PRODUCTS

N-(HYDROXYMETHYL)ACRYLAMIDE

CAS Number: 924-42-5
EC Number: 213-103-2
Molecular Formula : C4H7NO2
Molecular Weight : 101.10
Boiling Point : 277 °C
Melting Point : 165 to 167 °F

N-(Hydroxymethyl)acrylamide appears as a colorless or yellow aqueous solution.
N-(Hydroxymethyl)acrylamide is a secondary carboxamide.
N-(Hydroxymethyl)acrylamide, also known as N-(Hydroxymethyl)acrylamide, belongs to the class of organic compounds known as acrylic acids and derivatives.
These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
Based on a literature review a significant number of articles have been published on N-(Hydroxymethyl)acrylamide.

N-(Hydroxymethyl)acrylamide is a cross linking agent that readily polymerizes with acrylamide to create cross links within the polyacrylamide gel matrix.
N-(Hydroxymethyl)acrylamide effectively creates a network rather than linear chains, a property that helps in maintaining the firmness of gel.
N-(Hydroxymethyl)acrylamide is widely used in gel preparation and also as a test compound for studying the biochemical isolation of insoluble Tau protein in transgenic mouse models of tauopathy.

Use of N-(Hydroxymethyl)acrylamide
Used as photosensitive nylon and photosensitive plastic raw materials, building grouting materials, also used in photography, printing, plate making, etc; N-(Hydroxymethyl)acrylamide can be used as an efficient crosslinking agent in the polymerization of acrylic acid and acrylamide.
N-(Hydroxymethyl)acrylamide is an oil field fracturing fluid, super absorbent resin, water plugging agent, concrete additive, alcohol soluble photosensitive nylon resin, paper an important additive in the synthesis of strong agent and water treatment flocculant.

N-(Hydroxymethyl)acrylamide is used in the preparation of poly-acrylamides.
N-(Hydroxymethyl)acrylamide is also used in preparing poly-acrylamide gel for electrophoresis and chemical grouting.
Further research may identify additional product or industrial usages of this chemical.

Synthesis of N-(Hydroxymethyl)acrylamide
Acrylamide reacts with an aqueous solution of formaldehyde in the presence of copper(I) chloride as a polymerization inhibitor and sulfuric acid as catalyst to form N-(Hydroxymethyl)acrylamide with yields of 60 to 80%.
The reaction proceeds via N-(Hydroxymethyl)acrylamide, which can be detected in alkaline solution and decomposes in acid to give N,N′-methylenebisacrylamide.
Using acrylamide and paraformaldehyde in 1,2-dichloroethane gives a clear solution upon heating, from which MBA crystallizes.
In aqueous media, acrylonitrile also reacts with formaldehyde to give crude N-(Hydroxymethyl)acrylamide, which can be purified by recrystallization with acetone/water.

As a symmetric, unconjugated divinyl monomer, N-(Hydroxymethyl)acrylamide can be used with suitable initiators in cyclopolymerizations to create linear, soluble polymers whose backbones are built from five- and seven-membered rings.
With acrylic and vinylic monomers such as acrylonitrile, acrylamide, and substituted acrylamides, N-(Hydroxymethyl)acrylamide can undergo radical copolymerization to form highly crosslinked gels, using peroxides, UV light, or redox initiators.
The properties of such gels are determined by the crosslink density, and targeted gel formation using N-(Hydroxymethyl)acrylamide crosslinking gives useful technical properties used in various applications, such as in adhesives, paints, and superabsorbents.
In biochemistry, N-(Hydroxymethyl)acrylamide is used for chromatography gels and polyacrylamide gel electrophoresis.

Application of N-(Hydroxymethyl)acrylamide
N-(Hydroxymethyl)acrylamide has been used in gel preparation.
N-(Hydroxymethyl)acrylamide has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction.
Cross-linking agent for preparation of polyacrylamides.

