2-Ethoxyethyl acrylate

HCID 7827

Basic information

CAS
106-74-1
Standard SMILES
C=CC(=O)OCCOCC
InChIKey
FWWXYLGCHHIKNY-UHFFFAOYSA-N
Molecular formula
C7H12O3
Average molar mass
144.17 g/mol
Monoisotopic mass
144.07864424

Names & identifiers

Preferred name
2-Ethoxyethyl acrylate
IUPAC
2-ethoxyethyl prop-2-enoate
English name
2-Ethoxyethyl acrylate
Molecular formula
C7H12O3
Molecular weight
144.17

Names & synonyms

2-ETHOXYETHYL ACRYLATEEthoxyethyl acrylateEthylene glycol monoethyl ether acrylate2-Ethoxyethyl 2-propenoate2-Propenoic acid, 2-ethoxyethyl esterAcrylic acid, 2-ethoxyethanol ester2-Ethoxyethyl-2-propenoateHSDB 53732-Ethoxyethylester kyseliny akryloveAI3-15741 (USDA)EINECS 203-429-32-Propenoic acid-2-ethoxyethyl ester
Show more names
ai3-15741(usda)cellosolveacrylateCellosolve acrylateethoxyethylacrylate5-ethoxy-2-pentenoateETHOXY-S-ETHYLACRYLATE2-ethoxy-ethanoacrylateacrylatede2-ethoxyethyle
NSC 72733UNII-32X1O435SVBRN 1756600AI3-157412-Ethoxyethylester kyseliny akrylove [Czech]NSC-72733DTXSID30515452-ETHOXYETHYL ACRYLATE [HSDB]

Database identifiers

CAS
106-74-1
PubChem CID
7827
DTXSID
DTXSID3051545
UNII
32X1O435SV
EC Number
203-429-3
Nikkaji
J33.798F

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
35.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
6
Heavy atoms
10

Experimental & physicochemical properties

PolymersPlastics & Rubber -> (Meth)acrylates
Density0.983 at 20 °C
Flash Point66 °C
Boiling Point174 °C
DecompositionWhen heated to decomp it emits acrid smoke & fumes.
Melting Point-47 °C

Physicochemical properties

Melting point
-47 °C · -47°C
Boiling point
65 °C · 65°C 16mm
Density
0.982 g/mL · 0.982 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.427(lit.)
Flash point
65 °C · 65°C
storage temp.
2 · Storage temp. 2-8°C

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H227: Combustible liquid [Warning Flammable liquids]

Hazard information

Hazards SummaryA skin irritant; Severely irritating to eyes; [SAX] A severe irritant; [MSDSonline] See ACRYLIC RESINS (MONOMERS).
Hazard Classes and Categories · 2 items

Acute Tox. 4 (100%)

Flammable liquids - Category 4

Skin, Eye, and Respiratory Irritations · 2 items

THE LOWER-MOL-WT ESTERS OF ACRYLIC ACIDS ARE IRRITANTS TO SKIN, EYES, & MUCOUS MEMBRANES. /ACRYLIC ACID ESTERS/

A skin and severe eye irritant.

Safety & protection

Exposure Control and Personal Protection1.0 [ppm]
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. ... The acrylic esters may be stored in mild or stainless steel, or aluminum. /Acrylic acid & derivatives/

Disposal Methods · 1 item

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.

Preventive Measures · 3 items

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.

Personal Protective Equipment (PPE) · 2 items

SUITABLE PROTECTIVE CLOTHING & SELF-CONTAINED RESP PROTECTIVE APPARATUS SHOULD BE AVAILABLE FOR USE OF THOSE WHO MAY HAVE TO RESCUE PERSONS OVERCOME BY FUMES. /ACRYLIC ACID & 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 · 1 item

THE ACUTE TOXICITY OF THE ACRYLATES DECREASES WITH INCREASING MOLECULAR WEIGHT. ... HUMAN SIGNS & SYMPTOMS FOLLOWING INGESTION OF ACRYLIC MONOMERS INCL COLLAPSE, SEVERE RESPIRATORY DIFFICULTIES, & CNS STIMULATION. ACUTE 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 NONSPECIFIC, CONTRARY TO REPEATED EXPOSURE EFFECTS, WHICH INCL PULMONARY CONGESTION OR HEMORRHAGE & CLOUDY SWELLING OF LIVER & KIDNEY. /ACRYLATES/

Non-Human Toxicity ExcerptsContact sensitivity was produced in guinea pigs with mono-, di-, and tri- acrylate compounds. /Mono-, di-, and tri- acrylate compounds/
Antidote and Emergency Treatment · 2 items

Basic treatment: Establish a patent airway. Suction if necessary. Encourage patient to take deep breaths. Watch for signs of respiratory insufficiency and assist ventilations if necessary. 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 ... . /Irritating materials/

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. Early intubation at the first sign of upper airway obstruction may be necessary. Positive-pressure ventilation techniques with a bag-valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /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 ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Irritating materials/

Toxicity DataLCLo (rat) = 500 ppm/4h
Non-Human Toxicity Values · 2 items

LD50 Rat oral 1070 mg/kg

LD50 Rabbit skin 1010 mg/kg

Safety data

tsca
TSCA listed
rtecs
AS9800000
ridadr
UN 2810 6.1/PG 2
risk_code
36/37/38-51/53
Signal word
Danger
Symbol(GHS)
GHS02,GHS07

Chemistry & industry

Pharmacology

Metabolism/MetabolitesTHE AVAILABLE DATA INDICATE THAT ... /LOW MOLECULAR WEIGHT OXYGENATED ACRYLATES/ ARE READILY SAPONIFIED AND METABOLIZED IN THE MAMMALIAN SYSTEM. /OXYGENATED ACRYLATES/

Uses & manufacturing

Uses · 4 items

Used as monomer for specialty elastomers such as adhesives and laminates; [HSDB]

Working with Glues and Adhesives [Category: Other]

MONOMER FOR SPECIALTY ELASTOMERS-EG, ADHESIVES, LAMINATES

In elastomers

U.S. Imports(1983) 1.36X10+9 g /Acrylates & Acrylic Acid/
Methods of Manufacturing · 3 items

TRANSESTERIFICATION OR ESTERIFICATION OF ETHOXYETHANOL WITH EITHER METHYL ACRYLATE OR ACRYLIC ACID

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 Information2-Propenoic acid, 2-ethoxyethyl ester: ACTIVE

Suppliers55 total

三门峡奥科化工有限公司0398-3711988 13525866741 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

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Compound notes

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