Product Name

  • Name

    Benzyl methacrylate

  • EINECS 219-674-4
  • CAS No. 2495-37-6
  • Article Data41
  • CAS DataBase
  • Density 1.036 g/cm3
  • Solubility Insoluble in water.
  • Melting Point <25 °C
  • Formula C11H12O2
  • Boiling Point 247.033 °C at 760 mmHg
  • Molecular Weight 176.215
  • Flash Point 124.13 °C
  • Transport Information
  • Appearance colourless liquid
  • Safety 26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2495-37-6 (Benzyl methacrylate)
  • Hazard Symbols IrritantXi
  • Synonyms Methacrylicacid, benzyl ester (6CI,7CI,8CI);Acryester BZ;Benzyl 2-methyl-2-propenoate;Benzyl 2-methylacrylate;Benzyl methacrylate;BzMA;Fancryl FA-BZM;Light EsterBZ;NSC 20970;Phenylmethyl 2-methyl-2-propenoate;
  • PSA 26.30000
  • LogP 2.30590

Synthetic route

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In benzene for 40h; Heating;99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h;90%
toluene-4-sulfonic acid In benzene for 15h; Heating;85%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With C2H3O3(1-)*C37H78N(1+) In hexane at 90℃; for 2h; Reagent/catalyst; Molecular sieve;97%
With lanthanum (III) nitrate * water; 1,1,1-trioctyl-1-methylphosphonium methylcarbonate In hexane for 10h; Molecular sieve; Reflux;80%
Methacryloyl chloride
920-46-7

Methacryloyl chloride

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With triethylamine at 0℃; Inert atmosphere; Microwave irradiation;96%
With triethylamine In dichloromethane at 0℃;62%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;50%
(1-Benzyloxy-2-chloro-2-methyl-cyclopropoxy)-trimethyl-silane
81171-49-5

(1-Benzyloxy-2-chloro-2-methyl-cyclopropoxy)-trimethyl-silane

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With triethylamine In methanol for 6h; Heating;91%
With triethylamine In methanol for 12h; Heating; Yield given;
benzyl 3-(dimethylamino)-2-methylpropanoate
1426060-15-2

benzyl 3-(dimethylamino)-2-methylpropanoate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; triethylamine In isopropyl alcohol at 20℃; for 0.25h; Eschenmoser Methylenation;90%
benzoic acid
65-85-0

benzoic acid

2-bromoisobutyric acid,benzyl ester
75107-16-3

2-bromoisobutyric acid,benzyl ester

A

C18H18O4

C18H18O4

B

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With silver(l) oxide In water; acetonitrile at 100℃; for 24h;A 89%
B n/a
benzyl chloride
100-44-7

benzyl chloride

Methacryloyl chloride
920-46-7

Methacryloyl chloride

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With dmap; caesium carbonate at 50℃; for 24h; Concentration;89%
vinyl methacrylate
4245-37-8

vinyl methacrylate

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With TBA7[γ-HGeW10O36] In acetonitrile at 39.84℃; for 0.0166667h;83%
benzyl 2-(tripheny l-λ5phosphanylidene)propanoate
63613-50-3

benzyl 2-(tripheny l-λ5phosphanylidene)propanoate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With carbon dioxide; potassium tert-butylate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 12h;83%
1,2-propanediene
463-49-0

1,2-propanediene

carbon monoxide
201230-82-2

carbon monoxide

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium at 80℃; under 22800 Torr; for 5h;73%
benzyl 2-methyl-3-(methylthio)propanoate
94751-48-1

benzyl 2-methyl-3-(methylthio)propanoate

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
In dichloromethane65%
α-ethoxycarbonyloxy-isobutyric acid benzyl ester

α-ethoxycarbonyloxy-isobutyric acid benzyl ester

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Destillation;
benzyl 2-hydroxy-2-methylpropanoate
19444-23-6

benzyl 2-hydroxy-2-methylpropanoate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With phosphorus pentachloride In toluene at 80℃;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

benzyl chloride
100-44-7

benzyl chloride

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With triethylamine In toluene at 75℃; Kinetics; Thermodynamic data; other reagents, solvents; influence of the nature of the solvent on the kinetics of the formation of benzyl methacrylate;
benzyl chloride
100-44-7

benzyl chloride

sodium-compound of acetoacetanilide

sodium-compound of acetoacetanilide

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide / 160 °C
2: PCl5 / toluene / 80 °C
View Scheme
1-benzyloxy-1-(trimethylsilyloxy)ethylene
81171-44-0

