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Home > Encyclopedia > Isodecyl acrylate

Isodecyl acrylate

Isodecyl acrylate structure

Isodecyl acrylate 

structure
  • CAS No:

    1330-61-6

  • Formula:

    C13H24O2

  • Chemical Name:

    Isodecyl acrylate

  • Synonyms:

    2-Propenoic acid,isodecyl ester;Acrylic acid,isodecyl ester;Isodecyl alcohol,acrylate;Isodecyl acrylate;SR 395;SR 396;Sartomer 395;Miramer M 130;EM 219;EM 219 (acrylate);Miramer 130;M 130;M 130 (ester);Sartomer SR 395;SR 395NS;Photomer 4810;EM 2191;FA 111A;IDAA;32073-49-7;1467079-46-4;1467081-67-9

  • Categories:

    Specialty Chemicals

Description

Liquid


Isodecyl acrylate is a colorless liquid with a weak odor. Floats on water. (USCG, 1999)|Liquid


Isodecyl acrylate is a colorless liquid with a weak odor. Floats on water. (USCG, 1999)

Isodecyl acrylate Basic Attributes

212.329

212.177628

215-542-5

WET3U98PW2

3082

DTXSID7027386

Colorless|Water-white liquid

2916129000

Characteristics

26.30000

5.39

Isodecyl acrylate is a colorless liquid with a weak odor. Floats on water. (USCG, 1999)

0.885 g/cm3 @ Temp: 20 °C

-100 °C

158 °C @ Press: 50 Torr

92.1±12.0 °C

1.439

Solubility in water: 0.010 lb/100 lb at 68 deg C

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/

0.023 mm Hg @ 25 deg C /Estimated/

Saturated vapor density= 0.02053 lb/cu ft @ 304 deg F

Weak acrylate

Henry's Law constant: 1.2X10-3 atm-cu m/mol @ 25 °C /Estimated/

React readily with electrophilic, free-radical, and nucleophilic agent /Acrylic acid and esters/|FP: -148 °F= -100 °C= 173 K; liq-water interfacial tension: (est) 30 dynes/cm= 0.003 n/m @ 20 °C; heat of polymerization: (est) -119 btu/lb= -66 cal/g= -2.8x10+5 J/kg; liquid heat capacity= 0.461 btu/lb-f @ 70 °F; liquid thermal conductivity= 1.048 btu-in/hr-sq ft-f at 70 °F; saturated vapor pressure= 0.792 lb/sq in @ 304 °F|Hydroxyl radical reaction rate constant: 2.2X10-11 cu cm/molecule-sec @ 25 °C /Estimated/

No rapid reaction with air. No rapid reaction with water.

Acrylates and Acrylic Acids

Polymerizable

ISODECYL ACRYLATE is an acrylate ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Polymerizes readily in the presence of heat and light generating much heat; reacts with strong oxidants. REF [Handling Chemicals Safely, 1980. p. 235]. Reaction is not violent (USCG, 1999).

HEAT OF COMBUSTION: (EST) -16,300 BTU/LB= -9,100 CAL/G= -380X10+5 J/KG

LATENT HEAT OF VAPORIZATION: 110 BTU/LB= 61 CAL/G= 2.6X10+5 J/KG

Safety Information

III

UN 3082 9

R38

S26;S36;S60;S61

Xi: Irritant;N: Dangerous for the environment;

P273-P305 + P351 + P338-P391-P501

H315-H319-H335-H410

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.

Behavior in Fire: May polymerize to gummy solid. Reaction is not violent. (USCG, 1999)

|Warning|H315 (35.7%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 735 companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. Avoid inhalation of asbestos dust. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)

Goggles or face shield; rubber gloves. (USCG, 1999)|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/|Protection required for safe handling of acrylic acid and esters commonly includes use of impervious gloves, shoe soles, and clothing; splash-proof goggles ... . /Acrylic acid & derivatives/

Extinguish with dry chemical, foam or carbon dioxide. Water may be ineffective on fire. Cool exposed containers with water.

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/

Marine pollutant

The lower molecular weight esters of acrylic acids are irritants to skin, eyes and mucous membranes. /Acrylic acid esters/

Toxicity

LD50 Rabbit dermal 3540 mg/kg|LD50 Rat oral 12 g/kg

Drug Information

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/

Inhalation causes mild irritation of nose and throat. Eyes are mildly irritated by vapor, more severely by liquid. Prolonged contact of liquid with skin may cause irritation. (USCG, 1999)

INHALATION: move to fresh air. EYES: flush with water for at least 15 min. after contact with liquid. SKIN: wipe off, wash well with soap and water. (USCG, 1999)

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/

/SIGNS AND SYMPTOMS/ Human signs and symptoms following ingestion of acrylic monomers include collapse, severe respiratory difficulties, and CNS stimulation. /Acrylates/|/SIGNS AND SYMPTOMS/ Allergic reactions have been reported for some acrylates. /Acrylates/

Isodecyl acrylate Use and Manufacturing

Methods of Manufacturing

The acrylates can be manufactured by a number of procedures. These include dehydration of the corresponding hydroxyalkanoic acid, saponification of the alkaline nitrile, catalytic hydration of acetylene and carbon monoxide, or the reaction of acetone with hydrocyanic acid. /Acrylates/|In ... propylene oxidation process acrolein is first formed by the catalytic oxidation of propylene vapor at high temp in the presence of steam. The acrolein is then oxidized to acrylic acid. ... The acrylic acid is esterified with alcohol to the ... acrylic ester in a separate process. /Acrylic ester monomers/

Uses

Intermediates


Ink, toner, and colorant products

Production

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

GRADES OR PURITY: 97.5+% /INHIBITED/|IN ABSENCE OF INHIBITOR, POLYMERIZATION WILL OCCUR, ESPECIALLY WHEN HEATED. INHIBITOR OF POLYMERIZATION: MONOMETHYL ETHER OF HYDROQUINONE, 25 PPM. /INHIBITED/

Paint and coating manufacturing|2-Propenoic acid, isodecyl ester: ACTIVE

Chemical assay is preferably performed by gas-liquid chromatography or by the conventional methods for determination of unsaturation such as bromination or addition of mercaptan, sodium bisulfide, morpholine, or mercuric acetate. /Acrylic acid & derivatives/|Retention times for acrylates were measured with 2 different columns (C18 corasil and C8 lichrosorb) using reverse-phase high pressure liq chromatography in order to obtain the partition coefficients of acrylates between 1-octanol and water (log p). /acrylates/

Computed Properties

Molecular Weight:212.33
XLogP3:5.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:10
Exact Mass:212.177630004
Monoisotopic Mass:212.177630004
Topological Polar Surface Area:26.3
Heavy Atom Count:15
Complexity:173
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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