CAS 2680-03-7 N,N-Dimethylacrylamide (HCID 17587)

Overview

See also: Abafilcon A (monomer of); Safrofilcon A (monomer of); Senofilcon C (monomer of) ... View More ...

Names & identifiers

Preferred name: N,N-Dimethylacrylamide
IUPAC: N,N-dimethylprop-2-enamide
English name: N,N-Dimethylacrylamide
Molecular formula: C5H9NO
Molecular weight: 99.13

Names & synonyms

N,N-Dimethylacrylamide2680-03-72-Propenamide, N,N-dimethyl-ACRYLAMIDE, N,N-DIMETHYL-Dimethylamid kyseliny akryloveDTXSID0051944AS46JK7Q6INSC-32613NSC-35191DTXCID3030507RefChem:7875DMAA-N,N

Show more names

DIMETHYLACRYLAMIDEDMAACNNDMAN，N-Dimethyl-2-propenamidesipomernndmsipomernndmaTIMTEC-BB SBB008330Acryloyldimethylamine

220-237-5N,N-dimethylprop-2-enamideAcylamide, N,N-dimethylN,N-dimethyl-acrylamideN,N-Dimethyl-2-propenamideN,N-dimethyl acrylamideN,N-Dimethylacrylamide (stabilized with MEHQ)MFCD00008626

Database identifiers

CAS: 2680-03-7
PubChem CID: 17587
DTXSID: DTXSID0051944
UNII: AS46JK7Q6I
EC Number: 220-237-5
Nikkaji: J33.779J

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 20.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 7
Formal charge: 0
Complexity: 86.1

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Other Monomers

SpringerMaterials PropertiesOptical coefficient

Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)

Physical DescriptionLiquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 100 °C · 100 °C
Boiling point: 80 · 80-81 °C/20 mmHg (lit.)
Density: 0.962 g/mL · 0.962 g/mL at 25 °C (lit.)
vapor pressure: 65 Pa · 65Pa at 20℃
refractive index: 20 · n20/D 1.473(lit.)
Flash point: 161 °F · 161 °F
storage temp.: 2 · 2-8°C(protect from light)
form: Liquid
pka: -0.77 · -0.77±0.70(Predicted)
color: Colorless to Light yellow
Water Solubility: Slightly soluble in water (1.000 g/L at 20°C).
FreezingPoint: -40 ℃ · -40℃
Sensitive: Light Sensitive
BRN: 1742219 · 1742219
Exposure limits: 5 mg/m3NIOSH: · ACGIH: TWA 5 mg/m3NIOSH: TWA 5 mg/m3
InChI: 1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3
InChIKey: YLGYACDQVQQZSW-UHFFFAOYSA-N
SMILES: CN(C)C(=O)C=C
LogP: -0.3 at · -0.3 at 23℃
CAS DataBase Reference: 2680 · 2680-03-7(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 46 JK7Q6I · AS46JK7Q6I
NIST Chemistry Reference: 2 · 2-propenamide, N,N-dimethyl(2680-03-7)
EPA Substance Registry System: 2 · 2-Propenamide, N,N-dimethyl- (2680-03-7)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 5 · GHS05,GHS06
Signal word: Danger
Hazard statements: 301 · H301+H311-H318
Precautionary statements: 264 · P264-P270-P280-P301+P310-P302+P352+P312-P305+P351+P338
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: T,Xn
Risk Statements: 21 · 21/22-23-36-41
Safety Statements: 26 · 26-36/37-45-36
RIDADR: 2810 · UN 2810 6.1/PG 3
WGK Germany: 3 · 3
RTECS: 3230000 · AU3230000
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29211990 · 29211990
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 1.3% (5 of 372) of reports.

Danger

H301+H311 (18%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 372 reports by companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 3 items

Chemical: 2-Propenamide, N,N-dimethyl-

Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13166

2-Propenamide, N,N-dimethyl-: 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.

Other Safety InformationEvaluation - 2-Propenamide, N,N-dimethyl- (dimethylacrylamide)

Hazards Summary · 1 item

A mild eye irritant; Causes focal fibrosis in inhalation lethal-concentration studies of rats; Causes altered sleep time, muscle weakness, and irritability in oral and subcutaneous lethal-dose studies of mice; Causes somnolence, tremor, and other liver changes in dermal lethal-dose studies of rabbits; [RTECS] A mild skin and strong eye irritant; Toxic by ingestion, inhalation, and skin absorption; Targets the nerves; [Sigma-Aldrich MSDS] See Acrylamide.

Hazard Classes and Categories · 3 items

Acute Tox. 3 (82.3%)

Flammable liquids - Category 4

Acute toxicity (Oral) - Category 4

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.95 [mg/m3]

10 [mg/m3]

63 [mg/m3]

Toxicology

Toxicity DataLC50 (rat) > 776 ppm/1hr

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: AU3230000
ridadr: UN 2810 6.1/PG 3
hs_code: 29211990
risk_code: 21/22-23-36-41
Signal word: Danger
Symbol(GHS): GHS05,GHS06
hazard_code: T,Xn
safety_code: 26-36/37-45-36
hazard_class: 6.1
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: III
Hazard statements: H301+H311-H318
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1
Precautionary statements: P264-P270-P280-P301+P310-P302+P352+P312-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesUsed to make polymers and thermoplastics; [ExPub: ECHA REACH Registrations]

General Manufacturing Information2-Propenamide, N,N-dimethyl-: ACTIVE

Applications · 4 items

DescriptionN, N-dimethylacrylamide (DMAA) is an easily polymerized, nonionic monomer. The high reactivity and low initiation temperature of DMAA makes it appropriate for copolymerization. Copolymers of DMAA with N, N-dimethyl-N, and N-diallyl ammonium chloride (DMDAAC) can be used as polymeric flocculants for water treatment. The unique structure of DMAA shows amelioration in hydrogels for specific applications. DMAA, along with other hydrogels, has a three-dimensional network structure that is capable of retaining water. In addition, DMAA hydrogel can be applied to remove toxic metal ions from wastewater because of its characteristic properties such as chemical stability and high adsorption capacity. DMAA can also be used for flocculation due to its ability to augment the molecular weight of the copolymers[1].

UsesN,N-Dimethylacrylamide is a useful monomer for synthetic fibers and plastics. It is also used in the synthesis of photoresponsive polymers and copolymers by grafting polysiloxane on the side chain of DMA by homopolymerization or grafting cellulose to form cellulose polymers and copolymerization of methyl methacrylate with DMA or copolymerization of DMA with styrene and butadiene.

UsesDMA is used in the synthesis of photoresponsive polymers. It is used in the synthesis of copolymers bygrafting polysiloxane on the side chain of DMA by homopolymerization orgrafting cellulose to form cellulose polymers andcopolymerization of methyl methacrylate with DMA orcopolymerization of DMA with styrene and butadiene

General DescriptionN,N-Dimethylacrylamide (DMA) is a nonionic acrylic monomer that can make swellable polymeric particles.