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tert-Butyl hydroperoxide

tert-Butyl hydroperoxide
tert-Butyl hydroperoxide
CAS No.
75-91-2
Chemical Name:
tert-Butyl hydroperoxide
Synonyms
TBHP;Tbhp-70;T-Hydro;cadoxtbh;Trigonox;USP -800;Cadox TBH;perbutylh;tertiary-;Perbutyl H
CBNumber:
CB3854248
Molecular Formula:
C4H10O2
Formula Weight:
90.12
MOL File:
75-91-2.mol

tert-Butyl hydroperoxide Properties

Melting point:
-2.8 °C
Boiling point:
37 °C (15 mmHg)
Density 
0.937 g/mL at 20 °C
refractive index 
n20/D 1.403
Flash point:
85 °F
storage temp. 
2-8°C
form 
Liquid
color 
Clear colorless
Water Solubility 
Miscible
Merck 
14,1570
BRN 
1098280
Stability:
Stable, but may explode if heated under confinement. Decomposition may be accelerated by traces of metals, molecular sieve or other contaminants. Incompatible with reducing agents, combustible material, acids.
CAS DataBase Reference
75-91-2(CAS DataBase Reference)
NIST Chemistry Reference
Tert-butyl hydroperoxide(75-91-2)
EPA Substance Registry System
Hydroperoxide, 1,1-dimethylethyl(75-91-2)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  O,C,N,T
Risk Statements  7-10-20/21/22-34-65-52/53-43-67-53-68-51/53-23-21/22
Safety Statements  14-3/7-61-45-36/37/39-24-17-16-14A-26-62-47-43
RIDADR  UN 3109 5.2
WGK Germany  3
RTECS  EQ4900000
3-21
TSCA  Yes
HazardClass  5.2
PackingGroup  II
HS Code  29094990
Hazardous Substances Data 75-91-2(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H226 Flammable liquid and vapour Flammable liquids Category 3 Warning
H242 Heating may cause a fire Self-reactive substances and mixtures; and Organic peroxides Type C, D,Type E, F
Type G
Danger
Warning
P210, P220, P234, P280, P370+P378,P403+P235, P411, P420, P501
H300 Fatal if swallowed Acute toxicity,oral Category 1, 2 Danger P264, P270, P301+P310, P321, P330,P405, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H304 May be fatal if swallowed and enters airways Aspiration hazard Category 1 Danger
H310 Fatal in contact with skin Acute toxicity,dermal Category 1, 2 Danger P262, P264, P270, P280, P302+P350,P310, P322, P361, P363, P405, P501
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger P280, P302+P352, P312, P322, P361,P363, P405, P501
H314 Causes severe skin burns and eye damage Skin corrosion/irritation Category 1A, B, C Danger P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H317 May cause an allergic skin reaction Sensitisation, Skin Category 1 Warning P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 Causes serious eye damage Serious eye damage/eye irritation Category 1 Danger P280, P305+P351+P338, P310
H330 Fatal if inhaled Acute toxicity,inhalation Category 1, 2 Danger P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H336 May cause drowsiness or dizziness Specific target organ toxicity,single exposure; Narcotic effects Category 3 Warning P261, P271, P304+P340, P312,P403+P233, P405, P501
H341 Suspected of causing genetic defects Germ cell mutagenicity Category 2 Warning P201,P202, P281, P308+P313, P405,P501
H371 May cause damage to organs Specific target organ toxicity, single exposure Category 2 Warning P260, P264, P270, P309+P311, P405,P501
H372 Causes damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 1 Danger P260, P264, P270, P314, P501
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning P273, P391, P501
H411 Toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 2
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P220 Keep/Store away from clothing/…/combustible materials.
P233 Keep container tightly closed.
P234 Keep only in original container.
P240 Ground/bond container and receiving equipment.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P272 Contaminated work clothing should not be allowed out of the workplace.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P284 Wear respiratory protection.
P310 Immediately call a POISON CENTER or doctor/physician.
P320 Specific treatment is urgent (see … on this label).
P331 Do NOT induce vomiting.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.
P410 Protect from sunlight.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.

tert-Butyl hydroperoxide price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 19997 tert-Butyl hydroperoxide solution packed in FEP bottles, ~5.5M in decane (over molecular sieve 4) 75-91-2 25ml $55 2017-11-08 Buy
Sigma-Aldrich 19997 tert-Butyl hydroperoxide solution packed in FEP bottles, ~5.5M in decane (over molecular sieve 4) 75-91-2 100ml $165.5 2017-11-08 Buy
TCI Chemical B3153 tert-Butyl Hydroperoxide (70% in Water) 75-91-2 100g $31 2017-11-08 Buy
Sigma-Aldrich 458139 Luperox? TBH70X, tert-Butyl hydroperoxide solution 70wt. % in H 75-91-2 25ml $32.7 2017-11-08 Buy
Sigma-Aldrich 458139 Luperox? TBH70X, tert-Butyl hydroperoxide solution 70wt. % in H 75-91-2 100ml $36.9 2017-11-08 Buy

tert-Butyl hydroperoxide Chemical Properties,Uses,Production

Chemical Properties

colourless liquid (as an aqueous solution) with a sweet smell

Definition

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

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).

General Description

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

Air & Water Reactions

Water soluble.

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].

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.]

tert-Butyl hydroperoxide Preparation Products And Raw materials

Raw materials

Preparation Products


tert-Butyl hydroperoxide Suppliers

Global( 173)Suppliers
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