Product Name

  • Name

    TERT-BUTYL GLYCIDYL ETHER

  • EINECS
  • CAS No. 7665-72-7
  • Article Data10
  • CAS DataBase
  • Density 0.944g/cm3
  • Solubility 90.3g/L at 20℃
  • Melting Point -70oC
  • Formula C7H14 O2
  • Boiling Point 152°Cat760mmHg
  • Molecular Weight 130.187
  • Flash Point 43.3°C
  • Transport Information
  • Appearance
  • Safety Suspected carcinogen. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes 10-19-22-36-43
  • Molecular Structure Molecular Structure of 7665-72-7 (TERT-BUTYL GLYCIDYL ETHER)
  • Hazard Symbols Xn
  • Synonyms Oxirane,[(1,1-dimethylethoxy)methyl]- (9CI); Propane, 1-tert-butoxy-2,3-epoxy-(6CI,7CI); (tert-Butoxymethyl)oxirane; (?à)-tert-Butylglycidyl ether; 1,1-Dimethylethyl glycidylether; 1-tert-Butoxy-2,3-epoxypropane; 2,3-Epoxypropyl-tert-butyl ether;2-(tert-Butoxymethyl)oxirane; 3-tert-Butoxy-1,2-epoxypropane; Glycidyltert-butyl ether; tert-Butyl 2,3-epoxypropyl ether; tert-Butyl glycidyl ether
  • PSA 21.76000
  • LogP 1.20030

Synthetic route

1-chloro-3-tert-butoxy-2-propanol
22576-65-4

1-chloro-3-tert-butoxy-2-propanol

t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

Conditions
ConditionsYield
With sodium hydroxide at 5℃; for 1h;70%
With sodium hydroxide In hexane at 60℃; for 2h;61.5%
epichlorohydrin
106-89-8

epichlorohydrin

tert-butyl alcohol
75-65-0

tert-butyl alcohol

t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

Conditions
ConditionsYield
With diethyl ether; boron trifluoride Behandeln mit wss. Natronlauge;
With tin(IV) chloride at 90 - 100℃; for 0.333333h;
allyl tert-butyl ether
1471-04-1

allyl tert-butyl ether

t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 45℃; for 48h;
1,2-Epoxy-3-bromopropane
3132-64-7

1,2-Epoxy-3-bromopropane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

Conditions
ConditionsYield
With boron trifluoride In diethyl ether at 50 - 55℃;
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

aniline
62-53-3

aniline

1-tert-butoxy-3-phenylamino-propan-2-ol

1-tert-butoxy-3-phenylamino-propan-2-ol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With lithium bromide at 20℃; for 5h;100%
silica gel at 20℃; for 3h;100%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

(S)-2-(hydroxymethyl)piperazine-1-carboxylic acid tert-butyl ester
1030377-21-9

(S)-2-(hydroxymethyl)piperazine-1-carboxylic acid tert-butyl ester

(2S)-tert-butyl 4-(3-(tert-butoxy)-2-hydroxypropyl)-2-(hydroxymethyl)piperazine-1-carboxylate

(2S)-tert-butyl 4-(3-(tert-butoxy)-2-hydroxypropyl)-2-(hydroxymethyl)piperazine-1-carboxylate

Conditions
ConditionsYield
In ethanol at 120℃; for 0.5h; Microwave irradiation;100%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

carbon dioxide
124-38-9

carbon dioxide

4-[(1,1-dimethylethoxy)methyl]-1,3-dioxolan-2-one
84137-72-4

4-[(1,1-dimethylethoxy)methyl]-1,3-dioxolan-2-one

Conditions
ConditionsYield
With tri-n-butyl(2-hydroxyethyl)ammonium iodide In neat (no solvent) at 45℃; under 7500.75 Torr; for 18h; Temperature; Pressure; Autoclave;99%
With 18-crown-6 ether; calcium iodide In neat (no solvent) at 23℃; under 760.051 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure;99%
With calcium iodide In neat (no solvent) at 25℃; under 7500.75 Torr; for 24h;99%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