1-benzyloxy-1-(trimethylsilyloxy)ethylene

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-butyllithium / diethyl ether / -35 °C
2: triethylamine / methanol / 12 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: butyllithium / hexane; diethyl ether / -40 - -30 °C
2: 91 percent / triethylamine / methanol / 6 h / Heating
View Scheme
Benzyl bromoacetate
5437-45-6

Benzyl bromoacetate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 60 percent / Zn
2: n-butyllithium / diethyl ether / -35 °C
3: triethylamine / methanol / 12 h / Heating
View Scheme
Benzyl acetate
140-11-4

Benzyl acetate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min; 2.) -78 deg C, 15 min; room temp., 1 h
2: butyllithium / hexane; diethyl ether / -40 - -30 °C
3: 91 percent / triethylamine / methanol / 6 h / Heating
View Scheme
benzyl 3-[(ethoxycarbonyl)oxy]-2-methyl-2-[(propionyloxy)methyl]propanoate

benzyl 3-[(ethoxycarbonyl)oxy]-2-methyl-2-[(propionyloxy)methyl]propanoate

A

benzyl methacrylate
2495-37-6

benzyl methacrylate

B

propionic acid
802294-64-0

propionic acid

Conditions
ConditionsYield
at 626.84℃; Kinetics; Further Variations:; Temperatures;
toluene
108-88-3

toluene

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen bromide; dihydrogen peroxide / water / 6 h / 5 - 10 °C
2: 4-methoxy-phenol / water / 8 h / 95 °C
View Scheme
sodium methacrylate
5536-61-8

sodium methacrylate

benzyl bromide
100-39-0

benzyl bromide

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With 4-methoxy-phenol In water at 95℃; for 8h;
carbon dioxide
124-38-9

carbon dioxide

benzyl 2-(tripheny l-λ5phosphanylidene)propanoate
63613-50-3

benzyl 2-(tripheny l-λ5phosphanylidene)propanoate

benzyl methacrylate
2495-37-6

benzyl methacrylate

Conditions
ConditionsYield
With sodium t-butanolate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 12h; Schlenk technique; Sealed tube;59 mg
benzyl methacrylate
2495-37-6

benzyl methacrylate

α,α-dichloromethyl p-tolyl sulfoxide
37067-52-0

α,α-dichloromethyl p-tolyl sulfoxide

2-chloro-1-methyl-2-(toluene-4-sulfinyl)cyclopropanecarboxylic acid benzyl ester

2-chloro-1-methyl-2-(toluene-4-sulfinyl)cyclopropanecarboxylic acid benzyl ester

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h;99%
benzyl methacrylate
2495-37-6

benzyl methacrylate

α,α-dichloromethyl p-tolyl sulfoxide
37067-52-0

α,α-dichloromethyl p-tolyl sulfoxide

C19H19ClO3S

C19H19ClO3S

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

benzyl methacrylate
2495-37-6

benzyl methacrylate

pivalaldehyde
630-19-3

pivalaldehyde

C19H30O4
1415690-07-1

C19H30O4

Conditions
ConditionsYield
With iron(II) chloride In decane; acetonitrile at 85℃; for 1h; Inert atmosphere;99%
benzyl methacrylate
2495-37-6

benzyl methacrylate

methylphenylsilane
766-08-5

methylphenylsilane

C18H22O2Si

C18H22O2Si

Conditions
ConditionsYield
With (tris(4,4-dimethyl-2-oxazolinyl)phenylborate)MgHB(C6F5)3 In benzene at 20℃; for 4h;99%
benzyl methacrylate
2495-37-6

benzyl methacrylate

4-methylbenzo[d]oxadiazole

4-methylbenzo[d]oxadiazole

C19H19NO3

C19H19NO3

Conditions
ConditionsYield
With di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); 4,4'-di-tert-butylbiphenyl; C46H50N2O4P2; cesium acetate In acetonitrile at 100℃; for 48h; Glovebox; Sealed tube; Inert atmosphere; enantioselective reaction;98%
With di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); C46H50N2O4P2; C14H17NO3; cesium acetate In acetonitrile at 100℃; for 48h; Glovebox; Sealed tube; Inert atmosphere; enantioselective reaction;95%
benzyl methacrylate
2495-37-6

benzyl methacrylate

trimethylpyruvic acid
815-17-8

trimethylpyruvic acid

benzyl 2,4,4-trimethylpentanoate
114222-35-4

benzyl 2,4,4-trimethylpentanoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;97%
benzyl methacrylate
2495-37-6

