Product Name

  • Name

    Glycidyl butyrate

  • EINECS
  • CAS No. 2461-40-7
  • Article Data12
  • CAS DataBase
  • Density 1.069 g/cm3
  • Solubility
  • Melting Point
  • Formula C7H12O3
  • Boiling Point 196.258 °C at 760 mmHg
  • Molecular Weight 144.17
  • Flash Point 85 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2461-40-7 (Glycidyl butyrate)
  • Hazard Symbols
  • Synonyms Butanoicacid, oxiranylmethyl ester (9CI);Butyric acid, 2,3-epoxypropyl ester(6CI,7CI,8CI);(?à)-Glycidylbutyrate;2-Oxiranylmethyl butyrate;Glycidyl butanoate;Glycidyl butyrate;Glydicyl butyrate;NSC 83144;
  • PSA 38.83000
  • LogP 0.72850

Synthetic route

sodium butyrate
156-54-7

sodium butyrate

epichlorohydrin
106-89-8

epichlorohydrin

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

Conditions
ConditionsYield
at 60℃; for 8h;95%
With 15-crown-5 In acetonitrile for 14h; Ambient temperature;92%
With tetrabutylammomium bromide In toluene for 5h; Solvent; Reflux;90%
With 1,4-dioxane at 200℃;
With tetrabutylammomium bromide at 100℃; Kinetics; Temperature;
potassium n-butyrate
589-39-9

potassium n-butyrate

epichlorohydrin
106-89-8

epichlorohydrin

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

Conditions
ConditionsYield
With tetrabutylammomium bromide In toluene for 5h; Solvent; Reflux;70%
oxiranyl-methanol
556-52-5

oxiranyl-methanol

butyryl chloride
141-75-3

butyryl chloride

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

Conditions
ConditionsYield
With triethylamine In toluene at 0℃; for 0.833333h;
Stage #1: oxiranyl-methanol With trimethylamine In dichloromethane for 0.5h; Cooling with ice;
Stage #2: butyryl chloride In dichloromethane at 20℃; for 3h;
butanoic acid ethyl ester
105-54-4

butanoic acid ethyl ester

allyl alcohol
107-18-6

allyl alcohol

A

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

B

allyl butyrate
2051-78-7

allyl butyrate

C

oxiranyl-methanol
556-52-5

oxiranyl-methanol

Conditions
ConditionsYield
With Novozym 435; dihydrogen peroxide 1.) 15 min, 2.) 40 deg C, 16 h; Yield given. Multistep reaction. Yields of byproduct given;
allyl alcohol
107-18-6

allyl alcohol

A

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

B

allyl butyrate
2051-78-7

allyl butyrate

C

oxiranyl-methanol
556-52-5

oxiranyl-methanol

Conditions
ConditionsYield
With Novozym 435; C3H7COOC2H5; dihydrogen peroxide 1.) 15 min, 2.) 40 deg C, 16 h; Yield given. Multistep reaction. Yields of byproduct given;
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

4-isopropylphenylisocyanate
31027-31-3

4-isopropylphenylisocyanate

<3-(4-isopropylphenyl)-2-oxo-5-oxazolidinyl>methyl butyrate
121373-21-5

<3-(4-isopropylphenyl)-2-oxo-5-oxazolidinyl>methyl butyrate

Conditions
ConditionsYield
With Tributylphosphine oxide; lithium bromide In xylene for 2h; Heating;100%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

ethyl acrylate
140-88-5

ethyl acrylate

(E)-3-(2-(3-ethoxy-3-oxoprop-1-en-1-yl)-3-methylphenyl)-2-hydroxypropyl butyrate

(E)-3-(2-(3-ethoxy-3-oxoprop-1-en-1-yl)-3-methylphenyl)-2-hydroxypropyl butyrate

Conditions
ConditionsYield
With potassium (1S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylate; palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h; Glovebox; Inert atmosphere; Sealed tube;97%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

ethyl acrylate
140-88-5

ethyl acrylate

C19H26O5

C19H26O5

Conditions
ConditionsYield
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h;97%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

carbon dioxide
124-38-9

carbon dioxide

(2-oxo-1,3-dioxolan-4-yl)methyl butyrate

(2-oxo-1,3-dioxolan-4-yl)methyl butyrate

Conditions
ConditionsYield
With 18-crown-6 ether at 120℃; under 39003.9 Torr; for 16h; Autoclave;93%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

