Product Name

  • Name

    Tetrahydrofurfuryl methacrylate

  • EINECS 219-529-5
  • CAS No. 2455-24-5
  • Article Data7
  • CAS DataBase
  • Density 1.044
  • Solubility 18.99g/L at 20℃
  • Melting Point
  • Formula C9H14 O3
  • Boiling Point 52 °C0.4 mm Hg(lit.)
  • Molecular Weight 170.208
  • Flash Point 91 ºC
  • Transport Information 3272
  • Appearance
  • Safety 36
  • Risk Codes 10-36/37/38
  • Molecular Structure Molecular Structure of 2455-24-5 (Tetrahydrofurfuryl methacrylate)
  • Hazard Symbols R10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.;
  • Synonyms Methacrylicacid, tetrahydrofurfuryl ester (7CI,8CI); Furfuryl alcohol, tetrahydro-,methacrylate (8CI); Acryester THF; NSC 32634; SR 203; Sartomer SR 203;Tetrahydrofurfuryl methacrylate
  • PSA 35.53000
  • LogP 1.28470

Synthetic route

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

Conditions
ConditionsYield
With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; di(n-butyl)tin oxide In 2-Methylpentane; cyclohexane at 85 - 100℃; for 12h; Temperature;95%
2-methyl-propan-2-ol; lanthanum tri-tert-butylate at 25℃; for 2h;32 %Chromat.
sodium ethanolate15 %Chromat.
With sulfuric acid; benzene
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

methyl methacrylate
97-63-2

methyl methacrylate

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

Conditions
ConditionsYield
With sulfuric acid
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

diphenylphosphane
829-85-6

diphenylphosphane

C21H25O3P

C21H25O3P

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 90℃; for 4h; Inert atmosphere; Sealed tube; Green chemistry; regioselective reaction;79%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

β-naphthaldehyde
66-99-9

β-naphthaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(naphthalen-2-yl)-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(naphthalen-2-yl)-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;75%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-methoxyphenyl)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-methoxyphenyl)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;74%
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

D,L-cis-phenylcyclopropylamine
34535-98-3

D,L-cis-phenylcyclopropylamine

(tetrahydrofuran-2-yl)methyl-1-methyl-2-(phenylamino)cyclopentanecarboxylate

(tetrahydrofuran-2-yl)methyl-1-methyl-2-(phenylamino)cyclopentanecarboxylate

(tetrahydrofuran-2-yl)methyl-1-methyl-2-(phenylamino)cyclopentanecarboxylate

(tetrahydrofuran-2-yl)methyl-1-methyl-2-(phenylamino)cyclopentanecarboxylate

Conditions
ConditionsYield
With C60H100N4O12Rh2 In hexane at 20℃; for 18h; Schlenk technique; Inert atmosphere;A 11%
B 74%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(3-methoxyphenyl)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(3-methoxyphenyl)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;73%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

benzaldehyde
100-52-7

benzaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-phenylbutanoate
1415690-09-3

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-phenylbutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;70%
With iron(II) chloride In decane; acetonitrile at 85℃; for 1h; Inert atmosphere;61%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-fluorophenyl)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-fluorophenyl)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;67%
5-Methylfurfural
620-02-0

5-Methylfurfural

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(5-methylfuran-2-yl)-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(5-methylfuran-2-yl)-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;61%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

4-methyl-1-((tetrahydrofuran-2-yl)methyl) 2-(tert-butylperoxy)-2-methylsuccinate

4-methyl-1-((tetrahydrofuran-2-yl)methyl) 2-(tert-butylperoxy)-2-methylsuccinate

Conditions
ConditionsYield
With iron(II) phthalocyanine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;60%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

1-naphthaldehyde
66-77-3

1-naphthaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(naphthalen-1-yl)-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-(naphthalen-1-yl)-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;51%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-chlorophenyl)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(4-chlorophenyl)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;48%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(2-methoxyphenyl)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-4-(2-methoxyphenyl)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;47%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

2-Phenylbenzaldehyde
1203-68-5

2-Phenylbenzaldehyde

(tetrahydrofuran-2-yl)methyl 4-([1,1'-biphenyl]-4-yl)-2-(tert-butylperoxy)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 4-([1,1'-biphenyl]-4-yl)-2-(tert-butylperoxy)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;47%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-(4-(trifluoromethyl)phenyl)butanoate

(tetrahydrofuran-2-yl)methyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-(4-(trifluoromethyl)phenyl)butanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;44%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(tetrahydrofuran-2-yl)methyl 4-(4-bromophenyl)-2-(tert-butylperoxy)-2-methyl-4-oxobutanoate

(tetrahydrofuran-2-yl)methyl 4-(4-bromophenyl)-2-(tert-butylperoxy)-2-methyl-4-oxobutanoate

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In decane; 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;40%
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

tris-(trimethylsilyl)silane
1873-77-4

tris-(trimethylsilyl)silane

(tetrahydrofuran-2-yl)methyl2-((1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)methyl)acrylate

(tetrahydrofuran-2-yl)methyl2-((1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)methyl)acrylate

Conditions
ConditionsYield
With Quinuclidine; pyridine; chloropyridinecobaloxime(III); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In acetonitrile at 25℃; Schlenk technique; Irradiation; Inert atmosphere;40%
2-methylacrylic acid 2-(benzyloxycarbonylamino)ethyl ester
107663-38-7