benzyl methacrylate

glycine ethyl ester hydrochloride
623-33-6

glycine ethyl ester hydrochloride

5-benzyl 3-ethyl 5-methyl-4,5-dihydroisoxazole-3,5-dicarboxylate

5-benzyl 3-ethyl 5-methyl-4,5-dihydroisoxazole-3,5-dicarboxylate

Conditions
ConditionsYield
With tert.-butylnitrite; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium hydrogencarbonate; zinc dibromide In tert-butyl methyl ether at 20℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;97%
benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl pyruvate
18854-19-8

benzyl pyruvate

Conditions
ConditionsYield
Stage #1: benzyl methacrylate With ozone In dichloromethane at -78℃;
Stage #2: With Merrifield resin-bound piperidine In dichloromethane at 20℃; for 8h;
96%
benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 2-methylpropanoate
103-28-6

benzyl 2-methylpropanoate

Conditions
ConditionsYield
With 1,4-dioxane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(dicyclohexylphosphino)ethane at 130℃; for 10h; Inert atmosphere; Sealed tube; chemoselective reaction;96%
With hydrogen In methanol at 20℃; for 5h; chemoselective reaction;92%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h; chemoselective reaction;86%
Bromoform
75-25-2

Bromoform

benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 2,2-dibromo-1-methylcyclopropylcarboxylate

benzyl 2,2-dibromo-1-methylcyclopropylcarboxylate

Conditions
ConditionsYield
With benzyltriethylammonium bromide; sodium hydroxide at 20℃; for 4h;93.6%
benzyl methacrylate
2495-37-6

benzyl methacrylate

C16H28N2OSi

C16H28N2OSi

C24H32N2O3

C24H32N2O3

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride In N,N-dimethyl-formamide at 25℃; for 12h; Schlenk technique; Sealed tube; Glovebox; Inert atmosphere; Irradiation;93%
benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 2-hydroxy-2-methylpropanoate
19444-23-6

benzyl 2-hydroxy-2-methylpropanoate

Conditions
ConditionsYield
With phenylsilane; oxygen; bis(dipivaloylmethanato)manganese(II) In isopropyl alcohol at 0℃; under 760 Torr; for 1.5h;92%
Multi-step reaction with 3 steps
1: triphenylphosphine; Stryker's reagent / toluene / 1 h / 20 °C / Inert atmosphere
2: tributylphosphine / toluene / 144 h / 20 °C / Inert atmosphere
3: N,N-dimethylaniline N-oxide / dichloromethane / 0 - 20 °C / Inert atmosphere
View Scheme
1-iodocyclohexane
626-62-0

1-iodocyclohexane

benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 3-cyclohexyl-2-methylpropanoate

benzyl 3-cyclohexyl-2-methylpropanoate

Conditions
ConditionsYield
With dimanganese decacarbonyl; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;92%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

benzyl methacrylate
2495-37-6

benzyl methacrylate

benzaldehyde
100-52-7

benzaldehyde

benzyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-phenylbutanoate
1415689-92-7

benzyl 2-(tert-butylperoxy)-2-methyl-4-oxo-4-phenylbutanoate

Conditions
ConditionsYield
With iron(II) chloride In decane; acetonitrile at 85℃; for 1h; Concentration; Reagent/catalyst; Inert atmosphere;91%
benzyl methacrylate
2495-37-6

benzyl methacrylate

N-phenacylpyridinium bromide
16883-69-5

N-phenacylpyridinium bromide

benzyl 2-methyl-5-oxo-5-phenyl-2-(pyridin-2-yl)pentanoate

benzyl 2-methyl-5-oxo-5-phenyl-2-(pyridin-2-yl)pentanoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 72h; Sealed tube; Irradiation; Inert atmosphere; regioselective reaction;90%
chloroform
67-66-3

chloroform

benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 2,2-dichloro-1-methylcyclopropylcarboxylate

benzyl 2,2-dichloro-1-methylcyclopropylcarboxylate

Conditions
ConditionsYield
With benzyltriethylammonium bromide; sodium hydroxide at 20℃; for 4h;89.5%
benzyl methacrylate
2495-37-6

benzyl methacrylate

1,3-dioxoisoindolin-2-yl (tert-butoxycarbonyl)valinate

1,3-dioxoisoindolin-2-yl (tert-butoxycarbonyl)valinate

benzyl 4-((tert-butoxycarbonyl)amino)-2,5-dimethylhexanoate

benzyl 4-((tert-butoxycarbonyl)amino)-2,5-dimethylhexanoate

Conditions
ConditionsYield
With eosin; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; Irradiation; Green chemistry;89%
ethylenebis(triphenylphosphine)platinum(0)
12120-15-9

ethylenebis(triphenylphosphine)platinum(0)

benzyl methacrylate
2495-37-6

benzyl methacrylate

Pt(P(C6H5)3)2(CH2C(CH3)COOCH2C6H5)
186495-05-6

Pt(P(C6H5)3)2(CH2C(CH3)COOCH2C6H5)