1-tert-butoxy-3-iodo-propan-2-ol

1-tert-butoxy-3-iodo-propan-2-ol

Conditions
ConditionsYield
With lithium iodide; 1-hexyl-3-methylimidazolium perchlorate at 25℃; for 1h;98%
With iodine; 5,15,10,20-tetraphenylporphyrin In dichloromethane at 20℃; for 5.8h; regioselective reaction;77%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

acetone
67-64-1

acetone

4-(tert-butoxymethyl)-2,2-dimethyl-1,3-dioxolane
122977-52-0

4-(tert-butoxymethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With Cr-pillared montmorillonite for 4h; Reflux;97%
With FeOx-pillared bentonite at 60℃; for 2h;63%
With FeOx-pillared bentonite at 60℃; for 2h;63 %Chromat.
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

1-(tert-butoxy)-3-[(2-[3-(tert-butoxy)-2-hydroxypropyl]sulfanylethyl)sulfanyl]-2-propanol

1-(tert-butoxy)-3-[(2-[3-(tert-butoxy)-2-hydroxypropyl]sulfanylethyl)sulfanyl]-2-propanol

Conditions
ConditionsYield
With potassium carbonate for 3h; Heating;96%
N-benzyl-trimethylammonium hydroxide
With potassium carbonate In water Reflux;
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(tert-butoxy)pent-4-en-2-ol

1-(tert-butoxy)pent-4-en-2-ol

Conditions
ConditionsYield
With hydrogenchloride; methanol; copper(I) bromide dimethylsulfide complex; triphenylphosphine In tetrahydrofuran; water at 0℃; for 8h; Inert atmosphere; Flow reactor; regioselective reaction;96%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

pivaloyl chloride
3282-30-2

pivaloyl chloride

C12H23ClO3

C12H23ClO3

Conditions
ConditionsYield
With iron(III) chloride In neat (no solvent) at 20℃; for 0.0833333h; regiospecific reaction;95%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

2-Chloroaniline
95-51-2

2-Chloroaniline

1-tert-butoxy-3-(2-chloro-phenylamino)-propan-2-ol

1-tert-butoxy-3-(2-chloro-phenylamino)-propan-2-ol

Conditions
ConditionsYield
With aluminium(III) triflate In toluene at 100℃; for 5h;94%
With BiCl6(3-)*2C4H10N2*ClH*3H(1+)*H2O at 20℃; for 0.15h; Neat (no solvent); regioselective reaction;86%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

1-Bromo-3-tert-butoxy-propan-2-ol

1-Bromo-3-tert-butoxy-propan-2-ol

Conditions
ConditionsYield
With lithium bromide; 1-hexyl-3-methylimidazolium perchlorate at 25℃; for 1h;92%
With bromine; 5,15,10,20-tetraphenylporphyrin In dichloromethane at 20℃; for 3.5h; regioselective reaction;78%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

carbon disulfide
75-15-0

carbon disulfide

5-tert-butoxymethyl-1,3-oxathiolane-2-thione

5-tert-butoxymethyl-1,3-oxathiolane-2-thione

Conditions
ConditionsYield
With lithium tert-butoxide In neat (no solvent) at 20℃; for 5h; stereoselective reaction;92%
With lithium tert-butoxide In neat (no solvent) at 25℃; for 5h; Sealed tube; regioselective reaction;92%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

1,2-epithio-3-tert-butoxypropane
107806-76-8

1,2-epithio-3-tert-butoxypropane

Conditions
ConditionsYield
With potassium thioacyanate; but-2-ene-1,4-diylbis(triphenylphosphinium) dichloride In water at 20℃; for 3h; Green chemistry;91%
With sulfuric acid; thiourea In water for 2h; Ambient temperature;75%
With silica gel; 1-methyl-pyrrolidine-2-thione In dichloromethane at 20℃; for 3.5h;62.8%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

N-methylaniline
100-61-8

N-methylaniline

1-tert-butoxy-3-(methyl-phenyl-amino)-propan-2-ol

1-tert-butoxy-3-(methyl-phenyl-amino)-propan-2-ol

Conditions
ConditionsYield
With aluminium(III) triflate In toluene at 100℃; for 5h;91%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

1-chloro-3-tert-butoxy-2-propanol
22576-65-4

1-chloro-3-tert-butoxy-2-propanol

Conditions
ConditionsYield
With lithium chloride; 1-hexyl-3-methylimidazolium perchlorate at 60℃; for 3h;90%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

