Benzoyl Peroxide
- Formula: C14H10O4
- Molecular weight: 242.2268
- IUPAC Standard InChI: InChI=1S/C14H10O4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H
- IUPAC Standard InChIKey: OMPJBNCRMGITSC-UHFFFAOYSA-N
- CAS Registry Number: 94-36-0
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Peroxide, dibenzoyl; Acetoxyl; Akneroxid 5; Asidopan; Benoxyl; Benzac; Benzoic acid, peroxide; Benzol peroxide; Benzoperoxide; Benzoyl superoxide; Benzoylperoxid; Benzoyl peroxyde; Dibenzoyl peroxide; Dibenzoylperoxid; Dibenzoylperoxyde; Diphenylglyoxal peroxide; Dry and Clear; Duresthin 5; Eloxyl; Epi-Clear; G20; Lucidol; Lucidol B 50; Lucidol G 20; Luperco AST; Mytolac; Nayper BO; Oxy 5; Oxylite; Panoxyl; Perossido di benzoile; Peroxyde de benzoyle; Persa-Gel; Persadox; Resdan Akne; Theraderm; Acnegel; Aztec BPO; Benzaknew; BZF-60; Cadet; Cadox; Cadox BS; Clearasil benzoyl peroxide lotion; Clearasil BP acne treatment; Cuticura acne cream; Debroxide; Fostex; Garox; Incidol; Loroxide; Luperco; Luperox FL; NA 2085 (DOT); Nayper B and BO; Norox bzp-250; Norox bzp-C-35; Novadelox; OXY-10; OXY WASH; Quinolor compound; Superox; Topex; UN 2085 (DOT); UN 2086; UN 2088; Vanoxide; Xerac; Acne-Aid Cream; Benzac W; Clear By Design; Abcure S-40-25; Akneroxid L; Akneroxide L; Benzagel 10; Benzaknen; BPO; Brevoxyl; Cadet BPO 78W; Cadox 40E; Dermoxyl; Desanden; Lucidol 78; Lucidol 75FP; Luzidol; Nericur; NSC 675; Oxy-L; Peroxyderm; Peroxydex; Preoxydex; Sanoxit; Xerac BP 10; Xerac BP 5; Triaz; Perkadox 20S; Cadox B; Desquam E; Lucidol (peroxide); Luperco AA; Nyper B; Nyper BMT; W 75
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -64.9 ± 1.3 | kcal/mol | Ccb | Carson, Laye, et al., 1975 | |
| ΔfH°gas | -67.3 ± 1.5 | kcal/mol | Ccb | Kiparisova and Rabinovich, 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -67.0 ± 2.5 kcal/mol |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -88.3 ± 1.1 | kcal/mol | Ccb | Carson, Laye, et al., 1975 | |
| ΔfH°solid | -88.3 ± 2.0 | kcal/mol | Ccb | Kiparisova and Rabinovich, 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -88.0 ± 2.0 kcal/mol |
| ΔfH°solid | -93.7 ± 1.5 | kcal/mol | Ccb | Breitenbach and Derkosch, 1951 | Reanalyzed by Cox and Pilcher, 1970, Original value = -93.5 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1570.0 ± 1.1 | kcal/mol | Ccb | Carson, Laye, et al., 1975 | Corresponding ΔfHºsolid = -88.33 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1570.0 ± 2.0 | kcal/mol | Ccb | Kiparisova and Rabinovich, 1971 | Corresponding ΔfHºsolid = -88.3 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1564.6 ± 1.5 | kcal/mol | Ccb | Breitenbach and Derkosch, 1951 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1564.5 kcal/mol; Corresponding ΔfHºsolid = -93.69 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 23.4 ± 0.6 | kcal/mol | V | Carson, Laye, et al., 1975 | ALS |
| ΔsubH° | 23.4 ± 0.60 | kcal/mol | ME | Carson, Laye, et al., 1975 | Based on data from 310. to 340. K.; AC |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 21.4 ± 1.0 | 303. | ME | Kiparisova and Rabinovich, 1971, 2 | Based on data from 293. to 313. K. See also Pedley and Rylance, 1977.; AC |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 5.399 | 378. | Fine and Gray, 1967 | Large uncertainty in reported value. Compound may undergo some decomposition upon melting.; AC |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Carson, Laye, et al., 1975
Carson, A.S.; Laye, P.G.; Morris, H.,
The enthalpy of formation of dibenzoyl peroxide,
J. Chem. Thermodyn., 1975, 7, 993-996. [all data]
Kiparisova and Rabinovich, 1971
Kiparisova, E.G.; Rabinovich, I.B.,
Thermochemistry of a series of acyl peroxides,
Dokl. Phys. Chem. (Engl. Transl.), 1971, 199, 675-677, In original 1075. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Breitenbach and Derkosch, 1951
Breitenbach, J.W.; Derkosch, J.,
Verbrennungswarmen von peroxyden und verwandten verbindungen sowie von polystrolen,
Monatsh. Chem., 1951, 82, 177-179. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Kiparisova and Rabinovich, 1971, 2
Kiparisova, E.G.; Rabinovich, I.B.,
Dokl. Akad. Nauk SSSR, 1971, 199, 5, 1075. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [all data]
Fine and Gray, 1967
Fine, D.H.; Gray, P.,
Explosive decomposition of solid benzoyl peroxide,
Combust. Flame, 1967, 11, 71-78. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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