Butyric acid 3-cyano-2-hydroxy-propyl ester
142944-71-6

Butyric acid 3-cyano-2-hydroxy-propyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 3.5h; Heating;91%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

methyl 4-iodo-3-methylbenzoate
5471-81-8

methyl 4-iodo-3-methylbenzoate

methyl 7-methyl-2-(butyryloxymethyl)-2,3-dihydrobenzofuran-5-carboxylate

methyl 7-methyl-2-(butyryloxymethyl)-2,3-dihydrobenzofuran-5-carboxylate

Conditions
ConditionsYield
With palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Inert atmosphere; Sealed tube;91%
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h;91%
carbon disulfide
75-15-0

carbon disulfide

(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

C8H12O3S2

C8H12O3S2

Conditions
ConditionsYield
Stage #1: (+/-)-glycidyl butyrate With {Eu[N(SiMe3)2](μ-O:κ2-C6H5C(O)NC6H3(iPr)2)(THF)}2 at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: carbon disulfide at 50℃; for 6h; Inert atmosphere;
91%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

tris-iso-propylsilyl acetylene
89343-06-6

tris-iso-propylsilyl acetylene

2-hydroxy-3-(3-methyl-2-((triisopropylsilyl)ethynyl)phenyl)propyl butyrate

2-hydroxy-3-(3-methyl-2-((triisopropylsilyl)ethynyl)phenyl)propyl butyrate

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; norborn-2-ene; potassium acetate; palladium diacetate; XPhos at 60℃; for 24h; Glovebox; Inert atmosphere; Sealed tube; regioselective reaction;83%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

4-butyryloxy-3-hydroxybutyric acid ethyl ester

4-butyryloxy-3-hydroxybutyric acid ethyl ester

Conditions
ConditionsYield
With 1,1-dimethyl-3,3-diethylguanidinecarbonylcobalt at 80℃; under 45004.5 Torr; for 24h; Autoclave;79%
With 1,1-dimethyl-3,3-diethylguanidinecarbonylcobalt at 80℃; under 45004.5 Torr; for 24h; Autoclave; Schlenk technique;79%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

selenobutyric acid
787514-56-1

selenobutyric acid

C11H20O4Se
1040413-68-0

C11H20O4Se

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; toluene at -30 - 20℃;75%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

(4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester
790703-40-1

(4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester

3-(4-benzyloxy-3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one

3-(4-benzyloxy-3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #2: (+/-)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
65.5%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

Butyric acid thiiranylmethyl ester
125188-61-6

Butyric acid thiiranylmethyl ester

Conditions
ConditionsYield
With thiourea60%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

1-sn-monobutyroylglycerol
5309-42-2

1-sn-monobutyroylglycerol

B

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

Conditions
ConditionsYield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;A n/a
B 46%
C n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

1-sn-monobutyroylglycerol
5309-42-2

1-sn-monobutyroylglycerol

B

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

C

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;A n/a
B n/a
C 46%
With water; chiral ((substituted salen)Co)2-InCl3 at 20℃; for 3h;A n/a
B n/a
C 45%
With water; (R,R)-[Co(salen)]2*GaCl3 at 20℃; for 4h;A n/a
B n/a
C 43%
With water; chiral salen-based cobalt(II) complex at 20℃; for 4h;A n/a
B n/a
C 40%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

1-sn-monobutyroylglycerol
5309-42-2

1-sn-monobutyroylglycerol

B

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; for 16h;A n/a
B 46%
With 5CF3O3S(1-)*2Co(3+)*Y(3+)*2C36H52N2O2(2-); water In neat (no solvent) at 20℃; for 4h; Overall yield = 44 %; enantioselective reaction;A n/a
B n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

Conditions
ConditionsYield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;A 46%
B n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

(3-chlorophenyl) carbamic acid ethyl ester
2150-89-2

(3-chlorophenyl) carbamic acid ethyl ester

3-(3-chlorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
42902-30-7

3-(3-chlorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 20℃;46%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

