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Decylacrylat

Decyl acrylate

HCID 16541
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
2156-96-9
Standard-SMILES
C=CC(=O)OCCCCCCCCCC
InChIKey
FWLDHHJLVGRRHD-UHFFFAOYSA-N
Summenformel
C13H24O2
Durchschnittliche Molmasse
212,33 g/mol
Monoisotopische Masse
212,17763

Überblick

N-decyl acrylate is a liquid. Less dense than water and insoluble in water. Hence floats on water. (USCG, 1999)

Namen und Bezeichner

Bevorzugter Name
Decyl acrylate
IUPAC
decyl prop-2-enoate
Lokaler Name
Decylacrylat
Englischer Name
DECYL ACRYLATE
Summenformel
C13H24O2
Molmasse
212.33

Namen und Synonyme

DECYL ACRYLATEdecyl prop-2-enoaten-Decyl acrylate2-Propenoic acid, decyl esterDTXSID90448730LTY47V4RDHSDB 5130NSC 5929NSC-5929EINECS 218-462-9UNII-0LTY47V4RDBRN 1772028
Weitere Namen anzeigen
Acrylic acid decylacrylicacid,decylesterpropyleneacidecyl estern-Decyl acrylate, M-2232-propenoicacid,decylesterDecylacrylate(mixedisomers)Decyl acrylate,95%(stabilized with MEHQ)
AI3-03197DTXCID70248734-02-00-01467 (Beilstein Handbook Reference)nDecyl acrylateRefChem:1313522Propenoic acid, decyl esterDECYL ACRYLATE, STABILIZEDFWLDHHJLVGRRHD-UHFFFAOYSA-N

Datenbank-Bezeichner

CAS
2156-96-9
PubChem CID
16541
DTXSID
DTXSID9044873
ChEMBL
CHEMBL3187720
ChEBI
CHEBI:229422
UNII
0LTY47V4RD
EC Number
218-462-9
Nikkaji
J55.130I

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
5,1
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
11
Schwere Atome
15
Formalladung
0
Komplexität
164

Experimentelle und physikochemische Eigenschaften

Chemical ClassesReactive agents - 2nd degree
PolymersPlastics & Rubber -> (Meth)acrylates
SpringerMaterials PropertiesBoiling point
LogP5.46
Density · 3 Einträge

0.8781 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8781 at 20 °C/4 °C

Relative density (water = 1): 0.88

Solubility · 2 Einträge

VERY SLIGHTLY SOL IN WATER

Solubility in water: poor

Flash Point · 4 Einträge

260 °F (USCG, 1999)

227 °C

227 °C (OPEN CUP)

227 °C o.c.

Boiling Point · 2 Einträge

473 °F at 760 mmHg (est.) (USCG, 1999)

158 °C @ 50 MM HG

Melting Point · 2 Einträge

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 13.7% (32 of 233) of reports.

Warning

H315 (86.3%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 233 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Propenoic acid, decyl ester

2-Propenoic acid, decyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, decyl 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)

2-Propenoic acid, decyl ester: 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.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelClass 9
Fire Hazards · 2 Einträge

Special Hazards of Combustion Products: May contain acrid smoke and fumes including toxic acrylic acid, one of the most serious eye injury chemcials and a severe skin irritant.

Combustible.

Health HazardsINHALATION: Higher concentrations may cause pronounced pulmonary irritation or edema. Prolonged contact may cause severe damage to tissues. May be fatal if swallowed or absorbed through skin. (USCG, 1999)

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Research chemical; [HSDB]

RESEARCH CHEMICAL

U.S. Imports(1983) 1.36x10+9 g /Acrylates & Acrylic Acid/
U.S. Production · 3 Einträge

2023: 75,000 - <500,000 lb

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Consumption PatternsESSENTIALLY 100% AS A RESEARCH CHEMICAL
Consumer UsesMonomers
Industry UsesMonomers
Methods of Manufacturing · 2 Einträge

ACRYLATES CAN BE PREPARED BY ... DEHYDRATION OF THE CORRESPONDING HYDROXYALKANOIC ACID, SAPONIFICATION OF THE ALKENE 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... Hydroquinone or monomethyl ether hydroquinone are added to acrylic monomers to stabilize them ... . /Acrylic ester monomers/
General Manufacturing Information · 2 Einträge

Adhesive Manufacturing

2-Propenoic acid, decyl ester: ACTIVE

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Zugehörige Reaktionen

26
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 104839
HRID 104839als Produktals EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 260246
HRID 260246als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 613195
HRID 613195als Eduktuspto-grants-1999_12
Reaktionsgleichung von HRID 649721
HRID 649721als Eduktuspto-grants-2001_08
Reaktionsgleichung von HRID 649723
HRID 649723als Eduktuspto-grants-2001_08
Reaktionsgleichung von HRID 1018399
HRID 1018399als Eduktuspto-grants-2002_11
Reaktionsgleichung von HRID 1058493
HRID 1058493als Eduktuspto-grants-2003_02
Reaktionsgleichung von HRID 1058495
HRID 1058495als Eduktuspto-grants-2003_02
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less than 32 °F (USCG, 1999)

not available

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Refractive IndexIndex of refraction: 1.4400 at 20 °C/D
Physical Description · 4 Einträge

N-decyl acrylate is a liquid. Less dense than water and insoluble in water. Hence floats on water. (USCG, 1999)

Liquid

Liquid; [ICSC]

LIQUID.

