2-(Dimethylamino)ethyl acrylate

HCID 17111

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

2-(DIMETHYLAMINO)ETHYL ACRYLATE2439-35-2Dimethylaminoethyl acrylateN,N-Dimethylaminoethyl acrylateAdame2-Propenoic acid, 2-(dimethylamino)ethyl esterAcrylic acid, 2-(dimethylamino)ethyl esterNSC 20952CCRIS 4797DTXSID5025100EINECS 219-460-05YES121FTL
Show more names
DMAEA2-Dimethylamino2-(DimeAgeflex FA-1DimethylaminoethylacrylatDiMethylaMinoetyl acrylate
2-Dimethylaminoethyl acrylateBRN 1099119NORSOCRYL ADAMEAI3-08751NSC-20952DTXCID705100EC 219-460-0ACRYLOYLOXYETHYLDIMETHYLAMINE

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

Experimental & physicochemical properties

SolubilityInsoluble (<1mg/ml) (NTP, 1992)
Flash Point85 °F (NTP, 1992)
Physical Description · 2 items

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

Safety & regulation

GHS classification

GHS Classification · 6 items

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 · 4 items

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.

DOT LabelPoison
Fire Hazards · 2 items

This chemical is flammable. (NTP, 1992)

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 items

Excerpt from ERG Guide 152 [Substances - Toxic (Combustible); polymerization hazard]:

· Highly toxic, may be fatal if inhaled, ingested or absorbed through skin.

DOT ID and Guide3302 152P
Reactive GroupAmines, Phosphines, and Pyridines

Safety & protection

Fire FightingFires involving the compound should be controlled with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)
Accidental Release Measures · 2 items

· 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 · 2 items

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:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill Response · 1 item

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 · 2 items

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

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 100,000,000 - <500,000,000 lb
Industry UsesMonomers
General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

2-Propenoic acid, 2-(dimethylamino)ethyl ester: ACTIVE

Applications · 3 items

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

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Related reactions

30 records

Compound notes

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