3-(tert-butoxy)propane-1,2-diol
74338-98-0

3-(tert-butoxy)propane-1,2-diol

Conditions
ConditionsYield
With water at 100℃;90%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

p-toluidine
106-49-0

p-toluidine

C14H23NO2
1178176-76-5

C14H23NO2

Conditions
ConditionsYield
With BiCl6(3-)*2C4H10N2*ClH*3H(1+)*H2O at 20℃; for 0.1h; Neat (no solvent); regioselective reaction;89%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

thioacetic acid
507-09-5

thioacetic acid

butyl 3-{[2-(acetyloxy)-3-isopropoxypropyl]sulfanyl}propanoate

butyl 3-{[2-(acetyloxy)-3-isopropoxypropyl]sulfanyl}propanoate

Conditions
ConditionsYield
Stage #1: t-butyl glycidyl ether; tiolacetic acid In neat (no solvent) at 80℃; for 0.5h; Michael Addition;
Stage #2: acrylic acid n-butyl ester With aluminum oxide In neat (no solvent) at 20℃; Michael Addition;
89%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

diphenylmethylpiperazine
841-77-0

diphenylmethylpiperazine

1-(4-benzhydrylpiperazin-1-yl)-3-tert-butoxypropan-2-ol
901663-31-8

1-(4-benzhydrylpiperazin-1-yl)-3-tert-butoxypropan-2-ol

Conditions
ConditionsYield
Stage #1: t-butyl glycidyl ether; diphenylmethylpiperazine With aluminium(III) triflate In toluene at 70℃; for 5h;
Stage #2: With sodium hydrogencarbonate In water; toluene regioselective reaction;
88%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

phenylacetylene
536-74-3

phenylacetylene

1-(tert-butoxy)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propan-2-ol

1-(tert-butoxy)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propan-2-ol

Conditions
ConditionsYield
With sodium azide In water at 70℃; for 3.25h; Catalytic behavior; Sonication; regioselective reaction;88%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

4-chloro-aniline
106-47-8

4-chloro-aniline

C13H20ClNO2
1184609-97-9

C13H20ClNO2

Conditions
ConditionsYield
With BiCl6(3-)*2C4H10N2*ClH*3H(1+)*H2O at 20℃; for 0.116667h; Neat (no solvent); regioselective reaction;87%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

(3S)-3-(hydroxymethyl)-1-piperazinecarboxylic acid 1,1-dimethylethyl ester
314741-40-7

(3S)-3-(hydroxymethyl)-1-piperazinecarboxylic acid 1,1-dimethylethyl ester

(3S)-tert-butyl 4-(3-(tert-butoxy)-2-hydroxypropyl)-3-(hydroxymethyl)piperazine-1-carboxylate

(3S)-tert-butyl 4-(3-(tert-butoxy)-2-hydroxypropyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Conditions
ConditionsYield
In ethanol at 120℃; for 0.5h; Microwave irradiation;87%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

thiobenzoic acid
98-91-9

thiobenzoic acid

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

2-[(3-butoxy-3-oxopropyl)sulfanyl]-1-(isopropoxymethyl)ethyl benzoate

2-[(3-butoxy-3-oxopropyl)sulfanyl]-1-(isopropoxymethyl)ethyl benzoate

Conditions
ConditionsYield
Stage #1: t-butyl glycidyl ether; thiobenzoic acid In neat (no solvent) at 80℃; for 0.5h; Michael Addition;
Stage #2: acrylic acid n-butyl ester With aluminum oxide In neat (no solvent) at 20℃; Michael Addition;
87%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

C3H6O*CLiN

C3H6O*CLiN

4-(tert-butoxy)-3-hydroxybutanenitrile
141077-80-7

4-(tert-butoxy)-3-hydroxybutanenitrile

Conditions
ConditionsYield
In tetrahydrofuran for 0.25h; Heating;86%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

potassium cyanide
151-50-8

potassium cyanide

4-(tert-butoxy)-3-hydroxybutanenitrile
141077-80-7

4-(tert-butoxy)-3-hydroxybutanenitrile

Conditions
ConditionsYield
salcomine In ethylene glycol at 20℃; for 2.5h;85%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