Physikochemische Eigenschaften

Schmelzpunkt
-69 °C · -69°C (estimate)
Siedepunkt
158 °C · 158°C 50mm
Dichte
0 · 0,878 g/cm3
Brechungsindex
1.4363 · 1.4363 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Aggregatzustand
liquid
Farbe
Clear, colourless
EPA chemische Informationen
Decyl acrylate (2156-96-9)
Hazards SummaryA severe skin, eye, and respiratory tract irritant; Acrylates cause skin sensitization, but no data on this substance; [ICSC] A skin irritant and sensitizer; Harmful if inhaled; [MSDSonline]
Reactive GroupAcrylates and Acrylic Acids
EC ClassificationSymbol: Xi, N; R: 36/37/38-51/53; S: (2)-26-28-61; Note: A
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.
FIFRA Requirements · 1 Eintrag

/Polymers of acrylic acid esters/ are exempted from the requirements of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

N-DECYL ACRYLATE reacts exothermically with acids to give n-decyl alcohol and acrylic acid. May react vigorous with strong oxidizing acids and generate enough heat to ignite the reaction products. Interaction with caustic solutions also generates heat. Incompatible with alkali metals and hydrides. Polymerizes readily in the presence of heat and light generating much heat. [Handling Chemicals Safely, 1980. p. 250]. Burns to give acrid smoke and fumes that contain toxic acrylic acid, one of the most serious eye injury chemcials and a severe skin irritant.

DOT Hazard Classification · 2 Einträge

Decyl acrylate

Marine pollutant

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fire Extinguishing Agents: Small fires: dry chemical, CO2, water spray or foam; large fires: water spray, fog or foam. (USCG, 1999)

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest.

Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

First AidINHALATION: Move victim to fresh air. If breathing has stopped, give artificial respiration. If breathing is difficult, give oxygen.
Fire Fighting ProceduresWater or foam may cause frothing ... .
Storage Conditions · 1 Eintrag

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. ... The acrylic esters may be stored in mild or stainless steel, or aluminum. /Acrylic acid & derivatives/

Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Not appl (USCG, 1999)
Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage DisposalPersonal protection: protective clothing. Collect leaking and spilled liquid in covered containers as far as possible.
Preventive Measures · 3 Einträge

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.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Eye PreventionWear safety goggles or eye protection in combination with breathing protection.
Fire PreventionNO open flames.

Toxikologische Informationen

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Signs and Symptoms · 4 Einträge

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Abdominal cramps. Burning sensation. Diarrhoea.

Human Toxicity Excerpts · 1 Eintrag

THE TOXICITY OF THE ACRYLATES DECREASES WITH INCREASING MOLECULAR WEIGHT. ... HUMAN SIGNS & SYMPTOMS FOLLOWING INGESTION OF ACRYLIC MONOMERS INCL COLLAPSE, SEVERE RESPIRATORY DIFFICULTIES, & CNS STIMULATION. INHALATION OF HIGHER CONCN MAY CAUSE MARKED IRRITATION, SALIVATION, CONJUNCTIVAL IRRITATION, & PRONOUNCED PULMONARY IRRITATION OR EDEMA. PROLONGED SKIN OR EYE CONTACT MAY RESULT IN SEVERE TISSUE DAMAGE. THE PATHOLOGY FROM SINGLE EXPOSURE IS CONTRARY TO REPEATED EXPOSURE EFFECTS, WHICH INCL PULMONARY CONGESTION OR HEMORRHAGE & CLOUDY SWELLING OF LIVER & KIDNEY. /ACRYLATES/

Non-Human Toxicity Excerpts · 2 Einträge

Acrylic acid decyl ester (mixed isomers) has been tested externally on the eyes of rabbits & ... rated 1 on scale of 1 to 10 according to the degree of injury observed after 24 hr. The most severely injurious substances have been rated 10. /Mixed isomers/

Contact sensitivity was produced in Guinea pigs with mono-, di-, and tri- acrylate compounds. /Mono-, di-, and tri- acrylate compounds/

Regulatorische Informationen

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.
FIFRA Requirements · 1 Eintrag

/Polymers of acrylic acid esters/ are exempted from the requirements of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Sicherheitsdaten

tsca
TSCA listed
ridadr
3082
hs_code
2916120090
risk_code
36/37/38-51/53
hazard_code
Xi,N
safety_code
26-28-61
Giftige Stoffe Daten
2156-96-9(Hazardous Substances Data)
1-(Allyloxy)decan1-oxacyclotetradecan-2-one1,15-Dioxacyclooctacosane-14,28-dioneSodium decylate1,10-Decanediol10-Iodo-1-decanol10-BromdecanolAcetylen2-Propensäureacrylic acid methyl ester1-Decanol