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2-METHYL-2,4-PENTANEDIOL= HEXYLENE GLYCOL
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
DESCRIPTION:
2-Methyl-2,4-pentanediol (MPD) is an organic compound with the formula
(CH3)2C(OH)CH2CH(OH)CH3.
2-Methyl-2,4-pentanediol is a chiral diol.
2-Methyl-2,4-pentanediol is produced industrially from diacetone alcohol by hydrogenation.
Total European and USA production was 15000 tonnes in 2000.
2-Methyl-2,4-pentanediol exists as two enantiomers, (4R)-(-) and (4S)-(+).
In the Protein Data Bank, the 3-letter code "MPD" refers to the (S)-(-) enantiomer, while "MRD" is used to refer to the (R)-(+) version.
Commercial products labeled "MPD" are usually the racemate, also sold as and referred to as "hexylene glycol"
2-Methyl-2,4-pentanediol (MPD) is a diol organic compound with a chiral carbon atom.
2-Methyl-2,4-pentanediol is a colorless liquid at room temperature and can be Diacetone alcohol is hydrogenated.
The appearance is colorless liquid with mild sweetness.
2-Methyl-2,4-pentanediol is miscible with water, soluble in ethanol, and soluble in most organic solvents.
Preparation of 2-Methyl-2,4-pentanediol:
Using 2000 L of diacetone alcohol as a raw material to synthesize isohexanediol by hydrogenation reduction, the specific process steps are:
Step 1: Start the vacuum pump to vacuum the raw material metering tank.
When the vacuum is greater than -0.06Mpa, close the exhaust valve, open the feed valve, mix 2000 L of diacetone alcohol raw material and 200ppm sodium bicarbonate and pump it in raw material metering tank.
Step 2: Open the vacuum valve on the reduction pot and pump the reduction pot to a vacuum of -0.1Mpa, then open the feed valve on the reduction pot, and add 2000 L of diacetone alcohol raw material and 200ppm sodium bicarbonate from the metering tank to the reduction pot, start the mixer to stir at the same time, add 95Kg of Raney nickel catalyst.
Step 3: Close the vacuum valve, open the nitrogen inlet valve, and inject nitrogen into the reduction pot.
After the pressure in the pot is increased to 0.6Mpa within 3 to 5 minutes, close the hydrogen inlet valve, open the vent valve, and reduce the pressure in the pot.
Reduce to normal pressure, repeat the above steps, re-inject nitrogen for replacement, and repeat this five times.
Step 4: When the nitrogen replacement in the third step is completed, close the vent valve, open the hydrogen inlet valve, and inject hydrogen into the reduction pot within 10-15 minutes.
When the pressure in the pot reaches 0.6Mpa, close the hydrogen inlet valve.
Open the vent valve, after the pressure in the pot drops to normal pressure, close the vent valve, repeat the above steps, re-inject hydrogen for replacement, and repeat this five times.
Step 5: After the hydrogen replacement, close the vent valve, open the hydrogen gas inlet valve, and inject hydrogen into the reduction pot.
Use hydrogen to make the pressure in the pot reach 1.9Mpa within 15 to 30 minutes, then close the hydrogen gas inlet valve and open it.
Jacketed steam valve, raise the temperature in the pot to 150°C, and adjust the stirring speed to 310r/min.
At this time, open the hydrogen gas inlet valve and control the temperature in the pot at 150°C.
On the basis of the stable temperature in the pot, Keep the hydrogen vapor pressure at 1.9Mpa for 4 hours, then close the hydrogen gas inlet valve and accurately record the current pressure in the boiler.
After 30 minutes, take a sample for gas chromatographic testing.
If the raw material content is less than 1% in the test result, it is qualified.
At this time, Close the jacketed steam valve and open the jacketed cooling water to reduce the temperature in the pot to normal temperature.
Then, open the vent valve to reduce the pressure in the pot to normal pressure.
Step 6: Stop the mixer and let it stand for 50 minutes, close the vent valve, open the nitrogen inlet valve, use nitrogen to increase the pressure in the pot to 0.6Mpa, close the nitrogen valve, open the empty valve, and slowly reduce the pressure in the pot to normal pressure.
And then repeat this step 5 times.
Step 7: Open the nitrogen valve and the feed valve of the distillation pot at the same time.
Use 0.8Mpa nitrogen to send the qualified materials to the filter for filtration.
The filtered materials are pumped into the crude isohexanediol storage tank, and then pressed to the distillation.
Distillation is carried out in the kettle, and the filtered catalyst is recycled; the finished product from the rectification is isohexanediol.
After the raw material of 2000 L diacetone alcohol is hydrogenated and reduced to synthesize, 1865Kg of isohexanediol product is obtained with a purity of 99.5%.
