Methyl 2-(hydroxymethyl)acrylate supplier

Name
2-Propenoic acid,2-(hydroxymethyl)-, methyl ester
EINECS
CAS No. 15484-46-5
Article Data69
CAS DataBase
Density 1.086 g/cm³
Solubility
Melting Point
Formula C₅H₈O₃
Boiling Point 184.807 °C at 760 mmHg
Molecular Weight 116.117
Flash Point 75.041 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acrylicacid, 2-(hydroxymethyl)-, methyl ester (8CI);Hydracrylic acid, 2-methylene-,methyl ester (7CI);Methyl 2-hydroxymethyl-2-propenoate;Methyl a-(hydroxymethyl)acrylate;
PSA 46.53000
LogP -0.29210

Synthetic route

: 50-00-0
formaldehyd

: 292638-85-8
acrylic acid methyl ester

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 9h; Baylis-Hillman reaction;	90%
With 1,4-diaza-bicyclo[2.2.2]octane In methanol at 20℃; for 9h; Baylis-Hillman reaction;	90%
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 12h;	90%

: 50-00-0
formaldehyd

: 1779-58-4
(methyloxycarbonylmethyl)triphenylphosphonium bromide

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With potassium carbonate In water at 10 - 20℃; for 6h;	85%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 292638-85-8
acrylic acid methyl ester

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With formaldehyd; paraformaldehyde In diethyl ether; nitrogen	77%

: 50-00-0
formaldehyd

: 5927-18-4
trimethyl phosphonoacetate

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
Stage #1: formaldehyd With phosphoric acid In water at 90℃; for 5h; Stage #2: trimethyl phosphonoacetate With potassium carbonate In water at 35 - 40℃; for 0.9h;	62%
With potassium carbonate In water at 20℃; for 1h;	55%
With potassium carbonate In water at 20℃; for 2h;	44%
With potassium carbonate at 30 - 35℃; for 1h;

: 50-00-0
formaldehyd

: 292638-85-8
acrylic acid methyl ester

A: 15484-46-5
methyl 2-hydroxymethylacrylate

B: 109669-53-6
dimethyl 2,2′-[oxybis(methylene)]diacrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane at 95℃; for 4h;	A 23% B 60%

...Expand

: 50-00-0
formaldehyd

: 5927-18-4
trimethyl phosphonoacetate

A: 15484-46-5
methyl 2-hydroxymethylacrylate

B: 292638-85-8
acrylic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In water at 23℃;	A 56% B n/a

...Expand

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: cyclohexanol formaldehyde hemiacetal

: 292638-85-8
acrylic acid methyl ester

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
In cyclohexanol	45%

...Expand

: 50-00-0
formaldehyd

: 140-88-5
ethyl acrylate

A: 15484-46-5
methyl 2-hydroxymethylacrylate

B: 109669-53-6
dimethyl 2,2′-[oxybis(methylene)]diacrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 19h; Heating;	A n/a B 13%

...Expand

: 89533-83-5
2-acetoxymethyl-acrylic acid

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With methanol; sulfuric acid

: 67-56-1
methanol

: 107-19-7
propargyl alcohol

: 13463-39-3, 71564-36-8
tetracarbonyl nickel

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
(i) AcOH, (ii) /BRN= 506003/, (iii) H2SO4; Multistep reaction;

...Expand

: 67-56-1
methanol

: 10029-04-6
ethyl 2-(hydroxymethyl)acrylate

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 4h;

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 107-19-7
propargyl alcohol

A: 15484-46-5
methyl 2-hydroxymethylacrylate

B: 25328-81-8
methyl α-methoxymethylacrylate

Conditions

Conditions	Yield
With methanesulfonic acid; palladium diacetate; diphenyl-(6-methyl-pyridin-2-yl)phosphine In 1,2-dichloro-ethane at 50℃; under 22801.5 Torr; for 3h; Catalytic behavior; Inert atmosphere; Schlenk technique; Autoclave; regioselective reaction;	A 23.8 %Chromat. B 71.4 %Chromat.