C14H20O2

C14H20O2

Conditions
ConditionsYield
With (2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2’-methylamino-1,1’-biphenyl)]palladium(II) methanesulfonate; C11H16O2; sodium acetate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; Glovebox;85%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

4-methoxy-aniline
104-94-9

4-methoxy-aniline

C14H23NO3
1183330-72-4

C14H23NO3

Conditions
ConditionsYield
With BiCl6(3-)*2C4H10N2*ClH*3H(1+)*H2O at 20℃; for 0.133333h; Neat (no solvent); regioselective reaction;84%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

trimethylsilylazide
4648-54-8

trimethylsilylazide

1-azido-2-trimethylsilyloxy-3-t-butoxy propane

1-azido-2-trimethylsilyloxy-3-t-butoxy propane

Conditions
ConditionsYield
aluminum isopropoxide In dichloromethane for 24h; Ambient temperature;82%
aluminum isopropoxide In dichloromethane for 24h; Ambient temperature;82%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

Acetanilid
103-84-4

Acetanilid

C15H23NO3

C15H23NO3

Conditions
ConditionsYield
With palladium diacetate; acetic acid at 60℃; regioselective reaction;80%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

N-nosylaniline
1576-44-9

N-nosylaniline

1-(tert-butoxy)-3-((4-nitrophenyl)(phenyl)amino)propan-2-ol

1-(tert-butoxy)-3-((4-nitrophenyl)(phenyl)amino)propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 70℃; for 4h; Smiles Aromatic Rearrangement;80%
t-butyl glycidyl ether
7665-72-7

t-butyl glycidyl ether

p-nitrobenzenesulfonamide
6325-93-5

p-nitrobenzenesulfonamide

1-(tert-butoxy)-3-((4-nitrophenyl)amino)propan-2-ol

1-(tert-butoxy)-3-((4-nitrophenyl)amino)propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 70℃; for 4h; Smiles Aromatic Rearrangement;79%

tert-BUTYL GLYCIDYL ETHER Chemical Properties

Synonyms: 1-TERT-BUTOXY-2,3-EPOXYPROPANE;(TERT-BUTOXYMETHYL)OXIRANE;TERT-BUTYL GLYCIDYL ETHER;TBGE;T-BUTYL GLYCIDYL ETHER;((1,1-dimethylethoxy)methyl)-oxiran;((1,1-Dimethylethoxy)methyl)oxirane;[(1,1-dimethylethoxy)methyl]-oxiran
EINECS: 231-640-0
Melting point: -70°C
Boiling point: 150-152 °C
Fp: 55°C
refractive index: n20/D 1.417(lit.)
density: 0.917 g/mL at 25 °C(lit.)

tert-BUTYL GLYCIDYL ETHER is the chemical compound with the formula C7H14O2 .Its molar mass  is 130.18 g/mol .

tert-BUTYL GLYCIDYL ETHER Toxicity Data With Reference

1.   

mmo-sat 333 µg/plate

   MUREAV    Mutation Research. 172 (1986),105.
2.   

bfa-mus:sat 500 mg/kg/5D-I

   ENMUDM    Environmental Mutagenesis. 2 (1980),284.
3.   

orl-rat LD50:2 g/kg

   38MKAJ    Pattys Industrial Hygiene and Toxicology 3rd rev. ed.,Clayton, G.D., andF.E. Clayton, eds.,New York, NY.: John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2nd rev. ed. in 1985 2A ,1981,2202.

tert-BUTYL GLYCIDYL ETHER Consensus Reports

tert-BUTYL GLYCIDYL ETHER is reported in EPA TSCA Inventory.

tert-BUTYL GLYCIDYL ETHER Safety Profile

Suspected carcinogen. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

Risk Statements : 10:  Flammable  ;19:  May form explosive peroxides  ;22:  Harmful if swallowed  ;36:  Irritating to the eyes  ;43:  May cause sensitization by skin contact  
Safety Statements : 16:  Keep away from sources of ignition - No smoking  ;26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ; 36/37:  Wear suitable protective clothing and gloves .
Hazard Codes : Xn
RIDADR : UN 3271 3/PG 3
WGK Germany : 3

tert-BUTYL GLYCIDYL ETHER Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
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