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Isodecyl acrylate

HCID 14899
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1330-61-6
Standard SMILES
C=CC(=O)OCCCCCCCC(C)C
InChIKey
LVGFPWDANALGOY-UHFFFAOYSA-N
Molecular formula
C13H24O2
Average molar mass
212.33 g/mol
Monoisotopic mass
212.17763001

Overview

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

Names & identifiers

Preferred name
Isodecyl acrylate
IUPAC
8-methylnonyl prop-2-enoate
English name
ISODECYL ACRYLATE
Molecular formula
C13H24O2
Molecular weight
212.33

Names & synonyms

ISODECYL ACRYLATE1330-61-68-methylnonyl prop-2-enoate2-Propenoic acid, isodecyl ester8-methylnonyl acrylateiso-Decyl acrylateIsodecyl alcohol, acrylateAcrylic acid, isodecyl ester928714-73-2MFCD00080455WET3U98PW2Ageflex FA-10
Show more names
ISODAsCD163M 130MM130SCARIGHI/61SCARI1L-61053Miramer 130ageflexfa-10
DSSTox_CID_7386DSSTox_RID_78431Isodecyl propenoateDSSTox_GSID_27386CAS-1330-61-6HSDB 615EINECS 215-542-5UNII-WET3U98PW2

Database identifiers

CAS
1330-61-6、928714-73-2
PubChem CID
14899
DTXSID
DTXSID10859622
ChEMBL
CHEMBL3186945
UNII
WET3U98PW2
EC Number
215-542-5
Nikkaji
J34.505I

Properties

Computed structural propertiesFilling in

XLogP
5.3
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
10
Heavy atoms
15
Formal charge
0
Complexity
173

Experimental & physicochemical properties

PolymersPlastics & Rubber -> (Meth)acrylates
SpringerMaterials PropertiesDensity
LogPlog Kow = 5.07 /Estimated/
Odor · 2 items

Weak acrylate

Pungent, characteristic, very slightly nauseating

Density · 2 items

0.885 at 68 °F (USCG, 1999) - Less dense than water; will float

0.885 @ 20 °C

ViscosityLiquid viscosity: 2.300 cP @ 70 °C
Color/Form · 2 items

Colorless

Water-white liquid

Solubility · 2 items

Negligible in water, <0.01% @ 20 °C

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

Flash Point · 2 items

240 °F (USCG, 1999)

240 °F (open cup)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 4.2% (32 of 769) of reports.

Warning

H315 (37.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 769 reports by companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propenoic acid, isodecyl ester

2-Propenoic acid, isodecyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, isodecyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 05-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11766

Isodecyl acrylate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelClass 9
Fire HazardsBehavior in Fire: May polymerize to gummy solid. Reaction is not violent. (USCG, 1999)
Health HazardsInhalation 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)
Hazards Summary · 1 item

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

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/

Uses & manufacturing

Uses · 4 items

Used as reactive diluent (i.e. radiation curable coatings and adhesives) and for copolymerization; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

Reactive diluent in radiation curable coatings, adhesives, coatings, etc

Used for copolymerization

U.S. Imports(1983) 1.36x10+9 g /Acrylates & Acrylic Acid/
U.S. Production2023: 850,000 - <1,000,000 lb
Consumer UsesMonomers
Industry UsesPhotosensitive chemicals
Methods of Manufacturing · 2 items

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/

Formulations/Preparations · 2 items

GRADES OR PURITY: 97.5+% /INHIBITED/

Related reactions

2 records
New reaction record
HRID 104475 reaction equation
HRID 104475As productTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 258957 reaction equation
HRID 258957As productuspto-grants-1977_07

Compound notes

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Boiling Point · 2 items

158 °C @ 50 mm Hg

Polymerizes at boiling point; vapor pressure <0.01 mm Hg at 20 °C

DecompositionWhen heated to decomposition it emits acrid smoke and fumes.
Melting Point · 2 items

-148 °F (USCG, 1999)

