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75-91-2 Usage

Purification Methods

Care should be taken when handling this peroxide because of the possibility of EXPLOSION. It explodes when heated over an open flame. Alcoholic and volatile impurities can be removed by prolonged refluxing at 40o under reduced pressure, or by steam distillation. For example, Bartlett, Benzing and Pincock [J Am Chem Soc 82 1762 1960] refluxed at 30mm pressure in an azeotropic separation apparatus until two phases no longer separated, and then distilled at 41o/23mm. Pure material is stored under N2, in the dark at 0o. Crude commercial material has been added to 25% NaOH below 30o, and the crystals of the sodium salt have been collected, washed twice with *benzene and dissolved in distilled water. After adjusting the pH of the solution to 7.5 by adding solid CO2, the peroxide is extracted into pet ether, from which, after drying with K2CO3, it is recovered by distilling off the solvent under reduced pressure at room temperature [O'Brien et al. J Am Chem Soc 79 6238 1957]. The temperatures should be kept below 75o . It has also been distilled through a helices packed column (ca 15 plates) and the material with b 34-35o/20mm was collected. Similarly, a solution in pet ether has been extracted with cold aqueous NaOH, and the hydroperoxide has been regenerated by adding at 0o, KHSO4 at a pH not higher than 4.5, then extracted into diethyl ether, dried with MgSO4, filtered and the ether evaporated in a rotary evaporator under reduced pressure [Milac & Djokic J Am Chem Soc 84 3098 1962]. A 3M solution of TBHP in CH2Cl2 is prepared by swirling 85mL (0.61mol) of commercial TBHP (70% TBHP-30% H2O, d 0.935 ca 7.2mmol/mL) with 140mL of CH2Cl2 in a separating funnel. The milky mixture is allowed to stand until the phases separate (ca 30minutes). The organic (lower) layer (ca 200mL) containing 0.60mole of TBHP is separated from the aqueous layer (ca 21mL) and used without further drying. TBHP is assayed by iodometric titration. With 90% grade TBHP (w/w, d 0.90, ca 9.0mmole/mL) no separation of layers occurs, i.e. when TBHP (66.67mL, 0.60mole) is added to CH2Cl2 (140mL) the resulting solution (ca 200mL) should be clear. [Walling & Buckler J Am Chem Soc 77 6032 1955, Rogers & Campbell J Am Chem Soc 74 4742 1952, Akashi et al. J Org Chem 43 2063 1978 state the quality of available grades, handling and compatibility for reactions, Beilstein 1 IV 1616.]

Waste Disposal

Excess tert-butyl hydroperoxide and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.

Hazard

Moderate fire risk. Oxidizer.

Uses

It is used to initiate polymerization reactionsand in organic syntheses to introduce peroxygroups into the molecule.

Definition

ChEBI: An alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in a variety of oxidation processes.

Fire Hazard

tert-Butyl hydroperoxide is a flammable liquid and a highly reactive oxidizing agent. Pure TBHP is shock sensitive and may explode on heating. Carbon dioxide or dry chemical extinguishers should be used for fires involving tert-butyl hydroperoxide.

Health Hazard

Moderately toxic by inhalation and ingestion and severely irritating to the eyes an skin. t-Butyl hydroperoxide has not been found to be carcinogenic or to show reproductive or developmental toxicity in huma

Production Methods

TBHP is produced by the liquid-phase reaction of isobutane and molecular oxygen or by mixing equimolar amounts of t-butyl alcohol and 30–50% hydrogen peroxide. TBHP can also be prepared from t-butyl alcohol and 30% hydrogen peroxide in the presence of sulfuric acid or by oxidation of tert-butylmagnesium chloride. The manufacturing process of TBHP is in a closed system.

Flammability and Explosibility

tert-Butyl hydroperoxide is a flammable liquid and a highly reactive oxidizing agent. Pure TBHP is shock sensitive and may explode on heating. Carbon dioxide or dry chemical extinguishers should be used for fires involving tert-butyl hydroperoxide.