...Expand

: 67-56-1
methanol

: 107-19-7
propargyl alcohol

: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With methanesulfonic acid; palladium diacetate; diphenyl-(6-methyl-pyridin-2-yl)phosphine In 1,2-dichloro-ethane at 50℃; under 22801.5 Torr; for 3h; Catalytic behavior; Temperature; Pressure; Solvent; Inert atmosphere; Schlenk technique; Autoclave; regioselective reaction;	95.2 %Chromat.

: 67-56-1
methanol

: 107-19-7
propargyl alcohol

A: 29576-13-4
methyl 4-hydroxy-2-butenoate

B: 15484-46-5
methyl 2-hydroxymethylacrylate

C: 25328-81-8
methyl α-methoxymethylacrylate

Conditions

Conditions	Yield
With methanesulfonic acid; palladium diacetate; diphenyl-(6-methyl-pyridin-2-yl)phosphine In 1,2-dichloro-ethane at 60℃; under 22801.5 Torr; for 20h; Catalytic behavior; Inert atmosphere; Schlenk technique; Autoclave; regioselective reaction;	A 6.1 %Chromat. B 21.6 %Chromat. C 72.2 %Chromat.
With methanesulfonic acid; palladium diacetate; diphenyl-(6-methyl-pyridin-2-yl)phosphine In 1,2-dichloro-ethane at 60℃; under 22801.5 Torr; for 3h; Catalytic behavior; Inert atmosphere; Schlenk technique; Autoclave; regioselective reaction;	A 5.9 %Chromat. B 85.6 %Chromat. C 8.5 %Chromat.

...Expand

: 67-56-1
methanol

: 107-19-7
propargyl alcohol

A: 29576-13-4
methyl 4-hydroxy-2-butenoate

B: 15484-46-5
methyl 2-hydroxymethylacrylate

Conditions

Conditions	Yield
With methanesulfonic acid; palladium diacetate; diphenyl-(6-methyl-pyridin-2-yl)phosphine In 1,2-dichloro-ethane at 50℃; under 22801.5 Torr; for 3h; Catalytic behavior; Inert atmosphere; Schlenk technique; Autoclave; regioselective reaction;	A 5.3 %Chromat. B 94.7 %Chromat.

...Expand

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 75-36-5
acetyl chloride

: 30982-08-2
methyl 2-(1-acetoxymethyl)acrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Schlenk technique; Inert atmosphere;	100%
With pyridine In dichloromethane at -12 - 20℃; for 3h; Inert atmosphere;	85%
With triethylamine In dichloromethane at 0 - 20℃;	71%
With pyridine In diethyl ether at 20℃; for 0.5h; Inert atmosphere;	44%
With pyridine In dichloromethane at 0 - 20℃; for 24h;

: 994-30-9
triethylsilyl chloride

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1189797-29-2
C11H22O3Si

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane	100%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: dimethyl 3,3'-oxy(2E,2'E)-bis(2-methylacrylate)

Conditions

Conditions	Yield
With Co(dmgBF2)2(THF)2; hydrogen In benzene at 50℃; for 24h;	100%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 64809-29-6
methyl 3-hydroxy-2-methylpropanoate

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃;	97%
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; N(1)-(4-butylphenyl)-N(2)-(4-((11bS)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yloxy)phenyl)phthalamide; hydrogen In dichloromethane at 20℃; under 37503.8 Torr; for 20h; Autoclave;
With bis(norbornadiene)rhodium(l)tetrafluoroborate; C50H44N3O2P; C112H112N8O8Zn; hydrogen In dichloromethane at 25℃; under 7500.75 Torr; for 16h;
With bis(norbornadiene)rhodium(l)tetrafluoroborate; C6H15N*C27H29F3NO4PSSi2; C27H26NO4P; hydrogen In dichloromethane under 15001.5 Torr; for 18h; Reagent/catalyst; enantioselective reaction;	n/a
With palladium 10% on activated carbon; hydrogen; potassium carbonate In methanol at 20℃; under 760.051 Torr; for 7h;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 58479-61-1
tert-butylchlorodiphenylsilane