N-(Hydroxymethyl)acrylamide is a monomer with reactive hydroxymethyl and vinyl groups.
N-(Hydroxymethyl)acrylamide has seen a variety of uses, including as a monomer for polymerization, in papermaking and textiles, in antistatic agents, and as a component in paints and various surface coatings.

N-(Hydroxymethyl)acrylamide, also known as N-MAM or N-hydroxymethylacrylamide, belongs to the class of organic compounds known as acrylic acids and derivatives.
These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
Based on a literature review a significant number of articles have been published on N-(HYDROXYMETHYL)ACRYLAMIDE.
N-(Hydroxymethyl)acrylamide has been identified in human blood as reported by (PMID: 31557052 ).

N-(hydroxymethyl)acrylamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives.
Technically N-(Hydroxymethyl)acrylamide is part of the human exposome.
The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health.
An individual's exposure begins before birth and includes insults from environmental and occupational sources.

N-(hydroxymethyl)acrylamide is a cross linking agent that polymerizes with acrylamide and creates cross links within the polyacrylamide gel.
N-(hydroxymethyl)acrylamide is capable of creating a network rather than linear chains which helps in maintaining the firmness of gel.
N-(hydroxymethyl)acrylamide has been used in gel preparation.
N-(hydroxymethyl)acrylamide has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction.
Cross-linking agent for preparation of polyacrylamides.

First Aid of N-(hydroxymethyl)acrylamide

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.

SKIN:
IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing.
Gently wash all affected skin areas thoroughly with soap and water.
If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.

INHALATION:
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air.
If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere.
Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.

INGESTION:
DO NOT INDUCE VOMITING.
If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center.
Be prepared to transport the victim to a hospital if advised by a physician.
If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body.
DO NOT INDUCE VOMITING.
IMMEDIATELY transport the victim to a hospital.

Substance identity

EC / List no.: 213-103-2
CAS no.: 924-42-5
Mol. formula: C4H7NO2

Hazard classification & labelling of N-(Hydroxymethyl)acrylamide
Danger! According to the harmonised classification and labelling (ATP15) approved by the European Union, this substance may cause genetic defects, may cause cancer and causes damage to organs through prolonged or repeated exposure.
Additionally, the classification provided by companies to ECHA in REACH registrations identifies that this substance is toxic if swallowed, is suspected of damaging fertility or the unborn child and may cause an allergic skin reaction.
At least one company has indicated that the substance classification is affected by impurities or additives.

About N-(Hydroxymethyl)acrylamide
N-(Hydroxymethyl)acrylamide is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
N-(Hydroxymethyl)acrylamide is used in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses of N-(Hydroxymethyl)acrylamide
ECHA has no public registered data indicating whether or in which chemical products the substance might be used.
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.

Article service life of N-(Hydroxymethyl)acrylamide
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.
ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers of N-(Hydroxymethyl)acrylamide
ECHA has no public registered data indicating whether or in which chemical products the substance might be used.
ECHA has no public registered data on the types of manufacture using this substance.
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.

Formulation or re-packing of N-(Hydroxymethyl)acrylamide
ECHA has no public registered data indicating whether or in which chemical products the substance might be used.
Release to the environment of this substance can occur from industrial use: formulation of mixtures.

Uses at industrial sites of N-(Hydroxymethyl)acrylamide
N-(Hydroxymethyl)acrylamide is used in the following products: polymers.
N-(Hydroxymethyl)acrylamide has an industrial use resulting in manufacture of another substance (use of intermediates).
N-(Hydroxymethyl)acrylamide is used in the following areas: agriculture, forestry and fishing and formulation of mixtures and/or re-packaging.
N-(Hydroxymethyl)acrylamide is used for the manufacture of: chemicals and textile, leather or fur.
Release to the environment of this substance can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates), for thermoplastic manufacture and as processing aid.

Manufacture of N-(Hydroxymethyl)acrylamide
Release to the environment of this substance can occur from industrial use: manufacturing of the substance.