Safety Profile

Moderately toxic by ingestion and inhalation. A severe skin and eye irritant. Mutation data reported. At highest dosage levels, symptoms noted were severe depression, incoordmation, and cyanosis. Death was due to respiratory arrest. Very dangerous fire hazard when exposed to heat or flame, or by spontaneous chemical reaction such as with reducing materials. Moderately explosive; may explode during distillation. Violent reaction with traces of acid. Concentrated solutions may ignite spontaneously on contact with molecular sieve. Mixtures with transition metal salts may react vigorously and release oxygen. Forms an unstable solution with 1,2-dichloroethane. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also PEROXIDES, ORGANIC.

Incompatibilities

tert-Butyl hydroperoxide and concentrated aqueous solutions of TBHP react violently with traces of acid and the salts of certain metals, including, in particular, manganese, iron, and cobalt. Mixing anhydrous tert-butyl hydroperoxide with organic and readily oxidized substances can cause ignition and explosion. TBHP can initiate polymerization of certain olefins.

storage

tert-butyl hydroperoxide should be stored in the dark at room temperature (do not refrigerate) separately from oxidizable compounds, flammable substances, and acids. Reactions involving this substance should be carried out behind a safety shield.

General Description

Watery odorless colorless liquid. Floats and mixes slowly with water.

Reactivity Profile

Most alkyl monohydroperoxides are liquid. The explosivity of the lower members (e.g., methyl hydroperoxide, or possibly, traces of the dialkyl peroxides) decreasing with increasing chain length and branching [Bretherick 2nd ed. 1979 p. 10]. Though relatively stable, explosions have been caused by distillation to dryness [Milas, JACS 1946, 68, 205] or attempted distillation at atmospheric pressure [Castrantas 1965 p. 15].

Carcinogenicity

A study performed to evaluate the carcinogenicity of TBHP found it was not carcinogenic when applied to the skin of mice at 16.6% of the peroxide 6 times a week for 45 weeks. However, if its application was preceded by 0.05 mg of 4-nitroquinoline-1-oxide as a 0.25% solution in benzene applied 20 times over 7 weeks followed by TBHP (16.6% in benzene), then malignant skin tumors appeared between days 390 and 405 of the experiment . This supports the theory that peroxides are not complete carcinogens, but may act as promoters . The effects of TBHP on promotable and nonpromotable mouse epidermal cell culture lines were reported by Muehlematter et al. .

Uses

Catalyst in polymerization reactions. To introduce peroxy group into org molecules, in radical substitution reactions: Kharasch, Fono, J. organic. Chem. 23, 325 (1948); see also Kharasch, Sosnovsky, Tetrahedron 3, 97, 105 (1958).

Health Hazard

tert-Butyl hydroperoxide is a strong irritant.Floyd and Stockinger (1958) observed thatdirect cutaneous application in rats did notcause immediate discomfort, but the delayedaction was severe. The symptoms were erythemaand edema within 2–3 days. Exposureto 500 mg in 24 hours produced asevere effect on rabbit skin, while a rinse of150 mg/min was severe to eyes.It is moderately toxic; the effects aresomewhat similar to those of MEK peroxide.Symptoms from oral administration in ratswere weakness, shivering, and prostration.LD50 value, intraperitoneal (rats): 87 mg/kgLD50 value, oral (rats): 406 mg/kg.

Air & Water Reactions

Water soluble.

Chemical Properties

tert-Butyl hydroperoxide (TBHP) is a water-white liquid commonly commercially available as a 70% solution in water; 80% solutions are also available. It is used to initiate polymerization reactions and in organic syntheses to introduce peroxy groups into the molecule. TBHP vapor can burn in the absence of air and may be flammable at either elevated temperature or at reduced pressure. Fine mist/spray may be combustible at temperatures below the normal flash point. When evaporated, the residual liquid will concentrate TBHP content and may reach an explosive concentration (>90%). Closed containers may generate internal pressure through the degradation of TBHP to oxygen . TBHP is a highly reactive product. The three types of significant physical hazards are flammability, thermal, and decomposition due to contamination. To minimize these hazards, avoid exposure to heat, fire, or any condition that will concentrate the liquid material. Store away from heat, sparks, open flames, foreign contaminants, combustibles, and reducing agents. Inspect containers frequently to identify bulges or leaks (7a, 125).
InChI:InChI=1/C4H10O2/c1-4(2,3)6-5/h5H,1-3H3

