Basic information Application Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Alcohols,Phenols,Phenol alcohols >  cyclitols >  Diacetone Alcohol

Diacetone Alcohol

Basic information Application Safety Supplier Related

Diacetone Alcohol Basic information

Product Name:
Diacetone Alcohol
Synonyms:
  • Diacetone Alcohol 〔4-Hydroxy-4-methyl-2-pentanone〕
  • (CH3)2C(OH)CH2C(O)CH3
  • 2-Hydroxy-2-methyl-4-pentanone
  • 2-Methyl-3-pentanol-4-one
  • 2-Methylpentan-2-ol-4-one
  • 2-Pentanone, 4-hydroxy-4-methyl-
  • 4-hydroxy-4-methyl-2-pentanon
  • 4-hydroxy-4-methyl-2-pentanone(diacetonealcohol)
CAS:
123-42-2
MF:
C6H12O2
MW:
116.15828
EINECS:
204-626-7
Product Categories:
  • -
  • Organic solvents
  • Industrial/Fine Chemicals
  • Building Blocks
  • C3 to C6
  • Carbonyl Compounds
  • Chemical Synthesis
  • Ketones
  • Organic Building Blocks
Mol File:
123-42-2.mol
More
Less

Diacetone Alcohol Chemical Properties

Melting point:
-42.8 °C
Boiling point:
166 °C(lit.)
Density 
0.938 g/mL at 20 °C
vapor density 
4 (vs air)
vapor pressure 
<1 mm Hg ( 20 °C)
refractive index 
n20/D 1.423(lit.)
Flash point:
132 °F
storage temp. 
Store below +30°C.
solubility 
Soluble in alcohol, ether (Weast, 1986), and many other solvents, particular ketones such as acetone and 2-butanone.
pka
14.57±0.29(Predicted)
form 
Liquid
color 
Clear colorless
Odor
Mild, pleasant.
explosive limit
1.8-6.9%(V)
Water Solubility 
MISCIBLE
λmax
249nm(lit.)
Merck 
14,2964
BRN 
1740440
Exposure limits
TLV-TWA 240 mg/m3 (50 ppm) (ACGIH); IDLH 2100 ppm (NIOSH).
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents, amines, ammonia, strong acids, strong bases, alkalies, aluminium.
CAS DataBase Reference
123-42-2(CAS DataBase Reference)
NIST Chemistry Reference
4-Hydroxy-4-methylpentan-2-one(123-42-2)
EPA Substance Registry System
2-Pentanone, 4-hydroxy-4-methyl-(123-42-2)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36-R36
Safety Statements 
24/25-S24/25
RIDADR 
UN 1148 3/PG 3
WGK Germany 
1
RTECS 
SA9100000
9
Autoignition Temperature
640 °C
TSCA 
Yes
HSCode 
2914 40 10
HazardClass 
3
PackingGroup 
III
Hazardous Substances Data
123-42-2(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 4.0 g/kg (Smyth)

MSDS

More
Less

Diacetone Alcohol Usage And Synthesis

Application

Diacetone alcohol is available in two grades: a commercial grade containing 15% acetone and an acetone-free grade. Both solvent grades of diacetone alcohol may acquire a yellow color on aging; both are good solvents for nitrocellulose, cellulose esters, and several other types of resins. The much slower evaporating diacetone alcohol is similar to acetone in its solvency. It is used in brushing-type cellulose ester lacquers to produce hard and brilliant gloss films. Diacetone alcohol is also used as lacquer thinner and in coating compositions for paper and textiles. Mesityl oxide, the unsaturated medium boiling point ketone that is prepared by the dehydration of diacetone alcohol, will darken and form a solid residue on aging.

Chemical Properties

colourless liquid

Chemical Properties

Diacetone alcohol is a colorless liquid. Mild, mint odor.