Synonyms:
2-Propenamide, N-(hydroxymethyl)-
N-(hydroxymethyl)acrylamide; methylolacrylamide; [NMA]
Acrylamide, N-(hydroxymethyl)-
Hydroxymethylacrylamide
Methylolacrylamide
Monomethylolacrylamide
N-(Hydroxymethyl)-2-propenamide
N-(hydroxymethyl)acrylamide
N-(Hydroxymethyl)acrylamide
N-(hydroxymethyl)acrylamide
N-(hydroxymethyl)acrylamide; methylolacrylamide; [NMA]
N-Methanolacrylamide
N-Methylolacrylamide
N-methylolacrylamide
Uramine T 80
N-(hidroksimetil)akrilamid; metilolakrilamid; [NMA] (hr)
N-(hidroksimetil)akrilamid; metilolakrilamid; [NMA] (sl)
N-(hidroksimetil)akrilamidas metilolakrilamidas; [NMA] (lt)
N-(hidroksimetil)akrilamīds; metiloakrilamīds; [NMA] (lv)
N-(Hidroximetil)acrilamida; metilolacrilamida; [NMA] (es)
N-(hidroximetil)acrilamida; metilolacrilamida; [NMA] (pt)
N-(hidroximetil)acrilamidă; metilolacrilamidă; [NMA] (ro)
N-(hidroximetil)akrilamid; metilolakrilamid; [NMA] (hu)
N-(hydroksimetyyli)akryyliamidi; metyloliakryyliamidi; [NMA] (fi)
N-(hydroksymetylo)akrylamid; metylolakrylamid; [NMA] (pl)
N-(hydroximetyl)akrylamid; metylolakrylamid; [NMA] (sv)
N-(hydroxymethyl)acrylamid; methylolacrylamid; [NMA] (da)
N-(hydroxymethyl)acrylamid; Methylolacrylamid; [NMA] (de)
N-(hydroxymethyl)acrylamide; methylolacrylamide; [NMA] (nl)
N-(hydroxymethyl)akrylamid; methylolakrylamid; [NMA] (cs)
N-(hydroxymetyl)akrylamid metylolakrylamid; [NMA] (sk)
N-(hydroxyméthyl)acrylamide; méthylolacrylamide; [NMA] (fr)
N-(hüdroksümetüül)akrüülamiid; metüloolakrüülamiid; [NMA] (et)
N-(idrossimetil)acrilammide; metilolacrilammide; [NMA] (it)
N-(idrossimetil)akrilammid; metilolakrilammid; [NMA] (mt)
N-(υδροξυμεθυλ)ακρυλαμίδιο· μεθυλολακρυλαμίδιο· [NMA] (el)
N-(хидроксиметил)акрилмид; метилолакриламид; [NMA] (bg)
2-Propenamide, N-(hydroxymethyl)-
2-Propenamide,N-(hydroxymethyl)-
AMOL
N-(Hydroxymethyl)acrylamide
N-(hydroxymethyl)acrylamide
n-(hydroxymethyl)acrylamide
N-(Hydroxymethyl)acrylamide
N-(hydroxymethyl)acrylamide
N-(hydroxymethyl)acrylamide (NMA)
N-(hydroxymethyl)prop-2-enamide
N-Methylolacrylamide
N-Methylolacrylamide
NMA
Cylink NMA Monomer, 48% Aqueous, inhibited
FLOCRYL NMA
Flocryl NMA
N-Methylol acrylamide; (48% in water)
160278-55-7
160278-55-7
176598-18-8
176598-18-8
194091-52-6
194091-52-6
211862-48-5
211862-48-5
211862-50-9
211862-50-9
616-230-00-5
90456-67-0
90456-67-0
924-42-5
N-(HYDROXYMETHYL)ACRYLAMIDE
N-Methylolacrylamide
924-42-5
Methylolacrylamide
N-Methylol Acrylamide
N-Methanolacrylamide