75-91-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (B3153)  tert-Butyl Hydroperoxide (70% in Water)   75-91-2 100g 245.00CNY Detail
Alfa Aesar (A13926)  tert-Butyl hydroperoxide, 70% aq. soln.    75-91-2 100ml 181.0CNY Detail
Alfa Aesar (A13926)  tert-Butyl hydroperoxide, 70% aq. soln.    75-91-2 500ml 515.0CNY Detail
Alfa Aesar (A13926)  tert-Butyl hydroperoxide, 70% aq. soln.    75-91-2 2500ml 2297.0CNY Detail
Aldrich (458139)  Luperox®TBH70X,tert-Butylhydroperoxidesolution  70 wt. % in H2O 75-91-2 458139-25ML 390.78CNY Detail
Aldrich (458139)  Luperox®TBH70X,tert-Butylhydroperoxidesolution  70 wt. % in H2O 75-91-2 458139-100ML 439.92CNY Detail
Aldrich (458139)  Luperox®TBH70X,tert-Butylhydroperoxidesolution  70 wt. % in H2O 75-91-2 458139-1L 670.41CNY Detail
Aldrich (19997)  tert-Butylhydroperoxidesolution  packed in FEP bottles, ~5.5 M in decane (over molecular sieve 4?) 75-91-2 19997-25ML 652.86CNY Detail
Aldrich (19997)  tert-Butylhydroperoxidesolution  packed in FEP bottles, ~5.5 M in decane (over molecular sieve 4?) 75-91-2 19997-100ML 1,966.77CNY Detail
Aldrich (416665)  tert-Butylhydroperoxidesolution  5.0-6.0 M in decane 75-91-2 416665-25ML 636.48CNY Detail
Aldrich (416665)  tert-Butylhydroperoxidesolution  5.0-6.0 M in decane 75-91-2 416665-100ML 1,852.11CNY Detail
Aldrich (19999)  tert-Butylhydroperoxidesolution  packed in FEP bottles, ~5.5 M in nonane (over molecular sieve 4 ?) 75-91-2 19999-25ML 649.35CNY Detail

75-91-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl hydroperoxide

1.2 Other means of identification

Product number -
Other names 2-hydroperoxy-2-methylpropane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75-91-2 SDS

75-91-2Synthetic route

1-tert-butylperoxy-5-methyl-3,3-bistrifluoromethyl-1H-1,2-benziodoxole

1-tert-butylperoxy-5-methyl-3,3-bistrifluoromethyl-1H-1,2-benziodoxole

A

1,1,1,3,3,3-hexafluoro-2-(2-iodo-5-methylphenyl)-propan-2-ol
65653-64-7

1,1,1,3,3,3-hexafluoro-2-(2-iodo-5-methylphenyl)-propan-2-ol

B

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl In cyclohexane at 81℃; for 30h; Decomposition;A 100%
B 30%
9-tert-butyl-10-methyl-9,10-dihydroacridine
123525-58-6

9-tert-butyl-10-methyl-9,10-dihydroacridine

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

10-methylacridanium

10-methylacridanium

C

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With 9,10-Dicyanoanthracene; oxygen; trifluoroacetic acid; scandium tris(trifluoromethanesulfonate) In [D3]acetonitrile at 24.85℃; for 1h; Irradiation;A n/a
B 100%
C n/a
tert-butylamine
75-64-9

tert-butylamine

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

Conditions
ConditionsYield
Stage #1: tert-butylamine With sodium hydrogen sulfate; 1,2-dibutoxyethane; lead(IV) tetraacetate; oxalic acid at 26℃; for 2.33333h;
Stage #2: With cobalt(II) nitrate at 45℃; for 4h; Temperature;
98.8%
tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

Conditions
ConditionsYield
With dihydrogen peroxide; trifluoroacetic acid In water at 5 - 90℃; for 0.0583333h; Reagent/catalyst; Temperature; Flow reactor;94.3%
With sulfuric acid; dihydrogen peroxide at 0 - 20℃; for 12h;59%
With ferrocenedicarboxylate; water; oxygen; dinitrogen monoxide at 20℃; Rate constant; Irradiation; pH 8; pulse radiolysis; var. ferrocenes;
cyclohexane
110-82-7

cyclohexane

1-tert-butylperoxy-5-methyl-3,3-bistrifluoromethyl-1H-1,2-benziodoxole
187939-68-0

