O
Molecular weight
114.19

Names & synonyms

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
Show more names
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

Database identifiers

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

Properties

Computed structural propertiesFilling in

XLogP
1.9
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
3
Heavy atoms
8
Formal charge
0
Complexity
74.5

Experimental & physicochemical properties

Chemical Classes · 2 items

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

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

log Kow = 1.88

1.88

1.72 (estimated)

1.88

OdorPleasant, fruity odor
Density · 6 items

0.81 (NIOSH, 2024) - Less dense than water; will float

0.888 g/cu cm at 20 °C/20 °C

Relative density (water = 1): 0.89

0.81

0.89 @ 20°C

0.81

Viscosity0.77 cP at 20 °C
Color/FormColorless, clear liquid

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

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]

Hazard information

Regulatory Information · 5 items

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 items

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 items

Flammable

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

Health Hazards · 2 items

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 5 items

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 items

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 items

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 items

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.

Related reactions

31 records
New reaction record
HRID 38311 reaction equation
HRID 38311As reactantuspto-grants-2013_09
HRID 201255 reaction equation
HRID 201255As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 267656 reaction equation
HRID 267656As reactantuspto-grants-1976_03
HRID 823148 reaction equation
HRID 823148As reactantTest data from https://doi.org/10.1039/C8SC04228D
HRID 1087775 reaction equation
HRID 1087775As reactantuspto-grants-1990_10
HRID 1087783 reaction equation
HRID 1087783As reactantuspto-grants-1990_10
HRID 1140327 reaction equation
HRID 1140327As reactantTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1153235 reaction equation
HRID 1153235As reactantTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
Page 1 of 4

Compound notes

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Solubility · 6 items

0.5 % (NIOSH, 2024)

In water, 5400 mg/L at 25 °C

Miscible with ethanol and ether; very soluble in acetone, benzene; soluble in carbon tetrachloride

Miscible with most org solvents

5.4 mg/mL at 25 °C

Solubility in water, g/100ml at 20 °C: 0.5 (poor)

Flash Point · 6 items

97 °F (NIOSH, 2024)

36 °C

96 °F (36 °C) (Closed cup)

110 °F (open cup)

36 °C c.c.

97 °F

Boiling Point · 6 items

291 °F at 760 mmHg (NIOSH, 2024)

144 °C

144 °C

291 °F

144 °C @760 [mm Hg]

291 °F

Physicochemical properties

Melting point
-74 °C · -74 °C
Boiling point
145 °C · 145 °C (lit.)
Density
0.814 g/mL · 0.814 g/mL at 25 °C (lit.)
vapor density
3.94 · 3.94 (vs air)
vapor pressure
4.5 mm · 4.5 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.406(lit.)
Flash point
106 °F · 106 °F
storage temp.
30 °C · Store below +30°C.
solubility
5.4 g/L · water: soluble5.4g/L at 25°C
form
Liquid
color
Clear colorless
Odor
pleasant odor
Odor Threshold
0.0021 ppm · 0.0021ppm
explosive limit
1.35 · 1.35-8.2%, 93°F
Water Solubility
5.4 g/L · 5.4 g/L (20 ºC)
BRN
506163 · 506163
Henry's Law Constant
6.4 · 6.4×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
Exposure limits
20 ppm · ACGIH:TLV-TWA 20 ppm (93 mg/m3); TLV-STEL 50 ppm (233 mg/m3)OSHA:PEL-TWA 100 ppm (475 mg/m3)NIOSH:REL-TWA 50 ppm
InChI
1S/C7H14O/c1-6(2)4-5-7(3)8/h6H,4-5H2,1-3H3
InChIKey
FFWSICBKRCICMR-UHFFFAOYSA-N
SMILES
CC(C)CCC(C)=O
LogP
1.88 at · 1.88 at 25℃
CAS DataBase Reference
110 · 110-12-3(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
6 O4A4A5F28 · 6O4A4A5F28
NIST Chemistry Reference
2 · 2-Hexanone, 5-methyl-(110-12-3)
EPA Substance Registry System
Methyl isoamyl ketone (110-12-3)
UNSPSC Code
12352115 · 12352115
NACRES
22 · NA.22
Symbol(GHS)
2 · GHS02,GHS07,GHS08
Signal word
Warning
Hazard statements
312 · H312-H303-H320-H373-H336-H305-H226
Precautionary statements
501 · P501-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P312-P331-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P301+P310-P304+P340+P312-P403+P233-P403+P235-P405
Hazard Codes
Xn
Risk Statements
10 · 10-20
Safety Statements
23 · 23-24/25
OEB
A
OEL
50 ppm · TWA: 50 ppm (240 mg/m3)
RIDADR
2302 · UN 2302
WGK Germany
1 · 1
RTECS
3850000 · MP3850000
Autoignition Temperature
797 °F · 797 °F
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
III
HS Code
29141910 · 29141910
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 InhalationFlam · Acute Tox. 4 InhalationFlam. Liq. 3
Hazardous Substances Data
110 · 110-12-3(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 3200 mg/kg LD50 dermal Rabbit 8100 mg/kg
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

