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Peroxide, bis(4-methylbenzoyl) is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 895-85-2 Structure
  • Basic information

    1. Product Name: Peroxide, bis(4-methylbenzoyl)
    2. Synonyms: Peroxide, bis(4-methylbenzoyl);Bis-(4-methylbenzoyl)-peroxide;(4-methylbenzoyl) 4-methylbenzenecarboperoxoate;(4-methylphenyl)carbonyl 4-methylbenzenecarboperoxoate;4-methylbenzenecarboperoxoic acid (4-methylbenzoyl) ester
    3. CAS NO:895-85-2
    4. Molecular Formula: C16H14O4
    5. Molecular Weight: 270.28
    6. EINECS: 407-950-9
    7. Product Categories: N/A
    8. Mol File: 895-85-2.mol
  • Chemical Properties

    1. Melting Point: 143-144 °C (decomp)
    2. Boiling Point: 373.4°C (rough estimate)
    3. Flash Point: 177.9 °C
    4. Appearance: white paste
    5. Density: 1.2117 (rough estimate)
    6. Vapor Pressure: 1.14E-06mmHg at 25°C
    7. Refractive Index: 1.5447 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: 680 in mg/100g standard fat at 20 ℃
    10. Water Solubility: 43μg/L at 20℃
    11. CAS DataBase Reference: Peroxide, bis(4-methylbenzoyl)(CAS DataBase Reference)
    12. NIST Chemistry Reference: Peroxide, bis(4-methylbenzoyl)(895-85-2)
    13. EPA Substance Registry System: Peroxide, bis(4-methylbenzoyl)(895-85-2)
  • Safety Data

    1. Hazard Codes: E,N
    2. Statements: 2-7-50/53
    3. Safety Statements: 7-14-36/37/39-47-60-61
    4. RIDADR: 3102
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 5.2
    8. PackingGroup: II
    9. Hazardous Substances Data: 895-85-2(Hazardous Substances Data)

895-85-2 Usage

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 895-85-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,9 and 5 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 895-85:
(5*8)+(4*9)+(3*5)+(2*8)+(1*5)=112
112 % 10 = 2
So 895-85-2 is a valid CAS Registry Number.
InChI:InChI=1/C16H14O4/c1-11-3-7-13(8-4-11)15(17)19-20-16(18)14-9-5-12(2)6-10-14/h3-10H,1-2H3

895-85-2Synthetic route

p-Toluic acid
99-94-5

p-Toluic acid

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

Conditions
ConditionsYield
With Eosin Y; triphenylphosphine In acetonitrile at 20℃; Irradiation;91%
(i) N,N'-carbonyl-diimidazole, (ii) H2O2; Multistep reaction;
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

Conditions
ConditionsYield
With dihydrogen peroxide In diethyl ether; water for 0.166667h;86%
With sodium peroxide
With dihydrogen peroxide; sodium hydroxide In water
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

A

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

B

4-methylperbenzoic acid
937-21-3

4-methylperbenzoic acid

C

p-Toluic acid
99-94-5

p-Toluic acid

Conditions
ConditionsYield
With oxygen; ozone; lithium chloride In tetrachloromethane at 50℃;A 58.3%
B n/a
C n/a
para-chlorotoluene
106-43-4

para-chlorotoluene

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

Conditions
ConditionsYield
With sodium peroxide; toluene
With sodium peroxide; cyclohexane
With toluene
With dihydrogen peroxide; acetone Behandeln des Reaktionsgemisches mit Natronlauge;
4-(methylbenzoyl)imidazoline
10347-11-2

4-(methylbenzoyl)imidazoline

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

Conditions
ConditionsYield
With dihydrogen peroxide
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

A

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

B

2-methylbenzoyl 4-methylbenzoyl peroxide
208726-49-2

2-methylbenzoyl 4-methylbenzoyl peroxide

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In water at 10 - 20℃; for 1h; Industry scale;
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

C15H18O5

C15H18O5

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; CHF3O3S*C10H24N2 In chloroform at 20℃; Schlenk technique; Inert atmosphere; enantioselective reaction;90%
4-methyl-β-nitrostyrene
7559-36-6

4-methyl-β-nitrostyrene

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

(E)-4,4'-dimethylstilbene
18869-29-9

(E)-4,4'-dimethylstilbene

Conditions
ConditionsYield
In acetonitrile at 100℃; for 3h; Sealed tube; stereoselective reaction;90%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