2-methylacrylic acid 2-(benzyloxycarbonylamino)ethyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): tetrahydrofurfuryl methacrylate; benzyl 2-(2-methylacryloyloxy)ethylcarbamate

polymer; monomer(s): tetrahydrofurfuryl methacrylate; benzyl 2-(2-methylacryloyloxy)ethylcarbamate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone UV-irradiation;
2-methylacrylic acid 2-(benzylcarbamoyloxy)ethyl ester
694483-26-6

2-methylacrylic acid 2-(benzylcarbamoyloxy)ethyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): tetrahydrofurfuryl methacrylate; 2-methylacrylic acid 2-(benzylcarbamoyloxy)ethyl ester

polymer; monomer(s): tetrahydrofurfuryl methacrylate; 2-methylacrylic acid 2-(benzylcarbamoyloxy)ethyl ester

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone UV-irradiation;
2-methylacrylic acid 2-(3-benzylureido)ethyl ester
110782-91-7

2-methylacrylic acid 2-(3-benzylureido)ethyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): tetrahydrofurfuryl methacrylate; 2-methylacrylic acid 2-(3-benzylureido)ethyl ester

polymer; monomer(s): tetrahydrofurfuryl methacrylate; 2-methylacrylic acid 2-(3-benzylureido)ethyl ester

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone UV-irradiation;
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): tetrahydrofurfuryl methacrylate

polymer; monomer(s): tetrahydrofurfuryl methacrylate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone UV-irradiation;
2-methyl-2-propenoic acid 2-hydroxyethyl ester
868-77-9

2-methyl-2-propenoic acid 2-hydroxyethyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): 2-hydroxyethyl methacrylate; tetrahydrofurfuryl methacrylate

polymer; monomer(s): 2-hydroxyethyl methacrylate; tetrahydrofurfuryl methacrylate

Conditions
ConditionsYield
With dibenzoyl peroxide at 49.85 - 79.85℃; for 22h;
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

polymer; monomer(s): tetrahydrofurfur-2-yl methacrylate

polymer; monomer(s): tetrahydrofurfur-2-yl methacrylate

Conditions
ConditionsYield
With methanesulfonic acid; 2,2-dimethoxy-2-phenylacetophenone at 25℃; for 0.0833333h; UV-irradiation;
2-methyl-1,4,5,6-tetrahydropyrimidine
4271-95-8

2-methyl-1,4,5,6-tetrahydropyrimidine

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

tetrahydrofurfuryl 3-(2-methyl-1,4,5,6-tetrahydropyrimidin-1-yl)-2-methylpropionate

tetrahydrofurfuryl 3-(2-methyl-1,4,5,6-tetrahydropyrimidin-1-yl)-2-methylpropionate

Conditions
ConditionsYield
at 100℃; for 5h;

Tetrahydrofurfuryl methacrylate Chemical Properties

Molecular Structure of Tetrahydrofurfuryl methacrylate (CAS No.2455-24-5):

Molecular Formula: C9H14O3
Molecular Weight:
CAS No: 2455-24-5
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.452
Molar Refractivity: 44.62 cm3
Molar Volume: 165.2 cm3
Surface Tension: 33.7 dyne/cm
Density: 1.03 g/cm3
Flash Point: 105.6 °C
Enthalpy of Vaporization: 50.29 kJ/mol
Boiling Point: 265 °C at 760 mmHg
Vapour Pressure: 0.0094 mmHg at 25°C
IUPAC Name: Oxolan-2-ylmethyl 2-methylprop-2-enoate 
InChI: InChI=1/C9H14O3/c1-7(2)9(10)12-6-8-4-3-5-11-8/h8H,1,3-6H2,2H3
InChIKey: LCXXNKZQVOXMEH-UHFFFAOYAZ
Std. InChI: InChI=1S/C9H14O3/c1-7(2)9(10)12-6-8-4-3-5-11-8/h8H,1,3-6H2,2H3
Std. InChIKey: LCXXNKZQVOXMEH-UHFFFAOYSA-N
Product Categories: FuransMonomers;Acrylic Monomers;Building Blocks;Heterocyclic Building Blocks;Methacrylate

Tetrahydrofurfuryl methacrylate Safety Profile

Risk Statements: 10-36/37/38
R10:Flammable. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 36
S36:Wear suitable protective clothing.
RIDADR: 3272
WGK Germany: 1
HazardClass: 3
PackingGroup: III
Hazardous Substances Data: 2455-24-5

Tetrahydrofurfuryl methacrylate Specification

  Tetrahydrofurfuryl methacrylate (CAS No.2455-24-5), its synonyms are 2-Propenoic acid, 2-methyl-, (tetrahydro-2-furanyl)methyl ester ; Methacrylic acid, tetrahydrofurfuryl ester (8CI) ; Tetrahydro-2-furanylmethyl methacrylate ; Tetrahydrofuran-2-ylmethyl 2-methylprop-2-enoate ; Tetrahydrofuran-2-ylmethyl methacrylate ; 2-Methyl-acrylic acid tetrahydro-furan-2-ylmethyl ester .

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