1-tert-butylperoxy-5-methyl-3,3-bistrifluoromethyl-1H-1,2-benziodoxole

A

1,1,1,3,3,3-hexafluoro-2-(2-iodo-5-methylphenyl)-propan-2-ol
65653-64-7

1,1,1,3,3,3-hexafluoro-2-(2-iodo-5-methylphenyl)-propan-2-ol

B

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

C

1-iodocyclohexane
626-62-0

1-iodocyclohexane

D

1,1,1,3,3,3-hexafluoro-2-m-tolylpropan-2-ol

1,1,1,3,3,3-hexafluoro-2-m-tolylpropan-2-ol

Conditions
ConditionsYield
at 81℃; for 30h; Decomposition; Further byproducts given;A 3%
B 1%
C 94%
D 94%
methanol
67-56-1

methanol

t-butyl heptafluoroperoxybutyrate
91481-65-1

t-butyl heptafluoroperoxybutyrate

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

methyl heptafluorobutyrate
356-24-1

methyl heptafluorobutyrate

C

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
at 40℃; for 3h; Yield given. Yields of byproduct given;
In methanol at 10 - 40℃; for 3h; Rate constant; Kinetics; Thermodynamic data; ΔH(act.), ΔS(act.), various temperature;
Isopropylbenzene
98-82-8

Isopropylbenzene

acetone di-tert-butylperoxyketal
4262-61-7

acetone di-tert-butylperoxyketal

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

tert-butyl peroxyacetate
107-71-1

tert-butyl peroxyacetate

C

dicumene
1889-67-4

dicumene

D

tert-butyl cumyl peroxide
3457-61-2

tert-butyl cumyl peroxide

E

acetone
67-64-1

acetone

F

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
at 120℃; for 2h; Product distribution; Kinetics; Mechanism; rate constants, ΔH(excit.), ΔS(excit.);A 16 % Chromat.
B 14 % Chromat.
C 33 % Chromat.
D 52 % Chromat.
E 88 % Chromat.
F 110 % Chromat.
at 110℃; for 4h; Mechanism;
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

aluminum ethoxide
555-75-9

aluminum ethoxide

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

ethanol
64-17-5

ethanol

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With sulfuric acid Product distribution; Mechanism; multistep reaction;
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

aluminum isopropoxide
555-31-7

aluminum isopropoxide

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With sulfuric acid Product distribution; Mechanism; multistep reaction;
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

aluminium propanolate
4073-85-2

aluminium propanolate

A

propan-1-ol
71-23-8

propan-1-ol

B

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

C

propionic acid
802294-64-0

propionic acid

Conditions
ConditionsYield
With sulfuric acid Product distribution; Mechanism; multistep reaction;
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

sodium benzoate
532-32-1

sodium benzoate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonium chloride at 25℃; Rate constant; basic hydrolysis with different cationic micelles with or without NaOH;
2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

azo-t-butane
15464-01-4

azo-t-butane

A

2,3-dimethyl-2,3-epoxybutane
5076-20-0

2,3-dimethyl-2,3-epoxybutane

B

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

C

formaldehyd
50-00-0

formaldehyd

D

acetone
67-64-1

acetone

E

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With oxygen In gas at 69.9℃; under 200 Torr; for 1.33333h; Product distribution; Irradiation; different time, temperature and oxygen pressure;
tert-butylperoxytrimethylsilane
3965-63-7

tert-butylperoxytrimethylsilane

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

tertiary butyl chloride
507-20-0

tertiary butyl chloride

C

di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

D

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

E

isobutene
115-11-7

isobutene

F

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With phosphorus trichloride In nonane Kinetics; Mechanism; other solvent : butyl methacrylate;A 0.56 (unit not given)
B 0.04 (unit not given)
C 0.11 (unit not given)
D 0.46 (unit not given)
E 0.09 (unit not given)
F 0.04 (unit not given)
tert-butyl peroxyacetate
107-71-1

tert-butyl peroxyacetate

aluminum ethoxide
555-75-9

aluminum ethoxide

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

ethanol
64-17-5

ethanol

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With sulfuric acid Product distribution; multistep reaction;
tert-butyl peroxyacetate
107-71-1

tert-butyl peroxyacetate

aluminum isopropoxide
555-31-7

aluminum isopropoxide

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

acetic acid
64-19-7

acetic acid

C

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With sulfuric acid Product distribution; Mechanism; multistep reaction;
tert-butyl peroxyacetate
107-71-1