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]
DOT ID and Guide · 2 items

2302 127

2302 127

Reactive GroupKetones
EC ClassificationSymbol: Xn; R: 10-20; S: (2)-23-24/25
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
Special Reports · 1 item

European Chemicals Bureau; IUCLID Dataset, 5-Methyl-hexan-2-one (110-12-3) 15 p. Summarized information provided to the EU by the European chemicals industry as of 2000. Available from the Database Query page at: http://ecb.jrc.it/esis/esis.php as of November 2, 2007

TSCA Requirements · 2 items

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.

Safety & protection

Fire Fighting · 2 items

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 items

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 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.

First Aid · 3 items

Excerpt from NIOSH Pocket Guide for Methyl isoamyl ketone:

General First Aid:

(General first aid procedures)

Safe StorageFireproof.
Exposure Control and Personal Protection · 2 items

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

10.0 [ppm]

Fire Fighting Procedures · 1 item

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use alcohol foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.

Storage Conditions · 1 item

... Store in tightly closed containers in a cool, well ventilated area away from sources of oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates), strong oxidizers (such as chlorine, bromine, and fluorine), reducing agents, and aldehydes. Sources of ignition such as smoking and open flames are prohibited where methyl isoamyl ketone is handled, used or stored. Metal containers involving the transfer of 5 gallons or more of methyl isoamyl ketone should be grounded and bonded. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters.

Cleanup Methods · 4 items

Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Establish forced ventilation to keep levels below explosive limit. Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or similar material and deposit in sealed containers. Keep this chemical out of a confined space ... because of the possibility of an explosion ... It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations. If employees are required to clean up spills, they must be properly trained and equipped. OSHA 1910.120(q) may be applicable.

Environmental considerations -- land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.

Environmental considerations -- water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses.

Environmental considerations -- air spill: Apply water spray or mist to knock down vapors.

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Disposal Methods · 3 items

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Incineration

The following wastewater treatment technologies have been investigated for methyl isoamyl ketone: Activated carbon.

Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Toxicology

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

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 items

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 items

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

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 items

Cough. Headache. Dizziness. Drowsiness. Laboured breathing. Sore throat.

Dry skin. Redness.

Redness.

Nausea. See Inhalation.

irritation eyes, skin, mucous membrane; headache, narcosis, coma; dermatitis; In Animals: liver, kidney damage

Effluent Concentrations · 1 item

5-Methyl-2-hexanone has been identified, not quantified in wastewater effluent concentrates collected from an advanced wastewater treatment facility in Lake Tahoe, CA(1). 5-Methyl-2-hexanone was identified in the emissions of semiconductor manufacturing plants in Hsin-chu, Taiwan over the period from October 2000 to September 2001(2).

Soil Adsorption/Mobility · 1 item

The Koc of 5-methyl-2-hexanone is estimated as 250(SRC), using a log Kow of 1.88(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 5-methyl-2-hexanone is expected to have moderate mobility in soil.

Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ Repeated skin exposure may result in contact dermatitis of both the allergic and nonallergic types.
Artificial Pollution Sources5-Methyl-2-hexanone's production and use as a solvent for high-solids coatings(1), nitrocellulose, cellulose acetate, acrylics and vinyl copolymers(2) will result in its release to the environment through various waste streams(SRC).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

TSCA Requirements · 2 items

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 item

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.

Safety data

OEB
A
OEL
TWA: 50 ppm (240 mg/m3)
wgk
1
tsca
TSCA listed
rtecs
MP3850000
ridadr
UN 2302
hs_code
29141910
Toxicity
LD50 orally in Rabbit: 3200 mg/kg LD50 dermal Rabbit 8100 mg/kg
risk_code
10-20
Signal word
Warning
Symbol(GHS)
GHS02,GHS07,GHS08
hazard_code
Xn
safety_code
23-24/25
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
III
Hazard statements
H312-H303-H320-H373-H336-H305-H226
Limited Quantities
5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 InhalationFlam. Liq. 3
Autoignition Temperature
797 °F
Precautionary statements
P501-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P312-P331-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P301+P310-P304+P340+P312-P403+P233-P403+P235-P405
Hazardous Substances Data
110-12-3(Hazardous Substances Data)
Formulations/Preparations
Grade: 97.5%
Household ProductsInformation on 1 consumer products that contain Methyl isoamyl ketone in the following categories is provided:
General Manufacturing Information · 4 items

Transportation Equipment Manufacturing

2-Hexanone, 5-methyl-: ACTIVE

Distillation range: 141-148 °C; Status under Rule 66: PCR-20% (photochemically reactive, volume percent without requiring emission control). According to /Rule 66/ the amounts of olefinic and branched ketones used in coating solvent system are restricted to 5 and 20 vol% max, respectively. In addition, all photochemically reactive solvents cannot exceed 20 vol % if the total solvent system is to be classified as photochemically unreactive or exempt. All ketones not falling under the above classifications, ie, straight-chain derivatives and cyclohexanone are considered photochemically unreactive.

Rule 66 = Rule 102 of the South Coast Air Quality Management District ... Regulation adopted by the Los Angeles /CA/ Air Pollution Control District in 1966 and took effect in 1967. Since been referred to as Rule 102 of the South Coast Air Quality Management District. Smog chamber testing established that some solvent types are more reactive than others and thus contribute more to ozone pollution ... restricts the concentration of the more reactive solvent types used in solvent operations according to a three-class designation. ... Class III, comprised of branched ketones ... is limited to 20% by volume ... Numerous /branched ketone/ solvent systems had to be reformulated to comply with Rule 66.

Applications · 3 items

DescriptionMIAK is a colorless liquid with a pleasant,fruity odor. Molecular weight = 114.21; Specific gravity(H2O:1) 5 0.81; Boiling point = 144℃; Freezing/Meltingpoint 5 2 74℃; Vapor pressure 5 5 mmHg at 20℃; Flashpoint 5 36.1℃ (cc); Autoignition temperature 5 191℃.Explosive limits: LEL 5 1.0% at 93.3℃; UEL 5 8.2% at93.3℃. Hazard Identification (based on NFPA-704 MRating System): Health 1, Flammability 2, Reactivity 0.Slightly soluble in water; solubility 5 0.5%.

Uses5-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.

General Description5-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.

Preparation methods

Preparation5-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.

Upstream & downstream products

Upstream raw materials

Silane, trimethyl[(4-methyl-1-methylenepentyl)oxy]-5-Methyl-2-hexanone oxime5-Methyl-3-hexen-2-oneEthyl 2-isobutylacetoacetateIsopentylmagnesium bromide solution 2 in diethyl ether5-Methyl-1-hexene

Downstream products

5-Methyl-2-hexanol2,5-Dimethyl-2-hexanol2-Amino-5-methylhexane7-Methyl-2,4-octanedione

Additional notes

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