: methyl 2-(((tert-butyldiphenylsilyl)oxy)methyl)acrylate

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1h;	97%
In N,N-dimethyl-formamide at 0 - 20℃; for 19h;	89%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	87%

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 3,7-dimethyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol Reflux;	95%
With N-heterocyclic carbene palladium(II) complex supported on fibrous nanosilica In trifluoroacetic acid for 1h; Reflux; Green chemistry; chemoselective reaction;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 814-68-6
acryloyl chloride

: 2-acryloyloxymethyl-acrylic acid methyl ester

Conditions

Conditions	Yield
With triethylamine	92%

: 75-77-4
chloro-trimethyl-silane

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1158177-66-2
methyl 2-trimethylsilyloxymethylacrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	92%

: 1603-40-3
3-methylpyridin-2-ylamine

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 3,9-dimethyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol Reflux;	92%
With N-heterocyclic carbene palladium(II) complex supported on fibrous nanosilica In trifluoroacetic acid for 1h; Reflux; Green chemistry; chemoselective reaction;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 144828-45-5
2-(tert-butyl-dimethyl-silanyloxymethyl)-acrylic acid methyl ester

Conditions

Conditions	Yield
With dmap; TEA In dichloromethane at 0 - 20℃;	91%
With 1H-imidazole In N,N-dimethyl-formamide at 0℃; Inert atmosphere;	82%
With dmap; triethylamine In dichloromethane at 0 - 20℃; Sealed tube; Inert atmosphere;	81%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 100-46-9
benzylamine

: 1023326-56-8
methyl 2-[(N-benzylamino)methyl]-3-hydroxypropanoate

Conditions

Conditions	Yield
In methanol at 20℃; for 16h;	91%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 4083-64-1
Tosyl isocyanate

: C13H15NO6S

Conditions

Conditions	Yield
In dichloromethane at 0℃;	91%

: 504-29-0
2-aminopyridine

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1390649-05-4
3-methyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol for 12h; Reflux;	90%
With N-heterocyclic carbene palladium(II) complex supported on fibrous nanosilica In trifluoroacetic acid for 1h; Solvent; Reagent/catalyst; Reflux; Green chemistry; chemoselective reaction;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 4224-69-5
methyl 2-(bromomethyl)propenoate

Conditions

Conditions	Yield
With phosphorus tribromide In diethyl ether Inert atmosphere;	89%
With phosphorus tribromide In diethyl ether at 0 - 20℃; for 2h;	87.4%
With phosphorus tribromide In acetonitrile at 20℃; for 4h;	86%

: 75-18-3
dimethylsulfide

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 4224-69-5
methyl 2-(bromomethyl)propenoate

Conditions

Conditions	Yield
With N-Bromosuccinimide; sodium chloride In diethyl ether; dichloromethane	89%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1303507-75-6
N-benzyloxy-α-methyl-α-bromopropionamide

: methyl 2-(((1-((benzyloxy)amino)-2-methyl-1-oxopropan-2-yl)-oxy)methyl)acrylate

Conditions

Conditions	Yield
With sodium carbonate at 20℃; for 3h; Inert atmosphere;	89%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 80657-57-4
3-hydroxy-(2S)-methylpropionate

Conditions

Conditions	Yield
With diisopropyl{1-[(S)-3,5-dioxa-4-phospha-cyclohepta(2,1-a;3,4-a')dinaphthalen-4-yl]-3-methyl-2-indolyl}phosphine; bis(norbornadiene)rhodium(l)tetrafluoroborate; hydrogen In dichloromethane at -40℃; under 15001.5 Torr; for 15h; Reactivity; Pressure; Temperature; Concentration; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	87%
With N-methyl-N-{(S)-1-[2-(diphenylphosphino)phenyl]ethyl}-(S)-1,10-bi-2-naphthylphosphoramidite; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen In dichloromethane at 20℃; under 7500.75 Torr; for 24h; optical yield given as %ee;
With BF4(1-)C8H10Rh(1+)C17H27NO2P2; hydrogen In dichloromethane at 25℃; under 750.075 Torr; for 1.5h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1972-28-7
diethylazodicarboxylate