tert-butyl peroxyacetate

aluminium propanolate
4073-85-2

aluminium propanolate

A

propan-1-ol
71-23-8

propan-1-ol

B

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

C

propionic acid
802294-64-0

propionic acid

Conditions
ConditionsYield
With sulfuric acid Product distribution; Mechanism; multistep reaction;
acetone di-tert-butylperoxyketal
4262-61-7

acetone di-tert-butylperoxyketal

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With sulfuric acid; water In 1,4-dioxane at 25℃; Kinetics; Mechanism; other aliphatic ketone di-tert-butylperoxyketals, induction and steric parameters of substituents at the carbonyl group of the ketones;
With sulfuric acid; water In 1,4-dioxane at 25℃; Equilibrium constant;
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

cyclohexene
110-83-8

cyclohexene

1-(tert-butylperoxy)-2-cyclohexene
51437-25-3

1-(tert-butylperoxy)-2-cyclohexene

Conditions
ConditionsYield
In decane; toluene at 30℃;100%
With [Cu(4-methyl-1,3-bis(2-pyridylimino)isoindole)(OAc)] In water86%
With pyrazolate-based cobalt(II)-containing MFU-1 metal-organic framework at 70℃; for 2h;11.9%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2,6-di-tert-butyl-4-methyl-phenol
128-37-0

2,6-di-tert-butyl-4-methyl-phenol

2,6-di-tert-butyl-4-(tert-butylperoxy)-4-methylcyclohexa-2,5-dien-1-one
13154-57-9

2,6-di-tert-butyl-4-(tert-butylperoxy)-4-methylcyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis(caprolactam) In water; 1,2-dichloro-ethane at 40℃; for 0.75h; chemoselective reaction;99%
With tetra-(n-butyl)ammonium iodide In nonane; 1,2-dichloro-ethane at 20℃; for 24h;99%
With cobalt naphthenate
(electrochemical oxidation);
With sodium chloride; sodium hydroxide; benzyl alcohol In water at 70℃; for 12h; Sealed tube; Green chemistry;
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

phenyl isocyanate
103-71-9

phenyl isocyanate

phenyl-peroxycarbamic acid tert-butyl ester
20666-88-0

phenyl-peroxycarbamic acid tert-butyl ester

Conditions
ConditionsYield
With copper acetylacetonate In tetrachloromethane at 20℃; for 1h; Product distribution; Mechanism;99%
With copper acetylacetonate In benzene at 30℃; for 0.25h;29%
With copper acetylacetonate In tetrachloromethane at 20℃; for 1h; Product distribution; Mechanism; other solvent (benzene), other temperature (30 deg C);6%
With triethylamine In Petroleum ether
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3,5-di-tert-butyl-2-hydroxybenzonitrile
95091-86-4

3,5-di-tert-butyl-2-hydroxybenzonitrile

2,4-di-tert-butyl-4-tert-butylperoxy-6-cyano-2,5-cyclohexadienone

2,4-di-tert-butyl-4-tert-butylperoxy-6-cyano-2,5-cyclohexadienone

Conditions
ConditionsYield
With salcomine In dichloromethane for 0.333333h; Ambient temperature;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

oct-1-ene
111-66-0

oct-1-ene

1,2-Epoxyoctane
2984-50-1

1,2-Epoxyoctane

Conditions
ConditionsYield
[Ti(NMe2){c-C6H11)7Si7O12}] at 79.85℃; Kinetics; Further Variations:; Catalysts; Epoxidation;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

Cbz-(L)-Glu-OBn
3705-42-8

Cbz-(L)-Glu-OBn

2-benzyloxycarbonylamino-4-tert-butylperoxycarbonyl-butyric acid benzyl ester

2-benzyloxycarbonylamino-4-tert-butylperoxycarbonyl-butyric acid benzyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In decane; acetonitrile at -20 - 20℃; for 4h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