The mass yield is 99%.
After cooling, 2-Methyl-2,4-pentanediol is placed in the isohexanediol product storage tank.
The remaining by-products are mainly 29kg of 98% acetone, which can be sold as industrial acetone.
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
Uses of 2-Methyl-2,4-pentanediol:
2-Methyl-2,4-pentanediol exhibits both surfactant and emulsion-stabilizing properties.
Its relatively high viscosity and low volatility are advantageous in coatings, cleansers, cosmetics, solvents, and hydraulic fluids.
Although 2-Methyl-2,4-pentanediol is an irritant at higher concentrations, 2-Methyl-2,4-pentanediol is sometimes used in skin care, hair care, soap, and eye cosmetic products at concentrations ranging from 0.1% - 25%.
2-Methyl-2,4-pentanediol is biodegradable and unlikely to accumulate in the environment.
2-Methyl-2,4-pentanediol (MPD) is a fine chemical product with a wide range of uses, which can be used in pesticides, biochemical engineering, photosensitive materials, synthetic fragrances and other fields.
2-Methyl-2,4-pentanediol is a highly soluble high-grade organic solvent.
2-Methyl-2,4-pentanediol can be used as an additive in the production of metal surface treatment agents for rust and oil removal.
2-Methyl-2,4-pentanediol can also be used as a textile auxiliaries, as well as coatings and latex paints.
2-Methyl-2,4-pentanediol can also be used in cosmetics, as a pesticide stabilizer, but also as a daily chemical moisturizer, flavor and fragrance raw materials, hydraulic oil, high-temperature lubricating oil, brake oil, dry cleaning agent, printing ink, pigment dispersant, wood preservative etc.
As penetrant, emulsifier and antifreeze.
Hexylene Glycol is used as a reagent in the synthesis of functionalized boronic esters.
2-Methyl-2,4-pentanediol is used in laboratory studies as a precipitant and cryoprotectant in protein crystallography.
Also 2-Methyl-2,4-pentanediol is used in the preparation of vinylboronates.
2-Methyl-2,4-pentanediol is mainly used as a coupling agent and an additive to hydraulic fluids, inks and cement.
Further, 2-Methyl-2,4-pentanediol is used as a solvent for cleaning and colorant products.
2-Methyl-2,4-pentanediol is a potential substitute for glycol ethers.
2-Methyl-2,4-pentanediol is an effective shrinkage reduction admixture or SRA for concrete and mortar.
2-Methyl-2,4-pentanediol can also be used as a building block in chemical synthesis.
Hexylene glycol is a key solvent in many markets such as paints & coatings, metal working fluids, detergency, cosmetics & fragrances, textiles & leather.
2-Methyl-2,4-pentanediol is used to control the flow properties of industrial products such as paints, coatings, cleansers, solvents, and hydraulic fluids.
2-Methyl-2,4-pentanediol acts as a thickening agent in cosmetic products.
2-Methyl-2,4-pentanediol is also employed as a blood volume expander.
2-Methyl-2,4-pentanediol could be considered a solubilizer.
Fuel and lubricant additive; solvent in cosmetics; solvent in petroleum refining; coupling agent in hydraulic brake fluid and printing inks; gasoline anti-icer additive
2-Methyl-2,4-pentanediol serves as a coupling agent and an additive to hydraulic fluids, inks and cement.
Further, 2-Methyl-2,4-pentanediol is used as a solvent for cleaning and colorant products.
In addition to this, 2-Methyl-2,4-pentanediol is used in laboratory studies as a precipitant and cryoprotectant in protein crystallography.
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
Laboratory uses of 2-Methyl-2,4-pentanediol:
In the laboratory 2-Methyl-2,4-pentanediol is a common precipitant and cryoprotectant in protein crystallography.
Since hexylene glycol is compatible with polar and nonpolar molecules, 2-Methyl-2,4-pentanediol competes with the solvent in a crystallography experiment causing the protein to precipitate.
Hexylene glycol is so effective in protein crystallography because its amphiphilic nature and small, flexible structure allows it to bind to many different locations on a protein secondary structure including alpha helices and beta sheets.
When hexylene glycol binds to these different locations, water is removed and the protein crystals anneal, which prevents ice formation during cryocrystallography techniques.
Incorporation of hexylene glycol into solution has been known to improve the resolution of X-ray diffraction making protein structures easily identifiable.
Additionally hexylene glycol is not a strong denaturing agent and thus does not significantly alter the structure of a protein during the crystallography procedure.
Like related diols, 2-Methyl-2,4-pentanediol forms borate esters.
Production Methods of 2-Methyl-2,4-pentanediol:
2-Methyl-2,4-pentanediol is prepared commercially by the catalytic hydrogenation of diacetone alcohol .