C14H18O3

C14H18O3

Conditions
ConditionsYield
With [methanesulfonato(2-dicyclohexylphosphino-2',6'-di-isopropoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II)]; C11H16O2; sodium acetate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; Glovebox;46%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With sodium phosphate buffer; 25 kDa lipase-like enzyme immobilized on DEAE-Sepharose In 1,4-dioxane; water at 25℃; for 10h; pH=7.00;A n/a
B 45%
With thermomyces lanuginosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
890051-54-4

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester

B

butyric acid-3-chloro-(R)-2-hydroxy-propyl ester
890051-57-7

butyric acid-3-chloro-(R)-2-hydroxy-propyl ester

C

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

D

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With hydrogenchloride; (R,R)-[Co(salen)]2*GaCl3 In diethyl ether at 0 - 4℃; for 4h;A 45%
B n/a
C n/a
D 43%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
In tetrahydrofuran44%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

C

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With (acetao)(aqua)(S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene-1,2-cyclohexanediamino)-cobalt(III); water In tetrahydrofuran at 0℃; for 12h; Jacobsen rearrangement; optical yield given as %ee;A 40%
B n/a
C n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

dibenzylamine
103-49-1

dibenzylamine

A

3-(N,N-dibenzylamino)-2-hydroxypropyl butyrate

3-(N,N-dibenzylamino)-2-hydroxypropyl butyrate

B

3-(N,N-dibenzylamino)-1-hydroxypropan-2-yl butyrate

3-(N,N-dibenzylamino)-1-hydroxypropan-2-yl butyrate

Conditions
ConditionsYield
With ytterbium(III) triflate In tetrahydrofuran for 0.333333h; Heating; Yield given. Yields of byproduct given;
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

C7H9O3
78906-37-3

C7H9O3

B

C7H11O3
78906-48-6

C7H11O3

Conditions
ConditionsYield
With tert-butoxyl radical In various solvent(s)
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

3-deazaadenine
6811-77-4

3-deazaadenine

Butyric acid (R)-3-(4-amino-imidazo[4,5-c]pyridin-1-yl)-2-hydroxy-propyl ester

Butyric acid (R)-3-(4-amino-imidazo[4,5-c]pyridin-1-yl)-2-hydroxy-propyl ester

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 5h;
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

Butyric acid 3-azido-2-hydroxy-propyl ester

Butyric acid 3-azido-2-hydroxy-propyl ester

B

Butyric acid 2-azido-3-hydroxy-propyl ester

Butyric acid 2-azido-3-hydroxy-propyl ester

Conditions
ConditionsYield
With hydrogenchloride; trimethylsilylazide; lithium isopropoxide; ytterbium(III) triflate 1) THF, r.t., 17 h, 2) THF; Yield given. Multistep reaction. Yields of byproduct given;

Glycidyl butyrate Chemical Properties

Product Name: Glycidyl butyrate (2461-40-7)


Molecular Formula: C7H12O3
Molecular Weight: 144.17g/mol
Mol File: 2461-40-7.mol
Boiling point: 196.3 °C at 760 mmHg
Flash Point: 85 °C
Density: 1.069 g/cm3
Product Categories: API intermediates
Synonyms of  Glycidyl butyrate (2461-40-7): glycidyl butyrate ; (r)-2,3-epoxypropyl butyrate ; 2,3-epoxypropyl ester butyric acid .

Glycidyl butyrate Uses

 Glycidyl butyrate (2461-40-7) is widely used in chiral drugs, pesticides, spices chiral synthesis.Ink. Resin. Acrylic paint. Adhesives. Latex. Plastic alloy. Photosensitive materials, organic synthesis, polymer synthesis of modified.

Glycidyl butyrate Specification

 Glycidyl butyrate (2461-40-7) is a colorless and transparent liquid, insoluble in water, almost insoluble in all organic solvents, on the skin and mucous membrane irritant, almost non-toxic. Because of its carbon-carbon molecule that contains both the double bond, but also contains epoxy groups, both to free radical-type reaction, but also for ion-type reaction, therefore, has a very high response flexibility to separate the different reactions. widely used in medicine, photosensitive materials, organic synthesis and polymer-modified and other fields. derived products have excellent anti-UV, water-resistant heat-resistant characteristics, is an important fine chemical raw material.

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