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Isobornyl methacrylate

Isobornyl methacrylate structure

Isobornyl methacrylate 

structure
  • CAS No:

    7534-94-3

  • Formula:

    C14H22O2

  • Chemical Name:

    Isobornyl methacrylate

  • Synonyms:

    2-Propenoic acid,2-methyl-,(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester,rel-;Methacrylic acid,isobornyl ester;2-Propenoic acid,2-methyl-,1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester,exo-;Isoborneol methacrylate;Isobornyl methacrylate;SR 423;Light Ester IB-X;Acryester IBX;SR 423A;IBXMA;NK Ester IB;Ageflex IBOMA;Sipomer IBOMA;Eternal EM 90;EM 90;Light Ester IB-XM;IBOMA;Photomer 2012;Visiomer Terra IBOMA;Visiomer IBOMA;Sarbio 6105;SR 423D;7390-97-8;1271432-81-5;1467081-31-7

  • Categories:

    Cosmetic Ingredient  >  Film Forming

Description

CLEAR COLORLESS TO YELLOW LIQUID


Liquid

Isobornyl methacrylate Basic Attributes

222.32

222.32

231-403-1

DTXSID9027653

2916140000

Characteristics

26.3

log Kow = 4.76 /Estimated/

Clear colorless to yellow Liquid

0.980 g/cm3 @ Temp: 25 °C

-60 °C

112-117 °C @ Press: 2.5 Torr

225 °F

1.488

H2O: negligible soluble

Store in a cool, dry place. Keep container closed when not in use.

0.11 mm Hg @ 25 °C /Estimated/

Henry's Law constant: 2.4X10-4 atm-cu m/mol @ 25 °C /Estimated/

Hydroxyl radical reaction rate constant: 2.6X10-11 cu cm/molecule-sec @ 25 °C /Estimated/

Safety Information

NONH for all modes of transport

2

36/37/38

26-36

Xi

Storage of this product at elevated temperatures (>30 °C or >85 °F) reduces the shelf-life. The typical shelf-life for this product is 12 months. /Formulation >99% Isobornyl methacrylate/

P273

H412

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.

Acrylic and modified acrylic plastics, semirigid and rigid. Isobornyl methacrylate is a minor monomer limited to use only in plastic articles intended for repeated use in contact with food.

|Warning|H315 (84.64%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 1245 companies from 33 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.

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. /Acrylates andMethacrylates/

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/

Isobornyl 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/|TRANSESTERIFICATION OR ESTERIFICATION OF ISOBORNEOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID; REACTION OF METHACRYLIC ACID WITH CAMPHENE.

Uses

Mitiglinide Calcium intermediate


Intermediates

Production

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

NORSOCRYL(R) Isobornyl methacrylate: >99% Isobornyl methacrylate and 100 ppm monomethyl ether of hydroquinone (MEHQ).

2-Propenoic acid, 2-methyl-, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-, homopolymer: ACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).|Adhesive manufacturing|2-Propenoic acid, 2-methyl-, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-: ACTIVE|METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/

RETENTION TIMES FOR ACRYLATES & METHACRYLATES WERE MEASURED WITH 2 DIFFERENT COLUMNS (C18 CORASIL & C8 LICHROSORB) USING REVERSE-PHASE HIGH PRESSURE LIQ CHROMATOGRAPHY IN ORDER TO OBTAIN PARTITION COEFFICIENTS OF ACRYLATES AND METHACRYLATES BETWEEN 1-OCTANOL AND WATER (LOG P). /ACRYLATES & METHACRYLATES/|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:222.32
XLogP3:4.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:222.161979940
Monoisotopic Mass:222.161979940
Topological Polar Surface Area:26.3
Heavy Atom Count:16
Complexity:343
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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