Monomethylolacrylamide
2-Propenamide, N-(hydroxymethyl)-
Acrylamide, N-(hydroxymethyl)-
N-Hydroxymethyl acrylamide
Uramine T 80
N-(hydroxymethyl)prop-2-enamide
N-(Hydroxymethyl)-2-propenamide
Hydroxymethylacrylamide
NCI-C60333
N-(Hydroxymethyl)acrylamide SOLUTION
N-MAM
NSC 553
Yuramin T 80
W8W68JL80Q
CHEBI:82492
NSC-553
MFCD00004597
N-Methyloacrylamide
CCRIS 2380
HSDB 4361
NM-AMD
EINECS 213-103-2
BRN 0506646
UNII-W8W68JL80Q
AI3-25447
ROCAGIL BT
EC 213-103-2
N-(hydroxymethyl) acrylamide
SCHEMBL25806
METHYLOLACRYLAMIDE, N-
NSC553
CHEMBL1892361
DTXSID3020885
N-METHYLOLACRYLAMIDE [IARC]
ZINC1555606
N-(Hydroxymethyl)acrylamideSOLUTION
AKOS006222324
CS-W013710
NCGC00163845-01
NCGC00163845-02
BS-17859
N-(HYDROXYMETHYL)ACRYLAMIDE [HSDB]
FT-0720637
M0574
C19456
E78933
A844235
W-100289
Q26840808
N-(Hydroxymethyl)acrylamide solution, 48 wt. % in H2O
N-(Hydroxymethyl)acrylamide 100 microg/mL in Acetonitrile
(1Z)-N-(Hydroxymethyl)-2-propenimidic acid [ACD/IUPAC Name]
(1Z)-N-(Hydroxymethyl)-2-propenimidsäure [German] [ACD/IUPAC Name]
213-103-2 [EINECS]
2-Propenamide, N-(hydroxymethyl)- [ACD/Index Name]
2-Propenimidic acid, N-(hydroxymethyl)-, (1Z)- [ACD/Index Name]
924-42-5 [RN]
Acide (1Z)-N-(hydroxyméthyl)-2-propénimidique [French] [ACD/IUPAC Name]
N-(Hydroxymethyl)acrylamid [German] [ACD/IUPAC Name]
N-(Hydroxymethyl)acrylamide [ACD/IUPAC Name]
N-(Hydroxyméthyl)acrylamide [French] [ACD/IUPAC Name]
N-(hydroxymethyl)prop-2-enamide
N-hydroxymethylacrylamide
n-methylol acrylamide
N-Methylolacrylamide
[924-42-5] [RN]
000924-42-5 [RN]
160278-55-7 [RN]
176598-18-8 [RN]
194091-52-6 [RN]
2-Propenamide, N- (hydroxymethyl)-
90456-67-0 [RN]
Acrylamide, N- (hydroxymethyl)-
acrylamide, N-(hydroxymethyl)-
ACRYLAMIDE, N-HYDROXYMETHYL
AS3600000
BS-17859
EINECS 213-103-2
Hydroxymethylacrylamide
-methylolacrylamide
Methylolacrylamide
MONOMETHYLOLACRYLAMIDE
N
N-(Hydroxymethyl)-2-propenamid
N-(Hydroxymethyl)-2-propenamide
N-(Hydroxymethyl)-acrylamid
N-(Hydroxymethyl)acrylamide (en)
n-(hydroxymethyl)acrylamide, ???
N-(Hydroxymethyl)acrylamidemissing
NCGC00163845-01
NCGC00163845-02
N-hydroxymethyl acrylamide
N-MAM
NM-AMD
N-methanolacrylamide
N-methyloacrylamide
Uramine T 80
uramine t 80.
Yuramin T 80506646 [DBID]
MFCD00004597 [DBID]
W8W68JL80Q [DBID]
245801_ALDRICH [DBID]
AI3-25447 [DBID]
BRN 0506646 [DBID]
CCRIS 2380 [DBID]
HSDB 4361 [DBID]
NCI-C60333 [DBID]
NSC 553 [DBID]
NSC553 [DBID]
UNII:W8W68JL80Q [DBID]
UNII-W8W68JL80Q [DBID]