{(C6H4CH2N(CH3)2)(C6H4(O)CH2N(CH3)2)Pd}

{(C6H4CH2N(CH3)2)(C6H4(O)CH2N(CH3)2)Pd}

{(C6H4(O)(CH2N(CH3)2))2Pd}
63232-39-3

{(C6H4(O)(CH2N(CH3)2))2Pd}

Conditions
ConditionsYield
bis(acetylacetonate)oxovanadium In chloroform-d1 react. with 2.0 equiv. Me3COOH and 2mol% VO(acac)2 at 20°C;99%
In chloroform-d1; dichloromethane addn. of CH2Cl2 and the peroxide to the Pd-complex in CDCl3, react. for 5 d;60%
bis(acetylacetonate)oxidovanadium(IV) In chloroform-d1; dichloromethane addn. of CH2Cl2 and the peroxide to the Pd-complex and catalyst in CDCl3, react. for 1.5 h;>99
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

1-benzyl N-carbobenzoxy-L-glutamate
65706-99-2

1-benzyl N-carbobenzoxy-L-glutamate

(2R)-benzyl 2-(benzyloxycarbonylamino)-5-(tert-butylperoxy)-5-oxopentanoate
592532-30-4

(2R)-benzyl 2-(benzyloxycarbonylamino)-5-(tert-butylperoxy)-5-oxopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In decane; dichloromethane; acetonitrile at -20 - 20℃; for 4h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

N-(4-chloro-6-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1,3,5-triazin-2-yl)-N-(prop-2-ynyl)-methanesulfonamide
1258621-51-0

N-(4-chloro-6-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1,3,5-triazin-2-yl)-N-(prop-2-ynyl)-methanesulfonamide

N-(4-(tert-butylperoxy)-6-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1,3,5-triazin-2-yl)-N-(prop-2-ynyl)methanesulfonamide
1258621-53-2

N-(4-(tert-butylperoxy)-6-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1,3,5-triazin-2-yl)-N-(prop-2-ynyl)methanesulfonamide

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 0 - 50℃; Inert atmosphere;99%
styrene
292638-84-7

styrene

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

pivalaldehyde
630-19-3

pivalaldehyde

(1-(tert-butylperoxy)-3,3-dimethylbutyl)benzene
1312775-15-7

(1-(tert-butylperoxy)-3,3-dimethylbutyl)benzene

Conditions
ConditionsYield
With iron(II) chloride In decane; acetonitrile at 85℃; for 1h; Inert atmosphere;99%
With iron(II) chloride In decane; ethyl acetate at 80℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry;79%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-(4-chlorophenyl)-1,3-dioxolane
2403-54-5

2-(4-chlorophenyl)-1,3-dioxolane

2-(tert-butylperoxy)-2-(4-chlorophenyl)-1,3-dioxolane
1449315-81-4

2-(tert-butylperoxy)-2-(4-chlorophenyl)-1,3-dioxolane

Conditions
ConditionsYield
With iron(III)-acetylacetonate In decane; acetonitrile at 20 - 80℃; for 3h; Molecular sieve; Inert atmosphere;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

tert-butyl (2-methoxyphenyl)methyl ether
143741-85-9

tert-butyl (2-methoxyphenyl)methyl ether

tert-butyl (tert-butylperoxy)(2-methoxyphenyl)methyl ether
1449315-76-7

tert-butyl (tert-butylperoxy)(2-methoxyphenyl)methyl ether

Conditions
ConditionsYield
With iron(III)-acetylacetonate In decane; acetonitrile at 20 - 80℃; for 3h; Molecular sieve; Inert atmosphere;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%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

Conditions
ConditionsYield
With copper quinolate In water; dimethyl sulfoxide at 120℃; for 24h; Solvent;99%
With copper doped mesoporous polymelamine-formaldehyde In water; dimethyl sulfoxide at 100℃; for 16h; Catalytic behavior;97%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

benzaldehyde
100-52-7

benzaldehyde

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; benzaldehyde In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
99%
With copper (II)-fluoride In water; dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;65%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3-Methylindole
83-34-1

3-Methylindole

isovaleraldehyde
590-86-3

isovaleraldehyde

1-(1-(tert-butylperoxy)-3-methylbutyl)-3-methyl-indole

1-(1-(tert-butylperoxy)-3-methylbutyl)-3-methyl-indole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h; chemoselective reaction;99%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-(2-(5-methoxy-1H-indol-3-yl)ethyl)isoindoline-1,3-dione
55747-66-5

