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Tetrahydrofurfuryl methacrylate

  • Name Tetrahydrofurfuryl methacrylate
  • EINECS219-529-5
  • CAS No. 2455-24-5
  • Density1.044
  • PSA35.53000
  • LogP1.28470
  • Solubility18.99g/L at 20℃
  • Melting PointN/A
  • FormulaC9H14 O3
  • Boiling Point52 °C0.4 mm Hg(lit.)
  • Molecular Weight170.208
  • Flash Point91 ºC
  • Transport Information3272
  • AppearanceN/A
  • Safety36
  • Risk Codes10-36/37/38
  • Molecular Structure
    Molecular Structure of 2455-24-5 (Tetrahydrofurfuryl methacrylate)
  • Hazard SymbolsR10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.;
  • SynonymsR10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.;
  • Article Data7

Tetrahydrofurfuryl methacrylate Synthetic route

97-99-4

Tetrahydrofurfuryl alcohol

80-62-6

methacrylic acid methyl ester

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
97-99-4

Tetrahydrofurfuryl alcohol

97-63-2

methyl methacrylate

2455-24-5

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

Conditions
ConditionsYield
With sulfuric acid
97-99-4

Tetrahydrofurfuryl alcohol

79-41-4

poly(methacrylic acid)

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℃;
2455-24-5

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

829-85-6

diphenylphosphane

C21H25O3P

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

tert.-butylhydroperoxide

2455-24-5

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

66-99-9

β-naphthaldehyde

(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%
75-91-2

tert.-butylhydroperoxide

2455-24-5

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

123-11-5

4-methoxy-benzaldehyde

(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%
2455-24-5

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

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

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

tert.-butylhydroperoxide

2455-24-5

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

591-31-1

3-methoxy-benzaldehyde

(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%
75-91-2

tert.-butylhydroperoxide

2455-24-5

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

100-52-7

benzaldehyde

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%
75-91-2

tert.-butylhydroperoxide

2455-24-5

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

459-57-4

4-fluorobenzaldehyde

(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%

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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