| Identification | More | [Name]
MESITYL OXIDE | [CAS]
141-79-7 | [Synonyms]
2-METHYL-2-PENTEN-4-ONE
4-METHYL-3-PENTEN-2-ONE
4-METHYL-3-PENTENE-2-ONE
AKOS BBS-00004339
FEMA 3368
ISOPROPYLIDENEACETONE
MESITYL OXIDE
METHYL ISOBUTENYL KETONE
(CH3)2C=CHC(=O)CH3
1-Methylpent-2-en-4-one
2,2-dimethylvinylmethylketone
2-Methyl-2-pentenone-4
2-Methyl-4-oxo-2-pentene
3-Isohexen-2-one
3-Penten-2-one,4-methyl-
4-methyl-3-butene-2-one
4-Methyl-3-penten-2-on
4-methyl-3-penten-2-on(dutch,german)
4-methyl-3-penten-2-one (mesityl oxide)
4-Methylpent-3-en-2-one | [EINECS(EC#)]
205-502-5 | [Molecular Formula]
C6H10O | [MDL Number]
MFCD00008900 | [Molecular Weight]
98.14 | [MOL File]
141-79-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Mesityl oxide is a clear, pale yellow, or colorless liquid with a strong peppermint odor. The odor threshold is 0.05 ppm. | [Melting point ]
−53 °C(lit.)
| [Boiling point ]
129 °C(lit.)
| [density ]
0.858 g/mL at 25 °C(lit.)
| [vapor pressure ]
10.5 hPa (20 °C) | [FEMA ]
3368 | [refractive index ]
n20/D 1.442(lit.)
| [Fp ]
87 °F
| [storage temp. ]
Flammables area | [solubility ]
30g/l | [form ]
Liquid, Free Of Suspended Matter | [color ]
Clear | [Specific Gravity]
0.86 | [Odor]
Strong; peppermint; honeylike. | [explosive limit]
1.4-10.1%(V) | [Odor Type]
vegetable | [Water Solubility ]
28 G/L (20 ºC) | [JECFA Number]
1131 | [Merck ]
14,5908 | [BRN ]
1361550 | [Henry's Law Constant]
(x 10-6 atm?m3/mol):
4.01 at 20 °C (approximate - calculated from water solubility and vapor pressure) | [Dielectric constant]
15.4（20℃） | [Exposure limits]
TLV-TWA 60 mg/m3 (15 ppm) (ACGIH),
10-h TWA 40 mg/m3 (10 ppm) (NIOSH);
STEL 100 mg/m3 (25 ppm); IDLH 5000
ppm. | [Stability:]
Light Sensitive | [LogP]
1.37 at 20℃ | [CAS DataBase Reference]
141-79-7(CAS DataBase Reference) | [NIST Chemistry Reference]
3-Penten-2-one, 4-methyl-(141-79-7) | [EPA Substance Registry System]
141-79-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S25:Avoid contact with eyes . | [OEB]
A | [OEL]
TWA: 10 ppm (40 mg/m3) | [RIDADR ]
UN 1229 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
SB4200000
| [Autoignition Temperature]
344 °C | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29141900 | [Safety Profile]
Poison by
intraperitoneal route. Moderately toxic by
ingestion. Mildly toxic by inhalation and skin
contact. Human systemic effects by
inhalation: conjunctiva irritation. This
compound is highly irritating to all tissues
on contact; its vapors also are irritating.
High concentrations are narcotic. It is
readdy absorbed through intact skin. Single
exposures tend to indicate that ths ketone
has greater acute and narcotic action than
isophorone. It can have harmful effects
upon the hdneys and liver, and may damage
the eyes and lungs to a serious degree.
Prolonged exposure can injure liver, kidneys,
and lungs. It can cause opaque cornea,
keratoconus, and extensive necrosis of
cornea. Dangerous fire hazard when
exposed to heat, sparks, or flame; can react
with oxidzing materials. Reacts violently
with 2-amino ethanol, chlorosulfonic acid,
ethylene diamine, HNO3, oleum, H2SO4. An
insect repellent. To fight fire, use alcohol
foam, CO2, dry chemical. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also KETONES. | [Hazardous Substances Data]
141-79-7(Hazardous Substances Data) | [Toxicity]
LD50 in mice (mg/kg): 710 ±85 intragastric; LC50 in mice (2 hr), rats (4 hr) (mg/m3): 10000 ±270, 9000 ±600 (Ismerov) | [IDLA]
1,400 ppm [10% LEL] |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Diacetone Alcohol-->2,6-Dimethyl-4-heptanone-->4-Methyl-3-penten-2-one oxime-->2-Pentanone, 4-chloro-4-methyl--->3,4-epoxy-4-methylpentan-2-one-->2-Heptanone, 4-hydroxy--->4-Methyl-4-(methylnitrosoamino)-2-pentanone-->4-METHYL-3-PENTEN-2-OL-->Ethoxyquin-->Phenetidine-->Cyclopropane, 2-bromo-1,1-dimethyl-3-methylene- | [Preparation Products]
ADS-->4,4-DIMETHYL-2-PENTANONE-->Delta Damascone-->Damascenone-->4-AMINO-4-METHYL-2-PENTANONE HYDROGENOXALATE-->2,2,3,3-tetramethylhexane-->2,2,4,4,6-pentamethyl-hexahydropyrimidine-->7-Quinolinol, 1-ethyl-1,2-dihydro-2,2,4-trimethyl- |
| Hazard Information | Back Directory | [General Description]
Mesityl oxide appears as a colorless, oily liquid with a pungent honey-like odor. Flash point 87 °F. Less dense than water and slightly soluble in water. Vapors heavier than air. Used in paint removers, as a solvent for plastics, and as an insect repellent. | [Reactivity Profile]
Mixing MESITYL OXIDE(141-79-7) in equal molar proportions with any of the following substances in a closed container caused the temperature and pressure to increase: 2-aminoethanol, chlorosulfonic acid, ethylene diamine, nitric acid, oleum, or sulfuric acid [NFPA 1991]. | [Air & Water Reactions]
Highly flammable. Slightly soluble in water | [Hazard]
Flammable, moderate fire risk. Toxic by
ingestion, inhalation, and skin absorption. Eye and
upper respiratory tract irritant, central nervous system impairment. | [Health Hazard]
Inhalation causes irritation of nose and throat, headache, dizziness, difficult breathing. Contact with liquid or concentrated vapor causes severe eye irritation. Liquid irritates skin. Ingestion causes irritation of mouth and stomach. | [Potential Exposure]
Mesityl oxide is used as a solvent for
cellulose esters and ethers and other resins in lacquers and
inks. It is used in paint and varnish removers and as an
insect repellent | [Fire Hazard]
Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR
if heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get
medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit | [Shipping]
UN1229 Mesitly oxide, Hazard Class: 3; Labels:
3-Flammable liquid.