2-(2-(5-methoxy-1H-indol-3-yl)ethyl)isoindoline-1,3-dione

isovaleraldehyde
590-86-3

isovaleraldehyde

C28H34N2O5

C28H34N2O5

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h; chemoselective reaction;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}

bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}

2-(phenylthio)ethanol
699-12-7

2-(phenylthio)ethanol

Rh2(α,α,α′,α′-tetramethyl-1,3-benzenedipropanoate)2-bis-2-(phenylsulfinyl)ethanol

Rh2(α,α,α′,α′-tetramethyl-1,3-benzenedipropanoate)2-bis-2-(phenylsulfinyl)ethanol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 9h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

tri(p-tolyl)antimony
5395-43-7

tri(p-tolyl)antimony

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

benzene
71-43-2

benzene

μ2-oxobis[(2,4,6-tribromophenoxo)tris(para-tolyl)antimony] benzene monosolvate

μ2-oxobis[(2,4,6-tribromophenoxo)tris(para-tolyl)antimony] benzene monosolvate

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; tri(p-tolyl)antimony; 2,4,6-tribromophenol In diethyl ether at 20℃; for 24h;
Stage #2: benzene In n-heptane
99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

tris(3-fluorophenyl)antimony

tris(3-fluorophenyl)antimony

Pentafluorobenzoic acid
602-94-8

Pentafluorobenzoic acid

μ2-oxobis[pentafluorobenzoatetri(3-fluorophenyl)-antimony]

μ2-oxobis[pentafluorobenzoatetri(3-fluorophenyl)-antimony]

Conditions
ConditionsYield
In diethyl ether at 20℃; for 24h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

pentafluoropropionic acid
422-64-0

pentafluoropropionic acid

tri(p-tolyl)antimony
5395-43-7

tri(p-tolyl)antimony

μ2-oxobis[tri(4-methylphenyl)pentafluoropropanoateantimony]

μ2-oxobis[tri(4-methylphenyl)pentafluoropropanoateantimony]

Conditions
ConditionsYield
In diethyl ether at 20℃; for 24h;99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

methyl chlorobenzoate
610-96-8

methyl chlorobenzoate

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; 2-chloro-benzaldehyde In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-fluoro-6-(trifluoromethyl)benzoic acid
32890-94-1

2-fluoro-6-(trifluoromethyl)benzoic acid

methyl 2-fluoro-6-(trifluoromethyl)benzoate
153556-50-4

methyl 2-fluoro-6-(trifluoromethyl)benzoate

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; 2-fluoro-6-(trifluoromethyl)benzoic acid In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-ethylhexanoic acid chloride
760-67-8

2-ethylhexanoic acid chloride

tertiary butyl per-2-ethylhexanoate
3006-82-4

tertiary butyl per-2-ethylhexanoate

Conditions
ConditionsYield
With potassium hydroxide In water at 27 - 35℃;98.5%
With potassium hydroxide In water at 27 - 35℃; Product distribution / selectivity; Industry scale;98.5%
In water at 40 - 45℃; Product distribution / selectivity;90%
With 1-methyl-1H-imidazole at 25 - 35℃; Product distribution / selectivity;88%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

isononanoyl chloride
36727-29-4

isononanoyl chloride

tert-butyl peroxy-3,5,5-trimethylhexanoate

tert-butyl peroxy-3,5,5-trimethylhexanoate

Conditions
ConditionsYield
With potassium hydroxide In water at 25℃;98.2%
With potassium hydroxide In water at 25℃; Product distribution / selectivity; Industry scale;98.2%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-Iodobenzoyl chloride
609-67-6

2-Iodobenzoyl chloride

tert-butyl 2-iodobenzoperoxoate
10568-20-4

tert-butyl 2-iodobenzoperoxoate

Conditions
ConditionsYield
With pyridine; dichloromethane In dichloromethane at -20℃; for 4.5h; Inert atmosphere;98%
With pyridine In dichloromethane at -20 - 20℃; Oxidation;90%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

tert-butyl 4-nitrobenzoperoxoate
16166-61-3

tert-butyl 4-nitrobenzoperoxoate

Conditions
ConditionsYield
With pyridine In dichloromethane at -20 - 20℃; Oxidation;98%
Stage #1: 4-nitro-benzoyl chloride With pyridine In dichloromethane at -20℃; for 0.166667h;
Stage #2: tert.-butylhydroperoxide In dichloromethane at -20℃; for 4h; Further stages.;
98%
With pyridine In dichloromethane at -20℃; for 4h; Inert atmosphere;98%
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