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N-Vinylformamide

HCID 83191
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
13162-05-5
Standard SMILES
C=CNC=O
InChIKey
ZQXSMRAEXCEDJD-UHFFFAOYSA-N
Molecular formula
C3H5NO
Average molar mass
71.08 g/mol
Monoisotopic mass
71.03711378

Names & identifiers

Preferred name
N-Vinylformamide
IUPAC
N-ethenylformamide
English name
N-Vinylformamide
Molecular formula
C3H5NO
Molecular weight
71.08

Names & synonyms

N-VinylformamideN-EthenylformamideFormamide, N-ethenyl-Vinylformamide, N-NVF-PEINECS 236-102-9FORMAMIDE, N-VINYL-BEAM SET 770DTXSID9065366SR-497UNII-14540119E3EC 236-102-9
Show more names
VFAN-ethenyl-FormamideN-VinylforMaMide 98%N-Vinylformamide (stabilized with BHT)N-Ethenylformamide(stabilized with BHT)
14540119E3RefChem:164294DTXCID6034055236-102-9InChI=1/C3H5NO/c1-2-4-3-5/h2-3H,1H2,(H,4,513162-05-5n-ethenyl-formamidethenylformamide

Database identifiers

CAS
13162-05-5
PubChem CID
83191
DTXSID
DTXSID9065366
UNII
14540119E3
EC Number
236-102-9
Nikkaji
J111.250C

Properties

Computed structural properties

XLogP
0
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
5
Formal charge
0
Complexity
42.2

Experimental & physicochemical properties

Density1.014 @25 °C
Boiling Point210 °C @760 [mm Hg]
Vapor Pressure0.1 [mm Hg] @25 °C
Physical DescriptionLiquid

Physicochemical properties

Melting point
-16 °C · -16 °C (lit.)
Boiling point
210 °C · 210 °C (lit.)
Density
1.014 g/mL · 1.014 g/mL at 25 °C (lit.)
vapor pressure
0.1 mm · ~0.1 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.494(lit.)
Flash point
216 °F · 216 °F
storage temp.
2 · 2-8°C
Water Solubility
Soluble in water
form
clear liquid

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 17.2% (36 of 209) of reports.

Danger

H302 (82.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 209 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Formamide, N-ethenyl-

Formamide, N-ethenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Formamide, N-ethenyl- 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)

REACH registered substance: N-vinylformamide (EC: 236-102-9)

Hazard Classes and CategoriesAcute Tox. 4 (82.8%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

3.0 [mg/m3]

33 [mg/m3]

200 [mg/m3]

Safety data

wgk
-
tsca
TSCA listed
hs_code
2924.19.1150

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 1,000,000 - <8,500,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

Formamide, N-ethenyl-: ACTIVE

Applications

UsesNVF can be used in the free radical polymerization formation of poly(NVF) with a molecular weight ranging from 104 to 106.

General DescriptionN-Vinylformamide (NVF) is a class of N-vinylamide that is a precursor to amide and amine functional polymer. It has attractive properties that include high reactivity in polymerization and hydrolysis.

Preparation methods

PreparationN-Vinylformamide is the simplest member of the vinylamide family and can be synthesized into poly(N-vinylformamide) (PNVF) through methods such as free radical polymerization.

Upstream & downstream products

Upstream raw materials

Formamide, N-[1-(acetyloxy)ethyl]-N-(1-cyanoethyl)formamideN-(1-Hydroxyethyl)formamideN-(1-Methoxyethyl)formamideN-(1-formamidoethyl)formamideN-2-hydroxyethylformamide

Related reactions

7 records
New reaction record
HRID 720809 reaction equation
HRID 720809As reactantuspto-grants-2006_11
HRID 1030461 reaction equation
HRID 1030461As productuspto-grants-1992_04
HRID 1215835 reaction equation
HRID 1215835As reactantTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1379897 reaction equation
HRID 1379897As reactantuspto-grants-1997_09
HRID 1479156 reaction equation
HRID 1479156As reactantuspto-grants-2016_08
HRID 2041720 reaction equation
HRID 2041720As reactantuspto-grants-2013_11
HRID 2211303 reaction equation
HRID 2211303As reactantuspto-grants-1995_10

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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pka
14.7 · 14.70±0.23(Predicted)
color
Colorless to Amber to Dark green
λmax
225 nm · 225nm(MeOH)(lit.)
InChI
InChI=1S/C3H5NO/c1-2-4-3-5/h2-3H,1H2,(H,4,5)
InChIKey
ZQXSMRAEXCEDJD-UHFFFAOYSA-N
SMILES
C(NC=C)=O
LogP
-0.11 at · -0.11 at 24℃
FDA UNII
14540119000 · 14540119000
EPA Substance Registry System
Formamide, N-ethenyl- (13162-05-5)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
5 · GHS05,GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302-H315-H318-H335-H351-H360D
Precautionary statements
201 · P201-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313
target organs
Respiratory system
Hazard Codes
T
Risk Statements
61 · 61-22-37/38-41-40
Safety Statements
53 · 53-26-36/37/39-45
WGK Germany
-
TSCA
TSCA listed
HS Code
2924.19 · 2924.19.1150
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 OralCarc · Acute Tox. 4 OralCarc. 2Eye Dam. 1Repr. 1BSkin Irrit. 2STOT SE 3
REACH Registrations
Active
risk_code
61-22-37/38-41-40
Signal word
Danger
Symbol(GHS)
GHS05,GHS07,GHS08
hazard_code
T
safety_code
53-26-36/37/39-45
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
target organs
Respiratory system
Hazard statements
H302-H315-H318-H335-H351-H360D
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralCarc. 2Eye Dam. 1Repr. 1BSkin Irrit. 2STOT SE 3
Precautionary statements
P201-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313

Downstream products

Isocarbostyril