tert-Butyl peroxyacetate

Base Information

• Chemical Name: tert-Butyl peroxyacetate
• CAS No.: 107-71-1
• Molecular Formula: C6H12 O3
• Molecular Weight: 132.159
• Hs Code.: 29159000
• European Community (EC) Number: 203-514-5
• NSC Number: 118417
• UN Number: 3101
• UNII: FJ3F3S50CS
• DSSTox Substance ID: DTXSID9029142
• Nikkaji Number: J2.858D
• Wikidata: Q27278013
• Mol file: 107-71-1.mol

Synonyms:tert-Butyl peroxyacetate;107-71-1;tert-Butyl peracetate;tert-butyl ethaneperoxoate;t-Butyl peracetate;Lupersol 70;Trigonox F-C50;t-Butyl peroxyacetate;ETHANEPEROXOIC ACID, 1,1-DIMETHYLETHYL ESTER;Peroxyacetic acid, tert-butyl ester;UNII-FJ3F3S50CS;EINECS 203-514-5;FJ3F3S50CS;NSC 118417;BRN 1701510;4-02-00-00391 (Beilstein Handbook Reference);NSC-118417;tert-butylperacetat;t-butyl peroxy acetate;Peracetic acid tert-butyl;Peroxyactate de tert-butyle;t-Butyl Peroxyacetate [1];t-Butyl Peroxyacetate [2];SCHEMBL24499;BUTYL PERACETATE, TERT-;DTXSID9029142;ACETYL TERT-BUTYL PEROXIDE;Ethaneperoxoic acid tert-butyl ester;NA2095;NSC118417;UN2095;AKOS015892841;WLN: 1X1 & 1 & OOV1;Ethaneperoxoic acid,1-dimethylethyl ester;LS-102459;Ethaneperoxoic acid, 1,1-dimethylethyl ethaneperoxoate;Q27278013;Butyl peroxyacetate, ter.(75% sol'n in benzene or mineral sp

Chemical Property of tert-Butyl peroxyacetate

Chemical Property:

• Appearance/Colour: clear solution
• Vapor Pressure: 13.8mmHg at 25°C
• Melting Point: -20 ºC
• Refractive Index: n20/D 1.412
• Boiling Point: 122.7 ºC at 760 mmHg
• Flash Point: 39.8 ºC
• PSA: 35.53000
• Density: 0.961 g/cm³
• LogP: 1.27960
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Water Solubility.: 3.878g/L at 25℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 101
• Transport DOT Label: Organic Peroxide Explosive

Purity/Quality:

99.9% ^*data from raw suppliers

tert-Butyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TFOXi
• Hazard Codes: F,T,O,Xi
• Statements: 23/24/25-36/37/38-40-65-22-10-7-45-46
• Safety Statements: 16-26-36/37/39-45-62-47-14-7-53-3/7-36/37-35

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Peroxides, Organic
• Canonical SMILES: CC(=O)OOC(C)(C)C
• Uses: Polymerization initiator for vinyl monomers, manufacture of polyethylene and polystyrene. It is used to initiate polymerization, and inorganic syntheses. Allows the direct copper catalyzed acetoxylation of β-lactams at the 4-position.

Technology Process of tert-Butyl peroxyacetate

There total 34 articles about tert-Butyl peroxyacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

tert.-butylhydroperoxide (75-91-2) + acetic anhydride (108-24-7) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → tert-butyl peroxyacetate (107-71-1) + N-acetyl-N-methylaniline (579-10-2)

Guidance literature:

With pyridine; iron(II) chloride; In acetonitrile; at 85 ℃; for 1h; Time; Inert atmosphere;

DOI:10.1021/jo400804p

Reference yield: 70.0%

→ tert-butyl peroxyacetate (107-71-1) + copper (I) acetate (598-54-9,142-71-2,4180-12-5,24381-58-6,66760-61-0,66760-62-1)

Guidance literature:

Reference yield: 15.0%

Isopropylbenzene (98-82-8) + 2,2-bis(tert-butylperoxy)butane (2167-23-9) → tert-butyl peroxyacetate (107-71-1) + dicumene (1889-67-4) + tert-butyl cumyl peroxide (3457-61-2) + acetone (67-64-1) + butanone (78-93-3) + tert-butyl alcohol (75-65-0)

Guidance literature:

at 100 ℃; for 11h; Product distribution; Mechanism;

DOI:10.1246/bcsj.63.716

upstream raw materials:

tert.-butylhydroperoxide

Ketene

acetic anhydride

acetyl chloride

Downstream raw materials:

oct-1-en-3-yl acetate

trans-2-butenyl acetate

2-acetoxy-3-butene

3-acetoxy-1-hexene

Refernces

• 1、 Gulenova,Stepovik,Cherkasov. "Reaction of zirconium alkoxides with tert-butyl hydroperoxide. Oxidative ability of the Zr(OBu-t)4-t-BuOOH system". . p. 980 - 988. Retrieved 2006.
• 2、 Suyama,Watanabe,Sawaki. "Thermal decomposition of 2,2-bix(t-butyldioxy)alkanes". . p. 716 - 720. Retrieved 1990.
• 3、 Lorand. "". . p. 2867,2873. Retrieved 1974.
• 4、 Gushchin, A. V.,Dyomina, E. E.,Dodonov, V. A.. "Reaction of triphenylantimony and triphenylbismuth with tert-butyl peracetate". . . Retrieved 1995.
• 5、 Donchak,Voronov,Yur'ev. "New synthesis of tert-butyl peroxycarboxylates". . p. 487 - 490. Retrieved 2006.
• 6、 Antonovskii, V. L.,Yanaeva, O. K.. "KINETICS OF THE ACID-CATALYZED ACYLATION OF tert-BUTYL HYDROPEROXIDE BY ACETIC AND CAPROIC ACIDS". . p. 2052 - 2055. Retrieved 1981.
• 7、 Stepovik,Gulenova. "Specific features of the reaction of vanadyl acetylacetonate with tert-butyl hydroperoxide". scheme or table. p. 1663 - 1670. Retrieved 2011/05/14.