Conditions
ConditionsYield
In toluene byproducts: C2H4; N2-atmosphere; stirring equimolar amts. for 2 h; cooling to 0°C, pptn. on addn. of petroleum ether, collection (filtration), washing (petroleum ether), drying (vac.);88%
benzyl methacrylate
2495-37-6

benzyl methacrylate

cyclohexyltrifluoro-λ4-borane potassium salt
446065-11-8

cyclohexyltrifluoro-λ4-borane potassium salt

benzyl 3-cyclohexyl-2-methylpropanoate

benzyl 3-cyclohexyl-2-methylpropanoate

Conditions
ConditionsYield
With methanol; 9-(2-mesityl)-10-methylacridinium perchlorate In acetone at 20℃; for 24h; Irradiation;88%
benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl 2,3-dihydroxy-2-methylpropanoate

benzyl 2,3-dihydroxy-2-methylpropanoate

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In acetone; tert-butyl alcohol for 48h;87%
With AD-mix-α In water; tert-butyl alcohol at 20℃; for 18h; Sharpless asymmetric dihydroxylation;85%
With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride In acetone at -2 - 2℃; for 0.5h;84%
Stage #1: benzyl methacrylate With C28H55N2(1+)*Cl(1-) In acetone at 20℃; for 0.166667h;
Stage #2: With potassium permanganate In acetone at 0 - 5℃; for 2.17h;
83%
benzyl methacrylate
2495-37-6

benzyl methacrylate

tetraethylammonium bis<α,α-bis(trifluoromethyl)benzenemethanolato(2-)-C2,O>cyclohexylsilicate
125764-09-2

tetraethylammonium bis<α,α-bis(trifluoromethyl)benzenemethanolato(2-)-C2,O>cyclohexylsilicate

benzyl 3-cyclohexyl-2-methylpropanoate

benzyl 3-cyclohexyl-2-methylpropanoate

Conditions
ConditionsYield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate In methanol; acetone at 23℃; for 3h; Irradiation;87%
benzyl methacrylate
2495-37-6

benzyl methacrylate

3-methylbutyl tert-butylsulfamate

3-methylbutyl tert-butylsulfamate

benzyl 6-((N-(tert-butyl)sulfamoyl)oxy)-2,4,4-trimethylhexanoate

benzyl 6-((N-(tert-butyl)sulfamoyl)oxy)-2,4,4-trimethylhexanoate

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate In N,N-dimethyl-formamide at 25℃; for 48h; Inert atmosphere; Irradiation;86%
benzyl methacrylate
2495-37-6

benzyl methacrylate

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

benzyl 2-methyl-3-[(phenylmethyl)amino]propionate
1148109-08-3

benzyl 2-methyl-3-[(phenylmethyl)amino]propionate

Conditions
ConditionsYield
In glycerol at 100℃; for 5h; aza-Michael reaction;85%

Benzyl Methacrylate Chemical Properties

Molecular Formula: C11H12O2
Formula Weight: 176.21
bp: 95-98 °C 4 mm Hg(lit.)
density: 1.04 g/mL at 25 °C(lit.)
refractive index: n20/D 1.512(lit.)
Fp: 225 °F
Sensitive: Light Sensitive
PHYSICAL STATE: clear liquid
SOLUBILITY IN WATER: Insoluble
STABILITY Of Benzyl Methacrylate: Polymerization will occur under light and HEAT

Benzyl Methacrylate Uses

Benzyl Methacrylate can be used as funtional monomer for polymers, coatings, Adhesives. Textile treatment agent, LUBRICATING OIL .

Benzyl Methacrylate Toxicity Data With Reference

Oral rat LD50: 3600 mg/kg

Benzyl Methacrylate Safety Profile

Hazard Codes : Xi
Risk Statements : 36/37/38
Safety Statements : 26
WGK Germany : 1

Benzyl Methacrylate Standards and Recommendations

PURITY (G.C): 98.0% min
COLOR, APHA: 30 max
SPECIFIC GRAVITY: 1.035 - 1.045
WATER: 0.1% max
FREE ACID:0.05% max (Methacrlic acid)
INHIBITOR: 200ppm max (Monomethyl Ether Hydroquinone)

Benzyl Methacrylate Specification

PACKING OF Benzyl Methacrylate: 200kgs in drum
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