: C11H18N2O6

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.216667h; Mitsunobu Displacement; Inert atmosphere; Schlenk technique; stereoselective reaction;	87%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 4370-80-3
2-(hydroxymethyl)acrylic acid

Conditions

Conditions	Yield
With methanol; potassium hydroxide In tetrahydrofuran; water at 20℃; for 24h;	85%

: 13154-24-0
triisopropylsilyl chloride

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 1187192-35-3
methyl 2-(((triisopropylsilyl)oxy)methyl)acrylate

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1h;	85%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 18h; Inert atmosphere;	123.3 mg
With 1H-imidazole In dichloromethane Inert atmosphere;

: 20511-12-0
2-amino-5-iodopyridine

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 7-iodo-3-methyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol Reflux;	85%
With N-heterocyclic carbene palladium(II) complex supported on fibrous nanosilica In trifluoroacetic acid for 1h; Reflux; Green chemistry; chemoselective reaction;

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: dimethyl 2-chloro-4-methylenepentanedioate

Conditions

Conditions	Yield
With acetic acid In toluene at 130℃; for 24h;	85%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 4392-24-9
Cinnamyl bromide

: methyl (E)-2-((cinnamyloxy)methyl)acrylate

Conditions

Conditions	Yield
Stage #1: methyl 2-hydroxymethylacrylate With sodium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique; Stage #2: Cinnamyl bromide In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	84%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 21717-95-3
3-fluoropyridin-2-amine

: 9-fluoro-3-methyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol Reflux;	83%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 17282-00-7
3-bromo-5-methylpyridin-2-amine

: 9-bromo-3,7-dimethyl-2H-pyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol Reflux;	83%

: 1270-98-0
cyclopentadienyl titanium(IV) trichloride

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 153091-07-7
(2-carbethoxyprop-2-enoxy)bischloro-η5-cyclopentadienyl titanium(IV)

Conditions

Conditions	Yield
With triethylamine In benzene (Ar); stirring (2 h); evapn. (vac.), sublimation (80°C, 0.01 Torr), recrystn. (toluene/hexanes); elem. anal.;	82%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 122-04-3
4-nitro-benzoyl chloride

: 1107635-38-0
4-nitrobenzoic acid 2-methoxycarbonyl-allyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.75h;	81%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 32775-95-4
(E)-3,5-hexadienoic acid

: 81095-98-9
(E)-Hexa-3,5-dienoic acid 2-methoxycarbonyl-allyl ester

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In diethyl ether at 0℃; for 12h;	78%

Methyl 2-(hydroxymethyl)acrylate Specification

The Methyl 2-(hydroxymethyl)acrylate with the CAS number 15484-46-5 is also called 2-Propenoic acid,2-(hydroxymethyl)-,methyl ester. The systematic name is methyl 2-(hydroxymethyl)prop-2-enoate. In addition, the molecular formula is C₅H₈O₃ and the molecular weight is 116.12. It is a kind of organics and it should be stored in dry and cool environment.

The properties of Methyl 2-(hydroxymethyl)acrylate are: (1)ACD/LogP: 0.52 ; (2)#H bond acceptors: 3; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 4; (5)Polar Surface Area: 35.53 Å²; (6)Index of Refraction: 1.438; (7)Molar Refractivity: 28.09 cm³; (8)Molar Volume: 106.9 cm³; (9)Polarizability: 11.13 ×10^-24cm³; (10)Surface Tension: 33.7 dyne/cm; (11)Density: 1.085 g/cm³; (12)Flash Point: 75 °C; (13)Enthalpy of Vaporization: 49.01 kJ/mol; (14)Boiling Point: 184.8 °C at 760 mmHg; (15)Vapour Pressure: 0.205 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)\C(=C)CO
(2)InChI: InChI=1/C5H8O3/c1-4(3-6)5(7)8-2/h6H,1,3H2,2H3
(3)InChIKey: RFUCOAQWQVDBEU-UHFFFAOYAK

Product Name

2-Propenoic acid,2-(hydroxymethyl)-, methyl ester

Synthetic route

Methyl 2-(hydroxymethyl)acrylate Specification

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