2-Methyl-2,4-pentanediol is used as a chemical intermediate, a selective solvent in petroleum refining, a component of hydraulic fluids, a solvent for inks, and as an additive for cement .
Industrial exposure is likely to be from direct contact or from inhalation, particularly if the material is heated.
Chemical Properties of 2-Methyl-2,4-pentanediol:
2-Methyl-2,4-pentanediol is an oily colorless liquid with a mild sweet odor.
2-Methyl-2,4-pentanediol is an oxygenated solvent derived from acetone which has two alcohol functions.
2-Methyl-2,4-pentanediol has a low evaporation rate and it is completely miscible with water.
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
Properties of 2-Methyl-2,4-pentanediol:
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
Appearance: colourless liquid
Odor: mild, sweetish
Density: 0.92 g/mL
Melting point: −40 °C (−40 °F; 233 K)
Boiling point: 197 °C (387 °F; 470 K)
Solubility in water: miscible
Vapor pressure: 0.05 mmHg (20°C)
Hazards:
Flash point: 98.3 °C (208.9 °F; 371.4 K)
Explosive limits: 1.3%-7.4%
Molecular Weight: 118.17
XLogP3-AA: 0.3
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 2
Exact Mass: 118.099379685
Monoisotopic Mass: 118.099379685
Topological Polar Surface Area: 40.5 Ų
Heavy Atom Count: 8
Formal Charge: 0
Complexity: 68.9
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Color: Colorless
Boiling Point: 197°C
Quantity: 25mL
Formula Weight: 118.18
Physical Form: Clear Liquid at 20°C
Percent Purity: ≥99.0% (GC)
Store: Store under inert gas
Condition to Avoid: Air Sensitive,Hygroscopic
Flash point: 98 °C
Specific Gravity (20/20): 0.92
Refractive Index: 1.43
Solubility in water: Completely miscible
Solubility (soluble in): Ether,Alcohol
Water Solubility: 162.0 mg/mL
logP: 0.34
logP: -0.035
logS: 0.14
pKa (Strongest Acidic): 15.12
pKa (Strongest Basic): -2.5
Physiological Charge: 0
Hydrogen Acceptor Count: 2
Hydrogen Donor Count: 2
Polar Surface Area: 40.46 Å2
Rotatable Bond Count: 2
Refractivity: 32.89 m3•mol-1
Polarizability: 13.54 Å3
Number of Rings: 0
Bioavailability: 1
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
SAFETY INFORMATION ABOUT 2-Methyl-2,4-pentanediol:
Incompatibilities & Reactivities:
Strong oxidizers, strong acids [Note: Hygroscopic (i.e., absorbs moisture from the air).]
Exposure Routes:
inhalation, ingestion, skin and/or eye contact
Symptoms:
irritation eyes, skin, respiratory system; headache, dizziness, nausea, incoordination, central nervous system depression; dermatitis, skin sensitization
Target Organs:
Eyes, skin, respiratory system, central nervous system
Personal Protection/Sanitation
Skin:Prevent skin contact
Eyes:Prevent eye contact
Wash skin:When contaminated
Remove:When wet or contaminated
Change:No recommendation
Provide:Eyewash
First Aid:
Eye:Irrigate immediately
Skin:Water wash immediately
Breathing:Respiratory support
Swallow:Medical attention immediately
CAS Number: 107-41-5
European Community (EC) Number: 625-062-1
Chemical formula: C6H14O2
Molar mass: 118.176 g•mol−1
Synonyms Of 2-Methyl-2,4-pentanediol:
Depositor-Supplied Synonyms
99210-90-9
(4R)-2-METHYLPENTANE-2,4-DIOL
(R)-(-)-2-Methyl-2,4-pentanediol
(R)-(-)-2-Methyl-2,4-pentandiol
(R)-2-methyl-2,4-pentanediol
(R)-2-methylpentane-2,4-diol
Pinakon
64229-01-2
7-Methyl Atracurium Dimesylate (Mixture of Diastereomers)
MRD
2-Methylpentan-2,4-diol
hexylene-glycol
NSC 8098
1hty
2,4-Pentanediol, 2-methyl-, (4R)-
R-MPD
(R)-(-)-Hexylene glycol
4-Methyl-2,4-pentanediole
SCHEMBL123432
Pharmakon1600-01506161
ZINC3860897
MFCD00064275
NSC760381
AKOS005255882
NSC-760381
(.+/-.)-2-Methyl-2,4-pentanediol
CS-0325557
(R)-(-)-2-Methyl-2,4-pentanediol, 99%
.alpha.,.alpha.,.alpha.'-Trimethyltrimethylene glycol
Q63390520