| [Incompatibilities]
May form explosive mixture with air.
May be able to form explosive peroxides. May react
violently with nitric acid; aliphatic amines; alkanolamines, 2-
aminoethanol, ethylene diamine; chlorosulfonic acid; oleum
(fuming sulfuric acid). Not compatible with oxidizers, strong
acids; strong bases; reducing agents; halogens. Dissolves
some forms of plastics, resins and rubber. Attacks copper.
| [Chemical Properties]
Mesityl oxide is a clear, pale yellow, or colorless liquid with a strong peppermint odor. The odor threshold is 0.05 ppm. | [Waste Disposal]
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be observed. | [Physical properties]
Clear, pale yellow liquid with a strong, peppermint, or honey-like odor. Experimentally
determined detection and recognition odor threshold concentrations were 70 μg/m3 (17 ppbv) and
200 μg/m3 (50 ppbv), respectively (Hellman and Small, 1974). | [Occurrence]
Reported found in orange juice, baked potato, bell pepper, sauerkraut, tomato, crisp bread, parmesan cheese,
milk, chicken fat, hop oil, rum, coffee, tea, peanut, passion fruit, mushroom, tamarind, prickly pear, buckwheat, basil, elder flower,
rosemary, shrimp, nectarine, clam and maté | [Uses]
Mesityl oxide is used as a solvent for resins,gums, nitrocellulose, oils, lacquers, and inks;as an insect repellant; and in ore flotation.. | [Uses]
Solvent for nitrocellulose, many gums and resins, particularly vinyl resins. In lacquers, varnishes and enamels. In making methyl isobutyl ketone. | [Definition]
ChEBI: 4-Methyl-3-penten-2-one, 9CI is an olefinic compound. It is functionally related to an acrylic acid. | [Preparation]
By reacting acetone or diacetone alcohol with iodine or other dehydrating agent; by condensation of acetone over sulfonated polystyrene-divinylbenzene resin used as an ion exchange catalyst. | [Synthesis Reference(s)]
Tetrahedron Letters, 27, p. 3733, 1986 DOI: 10.1016/S0040-4039(00)83866-6 | [Chemical Reactivity]
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | [storage]
Color Code—Red: Flammability Hazard: Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Mesityl oxide 1715 Prior to working with this chemical you should be trained on its proper handling and storage. Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Store in tightly closed containers in a cool, well-ventilated area away from oxidizers, strong acids. See incompatibilities above. Where possible, automatically pump liquid from drums or other storage containers to process containers. | [Purification Methods]
Purify it by distillation, preferably in a vacuum or via the semicarbazone (m 165o) which is decomposed to pure ketone. The 2,4-dinitrophenylhydrazone (m 205-206o) crystallises from EtOH. [Johnson J Am Chem Soc 73 5888 1951, Johnson J Am Chem Soc 75 2720 1953, Erskine & Waight J Chem Soc 3425 1960, Beilstein 1 H 736, 1 I 382, 1 II 793, 1 III 2995, 1 IV 3471.] |
| Questions And Answer | Back Directory | [Description]
Mesity oxide(141-79-7) is a tri-functional intermediate of considerable utility in the synthesis of a number of different types of organic compounds, such as mesityl oxide can be hydrogenated to methyl isobutyl ketone and other flavor ingredients in foods, such as 4- methyl-pentanone. Mesityl oxide can be used as a solvent for resins, gums, nitrocellulose, oils, lacquers, and inks. It is also used as an insect repellant and used in ore flotation.
| [References]
[1] Pradyot Patnaik, A Comprehensive Guide to the Hazardous Properties of Chemical Substances, 3rd Edition, 2007
[2] Klaus Weissermel, and Hans-Jürgen Arpe, Industrial Organic Chemistry, 3rd Edition, 1997
[3] George A. Burdock, Fenaroli’s Handbook of Flavor Ingredients, 4th Edition, 2001
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