-100 °C

Physicochemical properties

Melting point
-100 ℃ · -100℃
Boiling point
121 °C10 · 121 °C10 mm Hg(lit.)
Density
0.875 g/mL · 0.875 g/mL at 25 °C(lit.)
vapor pressure
3.61 Pa · 3.61Pa at 20℃
refractive index
20 · n20/D 1.442(lit.)
Flash point
223 °F · 223 °F
storage temp.
-20 °C · -20°C
solubility
soluble in Methanol
form
buffered aqueous solution
color
Colorless to Light yellow
biological source
rabbit
Viscosity
5 cp · 5 cp (25C)
Water Solubility
1.34 mg/L · 1.34mg/L at 20℃
InChI
1S/C13H24O2/c1-4-13(14)15-11-9-7-5-6-8-10-12(2)3/h4,12H,1,5-11H2,2-3H3
InChIKey
LVGFPWDANALGOY-UHFFFAOYSA-N
SMILES
CC(C)CCCCCCCOC(=O)C=C
LogP
5.55 · 5.55
CAS DataBase Reference
1330 · 1330-61-6
FDA UNII
3 U98PW2 · WET3U98PW2
EPA Substance Registry System
Isodecyl acrylate (1330-61-6)
UNSPSC Code
12352203 · 12352203
NACRES
41 · NA.41
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
315 · H315-H319-H335-H411
Precautionary statements
261 · P261-P264-P271-P273-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xi,N
Risk Statements
38 · 38-50/53
Safety Statements
26 · 26-36-61-60
RIDADR
3082 · UN 3082 9/PG 3
WGK Germany
2 · 2
RTECS
2190000 · AT2190000
TSCA
TSCA listed
HS Code
2916.12 · 2916.12.5050
HazardClass
9 · 9
PackingGroup
III
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
2 Eye · Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2STOT SE 3
Hazardous Substances Data
1330 · 1330-61-6(Hazardous Substances Data)
REACH Registrations
Active

May polymerize; A mild eye, nose, and throat irritant; [CAMEO] Repeated dose feeding studies of rats produced no significant adverse effects; [eChemPortal: HPVIS] Hazardous polymerization may occur; A skin irritant; [MSDSonline] See ACRYLIC RESINS (MONOMERS).

Reactive GroupAcrylates and Acrylic Acids
TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.
Reactivity AlertsPolymerizable
Reactivity Profile · 1 item

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).

DOT Hazard Classification · 2 items

Isodecyl acrylate

Marine pollutant

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and CategoriesSkin Irrit. 2 (37.1%)

Safety & protection

Fire FightingFire Extinguishing Agents Not to Be Used: Water may be ineffective.
First AidINHALATION: move to fresh air.
Fire Fighting ProceduresExtinguish with dry chemical, foam or carbon dioxide. Water may be ineffective on fire. Cool exposed containers with water.
Storage Conditions · 1 item

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/

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 1 item

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.

Preventive Measures · 1 item

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/

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE) · 3 items

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/

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Human Toxicity Excerpts · 2 items

/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/

Non-Human Toxicity Excerpts · 5 items

/LABORATORY ANIMALS: Acute Exposure/ Contact sensitivity was produced in guinea pigs with mono-, di-, and tri- acrylate compounds. /Mono-, di-, and tri- acrylate compounds/

/LABORATORY ANIMALS: Acute Exposure/ The acute toxicity of the acrylates decreases with increasing molecular weight. ...Acute inhalation of higher concentrations may cause /CNS depression/, salivation, and pronounced nasal, ocular, and pulmonary irritation or edema. Prolonged skin or eye contact may result in severe tissue damage. /Acrylates/

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ The pathology from single exposure is not particularly characteristic, contrary to repeated exposure effects, which include pulmonary congestion or hemorrhage and cloudy swelling and organ weight changes of the liver and kidney, reported following subchronic exposures to excessive concentrations. /Acrylates/

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Animal studies using rats revealed that some acrylates and methacrylates are embryotoxic. The doses of monomers used in the animal studies, however, were much higher than concentrations likely encountered by workers. /Acrylates and Methacrylates/

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Monomers of 5 methacrylate esters and acrylic acid /including isodecyl acrylate,/ were administered at 3 dose levels to female rats on days, 5, 10, and 15 of gestation. The incidences of resorptions, dead fetuses, gross abnormalities and skeletal malformations were presented for each of these groups /and/ were smaller (P</=0.01) than those of the untreated controls.

Antidote and Emergency Treatment · 2 items

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/

Non-Human Toxicity Values · 2 items

LD50 Rabbit dermal 3540 mg/kg

LD50 Rat oral 12 g/kg

Regulatory information

TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
AT2190000
ridadr
UN 3082 9/PG 3
hs_code
2916.12.5050
risk_code
38-50/53
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
hazard_code
Xi,N
safety_code
26-36-61-60
hazard_class
9
Storage Class
10 - Combustible liquids
packing_group
III
target organs
Respiratory system
Hazard statements
H315-H319-H335-H411
REACH Registrations
Active
Hazard Classifications
Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P271-P273-P302+P352-P305+P351+P338
Hazardous Substances Data
1330-61-6(Hazardous Substances Data)

IN ABSENCE OF INHIBITOR, POLYMERIZATION WILL OCCUR, ESPECIALLY WHEN HEATED. INHIBITOR OF POLYMERIZATION: MONOMETHYL ETHER OF HYDROQUINONE, 25 PPM. /INHIBITED/

General Manufacturing Information · 2 items

Miscellaneous Manufacturing

2-Propenoic acid, isodecyl ester: ACTIVE

Applications

UsesIDA monomers were doped with silica and gold nanoparticles for the preparation of amorphous chalcogenide-AuNP nanocomposite. ,

General DescriptionColorless liquid with a weak odor. Floats on water.