Physical properties

Clear, watery, flammable liquid with a mild, pleasant, characteristic odor similar to 2-butanone or the pentanones. Experimentally determined detection and recognition odor threshold concentrations were 1.3 mg/m3 (270 ppbv) and 5.2 mg/m3 (1.1 ppmv), respectively (Hellman and Small, 1974).

Uses

Solvent for cellulose acetate, nitrocellulose, celluloid, fats, oils, waxes, resins. As a preservative in pharmaceutical preparations. In some antifreeze solutions and in hydraulic fluids.

Uses

4-Hydroxy-4-methyl-2-pentanone is used asa solvent for nitrocellulose, cellulose acetate,resins, fats, oils, and waxes; and in hydraulicfluids and antifreeze solutions..

Definition

ChEBI: A beta-hydroxy ketone formed by hydroxylation of 4-methylpentan-2-one at the 4-position. It has been isolated from Achnatherum robustum.

General Description

A clear colorless liquid with a pleasant odor. Flash point below 141°F. Less dense than water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

Acetyl bromide reacts violently with alcohols or water, [Merck 11th ed., 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid, [Chem. Eng. News 45(43):73(1967); J, Org. Chem. 28:1893(1963)]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites, [NFPA 491 M, 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Health Hazard

Vapor is irritating to the mucous membrane of the eye and respiratory tract. Inhalation can cause dizziness, nausea, some anesthesia. Very high concentrations have a narcotic effect. The liquid is not highly irritating to the skin but can cause dermatitis.

Health Hazard

4-Hydroxy-4-methyl-2-pentanone is a mildirritant and a strong narcotic. It can causeirritation in the eyes, nose, throat, and skin.The effect on humans, however, is mild at100 ppm concentration.
Animal experiments indicated that it couldproduce sleep after a period of restlessnessand excitement. The symptoms of its toxicity are a marked decrease in breathing andblood pressure, and relaxation of the muscles. Ingestion of this compound in highdoses can damage corneal tissue and liver.The oral toxicity in rats was very low, witha LD50 value of 4000 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.

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.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mddly toxic by skin contact. Human systemic effects by inhalation: headache, nausea or vomiting, eye and pulmonary changes. A skin, mucous membrane, and severe eye irritant. Can cause anemia and damage to liver and hdneys. Narcotic in high concentration. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. Explosive in the form of vapor when exposed to heat or flame. To fight fire, use alcohol foam, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

Potential Exposure

It is used as a solvent for pigments, cellulose esters; oils and fats. It is used in hydraulic brake fluids and in antifreeze formulations.

Environmental Fate

Biological. Using the BOD technique to measure biodegradation, the mean 5-d BOD value (mM BOD/mM diacetone alcohol) and ThOD were 3.67 and 45.9%, respectively (Vaishnav et al., 1987).
Photolytic. Grosjean (1997) reported a rate constant of 4.0 x 10-12 cm3/molecule?sec at 298 K for the reaction of OH radicals in the atmosphere. Based on a OH concentration of 1.0 x 106 molecule/cm3, the reported half-life of diacetone alcohol is 2.0 d (Grosjean, 1997).

Shipping

UN1148 Diacetone alcohol, Hazard Class: 3; Labels: 3-Flammable liquid.

Purification Methods

The pentanone loses water when heated. It can be dried with CaSO4, then fractionally distilled under reduced pressure. [Beilstein 1 IV 403.]

Incompatibilities

Vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, perox- ides, permanganates, perchlorates, chlorine, bromine, fluo- rine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinera- tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Diacetone AlcoholSupplier

J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833
Email
jkinfo@jkchemical.com;market6@jkchemical.com;
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
+86-(0)21-61259100(Shanghai) +86-(0)755-86170099(ShenZhen) +86-(0)10-62670440(Beijing)
Email
sh@meryer.com
Alfa Aesar
Tel
400-610-6006; 021-67582000
Email
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Email
Sales-CN@TCIchemicals.com
Energy Chemical
Tel
021-58432009 / 400-005-6266
Email
info@energy-chemical.com