Basic information
- CAS
2439-35-2- Standard SMILES
C=CC(=O)OCCN(C)C- InChIKey
DPBJAVGHACCNRL-UHFFFAOYSA-N- Molecular formula
- C7H13NO2
- Average molar mass
- 143.18 g/mol
- Monoisotopic mass
- 143.09462866
Overview
2-dimethylaminoethyl acrylate appears as a colorless to light yellow liquid with an acrid odor. Insoluble in water and floats on water. Irritates the eyes and produces tears.
Names & identifiers
- Preferred name
- 2-(Dimethylamino)ethyl acrylate
- IUPAC
- 2-(dimethylamino)ethyl prop-2-enoate
- English name
- 2-(Dimethylamino)ethyl acrylate
- Molecular formula
- C7H13NO2
- Molecular weight
- 143.18
Names & synonyms
Show more names
Database identifiers
- CAS
2439-35-2- PubChem CID
- 17111
- DTXSID
DTXSID5025100- ChEMBL
CHEMBL2135857- UNII
- 5YES121FTL
- EC Number
- 219-460-0
- Nikkaji
- J38.142J
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 121
Experimental & physicochemical properties
Physical Description
2-dimethylaminoethyl acrylate appears as a colorless to light yellow liquid with an acrid odor. Insoluble in water and floats on water. Irritates the eyes and produces tears.
Liquid
Physicochemical properties
- Melting point
- -60 °C · -60°C
- Boiling point
- 64 °C12 · 64 °C12 mm Hg(lit.)
- Density
- 0.943 g/mL · 0.943 g/mL at 25 °C(lit.)
- vapor pressure
- 0.35 psi · 0.35 psi ( 20 °C)
- refractive index
- 20 · n20/D 1.438(lit.)
- Flash point
- 138 °F · 138 °F
- storage temp.
- 2 · 2-8°C
- pka
- 8.21 · 8.21±0.28(Predicted)
- form
- clear liquid
- color
- Colorless to Light yellow to Light orange
- Viscosity
- 1.3 cp · 1.3 cp
- Water Solubility
- Soluble in water (1.000 g/L at 20°C).
- Sensitive
- Light Sensitive
- BRN
- 1099119 · 1099119
- InChI
- 1S/C7H13NO2/c1-4-7(9)10-6-5-8(2)3/h4H,1,5-6H2,2-3H3
- InChIKey
- DPBJAVGHACCNRL-UHFFFAOYSA-N
- SMILES
- CN(C)CCOC(=O)C=C
- CAS DataBase Reference
- 2439 · 2439-35-2(CAS DataBase Reference)
- FDA UNII
- 5 YES121FTL · 5YES121FTL
- NIST Chemistry Reference
- 2 · 2-Propenoic acid, 2-(dimethylamino)ethyl ester(2439-35-2)
- EPA Substance Registry System
- 2 · 2-(Dimethylamino)ethyl acrylate (2439-35-2)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS06,GHS09
- Signal word
- Danger
- Hazard statements
- 226 · H226-H302-H311-H314-H317-H330-H400
- Precautionary statements
- 210 · P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- T+,N
- Risk Statements
- 24 · 24/25-26-34-50-43-21/22
- Safety Statements
- 26 · 26-28-36/37/39-45-61
- RIDADR
- 3302 · UN 3302 (2-DIMETHYLAMINOETHYL ACRYLATE, STABILIZED)
- WGK Germany
- 2 · 2
- RTECS
- 8578000 · AS8578000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29221990 · 29221990
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 1 InhalationAcute · Acute Tox. 1 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 3.4% (6 of 176) of reports.
Danger
H226 (81.2%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P333+P317, P361+P364, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 176 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: 2-Propenoic acid, 2-(dimethylamino)ethyl ester
2-Propenoic acid, 2-(dimethylamino)ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-(dimethylamino)ethyl 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: 17-11-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/10218
2-Propenoic acid, 2-(dimethylamino)ethyl 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.
Fire Hazards
This chemical is flammable. (NTP, 1992)
· Combustible material: may burn but does not ignite readily.
Health Hazards
Excerpt from ERG Guide 152 [Substances - Toxic (Combustible); polymerization hazard]:
· Highly toxic, may be fatal if inhaled, ingested or absorbed through skin.
Reactivity Profile
Lachrymater. an acrylate ester so is prone to polymerization reactions. The reactive groups, in this substance, are the amine and ester and their possible reactivity concerns are listed below: Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 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.
DOT Hazard Classification
2-Dimethylaminoethyl acrylate, stabilized
UN3302
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG II: the degree of danger presented by the material is medium
Hazard Classes and Categories
Flam. Liq. 3 (81.2%)
Flammable liquids - Category 4
Acute toxicity (Oral) - Category 4
Safety & protection
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
General First Aid:
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Isolation and Evacuation
Excerpt from ERG Guide 152 [Substances - Toxic (Combustible); polymerization hazard]:
Immediate precautionary measure
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- AS8578000
- ridadr
- UN 3302 (2-DIMETHYLAMINOETHYL ACRYLATE, STABILIZED)
- hs_code
- 29221990
- risk_code
- 24/25-26-34-50-43-21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS06,GHS09
- hazard_code
- T+,N
- safety_code
- 26-28-36/37/39-45-61
- hazard_class
- 6.1
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H226-H302-H311-H314-H317-H330-H400
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1
- Precautionary statements
- P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
2-Propenoic acid, 2-(dimethylamino)ethyl ester: ACTIVE
Applications
UsesThis compound was used as a reagent for investigating the hydrolytic stability of poly((2-dimethylamino)ethyl methacrylate) and comparing with the stability of its monomer. The result has been ascribed to a coordination of the protonated dimethylamino group and the ester carbonyl, rendering the ester more susceptible to nucleophilic attack of a hydroxyl ion.
Uses2-(Dimethylamino)ethyl acrylate (AmAc) are aminoacrylates. AmAc was used to fabricate gold/acrylic polymer nanocomposites.1 2-(dimethylamino)ethyl acrylate (DAEA) can undergo copolymerization with 2-acrylamido-2-methylpropanesulphonic acid (AMPS).
General DescriptionA colorless to light yellow liquid with an acrid odor. Insoluble in water and floats on water. Irritates the eyes and produces tears.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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