110-12-3 Usage
Chemical Properties
MIAK is a colorless liquid with a pleasant,
fruity odor.
Application
Methyl isoamyl ketone (MIAK) is used asa solvent for polymers, cellulose esters, nitrocellulose, cellulose acetatebutyrate, andacrylics, and vinyl copolymers.
Uses
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.
Definition
ChEBI: 5-methyl-2-hexanone is a ketone.
Preparation
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.
General Description
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.
Air & Water Reactions
Flammable. Slightly soluble in water.
Reactivity Profile
Ketones, such as 5-Methyl-2-hexanone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.
Hazard
Moderate fire risk. Central nervous systemimpairment and upper respiratory tract irritant.
Health Hazard
Different sources of media describe the Health Hazard of 110-12-3 differently. You can refer to the following data:
1. Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.
2. Exposure to MIAK can produce a strongnarcotic effect and irritation of the eyes andrespiratory tract. The oral toxicity, however,was found to be low in rats: 1670 mg/kg.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Profile
Moderately toxic by
ingestion and intraperitoneal routes. Mildly
toxic by inhalation and skin contact. A
flammable liquid when exposed to heat,
flame, or oxidzers. To fight fire, use dry
chemical, CO2, foam, fog. When heated to
decomposition it emits acrid smoke and
irritating fumes.
Potential Exposure
MIAK is used as a solvent for
cellulose esters, acrylics, and vinyl copolymers.
Shipping
UN23025-Methylhexan-2-one, Hazard Class: 3;
Labels: 3-Flammable liquid.
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, nitrated amines, azo,
diazo, azido compounds, carbamates, organic cyanates.
Attacks some plastics and coatings
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.
Check Digit Verification of cas no
The CAS Registry Mumber 110-12-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 110-12:
(5*1)+(4*1)+(3*0)+(2*1)+(1*2)=13
13 % 10 = 3
So 110-12-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6H2/t8-/m0/s1
110-12-3Relevant articles and documents
6,6′-Dihydroxy terpyridine: A proton-responsive bifunctional ligand and its application in catalytic transfer hydrogenation of ketones
Moore, Cameron M.,Szymczak, Nathaniel K.
, p. 400 - 402 (2013)
The ligand 6,6′-dihydroxy terpyridine (dhtp) is presented as a bifunctional ligand capable of directing proton transfer events with metal-coordinated substrates. Solid-state analysis of a Ru(ii)-dhtp complex reveals directed hydrogen-bonding interactions of the hydroxyl groups of dhtp with a Ru-bound chloride ligand. The utility of dhtp was demonstrated by chemoselective transfer hydrogenation of ketones.
Unusual Regioselectivity in the Hydroboration of 5-Methyl-2-hexyne
Slayden, Suzanne W.
, p. 2908 - 2910 (1980)
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Simultaneous Preparation of (S)-2-Aminobutane and d -Alanine or d -Homoalanine via Biocatalytic Transamination at High Substrate Concentration
Li, Jianjiong,Wang, Yingang,Wu, Qiaqing,Yao, Peiyuan,Yu, Shanshan,Zhu, Dunming
supporting information, (2022/03/01)
(S)-2-Aminobutane, d-alanine, and d-homoalanine are important intermediates for the production of various active pharmaceutical ingredients and food additives. The preparation of these small chiral amine or amino acids with high water solubility still demands searching for efficient methods. In this work, we identified an ω-transaminase (ω-TA) from Sinirhodobacter hungdaonensis (ShdTA) that catalyzed the kinetic resolution of racemic 2-aminobutane at a concentration of 800 mM using pyruvate as the amino acceptor, leading to the simultaneous isolation of enantiopure (S)-2-aminobutane and d-alanine in 46% and 90% yield, respectively. In addition, (S)-2-aminobutane (98% ee) and d-homoalanine (99% ee) were isolated in 45% and 93% yield, respectively, in the kinetic resolution of racemic 2-aminobutane at a concentration of 400 mM coupled with deamination of l-threonine by threonine deaminase. We thus developed a biocatalytic process for the practical synthesis of these valuable small chiral amine and d-amino acids.
Carbonylation of tertiary carbon radicals: synthesis of lactams
Yin, Zhiping,Zhang, Zhuan,Zhang, Youcan,Dixneuf, Pierre H.,Wu, Xiao-Feng
supporting information, p. 4655 - 4658 (2019/05/09)
Herein, we disclose an interesting iron-catalyzed approach for the carbonylation of a tertiary carbon radical. The tertiary carbon radical generated from a 1,5-hydrogen atom transfer can be captured by CO gas smoothly. Various six-membered lactams were constructed chemo-selectively in high yields.
Efficient Palladium(0) supported on reduced graphene oxide for selective oxidation of olefins using graphene oxide as a ‘solid weak acid’
Gao, Xi,Zhou, Jianhao,Peng, Xinhua
, p. 73 - 78 (2019/02/06)
Selective oxidation of olefin derivatives to ketones has made innovative development over palladium(0) supported on reduced graphene oxide. Compared to traditional Wacker oxidation, the novel method offers an economical and environment-friendly option by using graphene oxide (GO) as a ‘solid weak acid’ instead of classical homogeneous catalysts like H2SO4 and CF3COOH. X-ray diffraction, X-ray photoelectron spectroscopy, scanning electron microscope and transmission electron microscopy images of Pd0/RGO showed that the nanoscaled Pd particles generated at the flake structure of reduced graphene oxide. Under optimized condition, up to 44 kinds of ketones with different structures can be prepared with excellent yields.
