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Home > Encyclopedia > Hexadecyl methacrylate

Hexadecyl methacrylate

Hexadecyl methacrylate structure

Hexadecyl methacrylate 

structure
  • CAS No:

    2495-27-4

  • Formula:

    C20H38O2

  • Chemical Name:

    Hexadecyl methacrylate

  • Synonyms:

    2-Propenoic acid,2-methyl-,hexadecyl ester;Methacrylic acid,hexadecyl ester;1-Hexadecanol,methacrylate;Cetyl methacrylate;Hexadecyl methacrylate;Hexadecyl 2-methyl-2-propenoate;Blemmer CMA;Palmityl methacrylate;n-Hexadecyl methacrylate

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Liquid


Liquid

Hexadecyl methacrylate Basic Attributes

310.51500

310.51

219-672-3

CK8I60B77H

DTXSID5027485

2916140000

Characteristics

26.30000

6.58700

Liquid

0.8612 g/cm3 @ Temp: 20 °C

15°C

190-191 °C @ Press: 5 Torr

168.8ºC

1.45

The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temp must be kept low to minimize formation of peroxides and other products. Moisture may cause rust-initiated polymerization. /Acrylic acid & derivatives/

1.02X10-4 mm Hg @ 25 deg C (Extrapolated)

Henry's Law constant: 5.0X10-2 atm-cu m/mol @ 25 °C /Estimated/

Hydroxyl radical reaction rate constant: 4.0X10-11 cu cm/molecule-sec @ 25 °C /Estimated/

Safety Information

R36/37/38

26-36/37/39

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

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.

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 360 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /acrylic acid and derivatives/

... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Methacrylates are slightly to severely irritating to skin and eyes and are considered potential skin sensitizers. /Methacrylic acid & derivatives/

Drug Information

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme A derivative, which then enters the normal lipid metabolism. /Methacrylates/|Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity. /Methacrylates/

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Hexadecyl methacrylate Use and Manufacturing

Methods of Manufacturing

The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol. /Methacrylic esters/

Uses

Intermediates


Adhesives and sealants

Production

1,000,000 - 10,000,000 lb

Adhesive manufacturing|2-Propenoic acid, 2-methyl-, hexadecyl ester: ACTIVE

Thin-layer chromatography (TLC), polarography, and spectrometry are used for soln measurements. Methacrylates in air have been analyzed by TLC, polarography, and colorimetry. Polarography has been used for determination of any residual monomer in the polymer. /Methacrylic acid & derivatives/

Computed Properties

Molecular Weight:310.5
XLogP3:9.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:17
Exact Mass:310.287180451
Monoisotopic Mass:310.287180451
Topological Polar Surface Area:26.3
Heavy Atom Count:22
Complexity:271
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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