2-chloroethyl 4-methyl benzoate
125288-33-7

2-chloroethyl 4-methyl benzoate

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; sodium t-butanolate In dimethyl sulfoxide at 80℃; for 24h;85%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

benzylamine
100-46-9

benzylamine

N-benzyl-4-methylbenzamide
5436-83-9

N-benzyl-4-methylbenzamide

Conditions
ConditionsYield
With bathophenanthroline; cobalt(II) diacetate tetrahydrate In 1,2-dichloro-ethane at 60℃; for 8h; Sealed tube;85%
1-methyl-2(1H)-quinoxalinone
6479-18-1

1-methyl-2(1H)-quinoxalinone

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

1-methyl-3-(4-tolyl)quinoxalin-2(1H)-one

1-methyl-3-(4-tolyl)quinoxalin-2(1H)-one

Conditions
ConditionsYield
In ethyl acetate at 80℃; for 24h; Sealed tube;85%
In ethyl acetate at 20℃; for 3h; Irradiation; Green chemistry; regioselective reaction;75%
In acetone at 80℃; for 12h; Autoclave; Green chemistry;68%
2-phenylpyridine
1008-89-5

2-phenylpyridine

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

2-(4’-methyl-[1,1’-biphenyl]-2-yl)pyridine

2-(4’-methyl-[1,1’-biphenyl]-2-yl)pyridine

Conditions
ConditionsYield
With palladium diacetate In acetic acid; acetonitrile for 2h; Heating; Inert atmosphere;81%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

benzene
71-43-2

benzene

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
at 100℃; for 12h; Sealed tube;81%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone
106129-86-6, 1776-08-5

1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone

4-oxo-4H-chromen-3-yl 4-methylbenzoate

4-oxo-4H-chromen-3-yl 4-methylbenzoate

Conditions
ConditionsYield
In ethanol at 20℃; for 6h;80%
8-amino quinoline
578-66-5

8-amino quinoline

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

7-aminoquinolin-8-yl 4-methylbenzoate

7-aminoquinolin-8-yl 4-methylbenzoate

Conditions
ConditionsYield
With air In water at 20℃; for 16h; Green chemistry;80%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

2-isocyanobiphenyl
3128-77-6

2-isocyanobiphenyl

6-(4′-methylphenyl)phenanthridine
47135-83-1

6-(4′-methylphenyl)phenanthridine

Conditions
ConditionsYield
at 100℃; for 10h; Inert atmosphere;77%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

tris(2,4,6-trimethylphenyl)phosphine
23897-15-6

tris(2,4,6-trimethylphenyl)phosphine

tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

C26H7BF15O2(1-)*C27H33P(1+)

C26H7BF15O2(1-)*C27H33P(1+)

Conditions
ConditionsYield
In dichloromethane Inert atmosphere; Glovebox;77%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

8-(n-butyryl)aminoquinoline
33757-47-0

8-(n-butyryl)aminoquinoline

8-butyramidoquinolin-5-yl 4-methylbenzoate

8-butyramidoquinolin-5-yl 4-methylbenzoate

Conditions
ConditionsYield
Stage #1: N-(quinolin-8-yl)butyramide With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In water at 80℃; for 0.5h;
Stage #2: di-(4-methylbenzoyl)peroxide In water at 80℃; for 24h;
73%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

N-(3-methylphenyl)-2,2-dimethylpropanamide
32597-29-8

N-(3-methylphenyl)-2,2-dimethylpropanamide

N-(4,4′-dimethyl-[1,1′-biphenyl]-2-yl)pivalamide
1029124-77-3

N-(4,4′-dimethyl-[1,1′-biphenyl]-2-yl)pivalamide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; palladium diacetate In acetonitrile at 80℃; for 32h; Molecular sieve;72%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

trans-azobenzene
17082-12-1

trans-azobenzene

A

(E)-1-(4’-methyl-[1,1’-biphenyl]-2-yl)-2-phenyldiazene
1619236-92-8

(E)-1-(4’-methyl-[1,1’-biphenyl]-2-yl)-2-phenyldiazene

B

(Z)-1-(4'-methyl-[1,1'-biphenyl]-2-yl)-2-phenyl diazene
1619236-93-9

(Z)-1-(4'-methyl-[1,1'-biphenyl]-2-yl)-2-phenyl diazene

Conditions
ConditionsYield
With palladium diacetate In chlorobenzene; acetonitrile at 130℃; for 24h; Sealed tube; regioselective reaction;A 70%
B n/a
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

4-methyl-N-(quinolin-8-yl)benzamide
33757-49-2

4-methyl-N-(quinolin-8-yl)benzamide

8-(4-methylbenzamido)quinolin-5-yl 4-methylbenzoate

8-(4-methylbenzamido)quinolin-5-yl 4-methylbenzoate

Conditions
ConditionsYield
With iron(III) chloride hexahydrate In toluene at 90℃; for 24h;70%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

C22H24O4

C22H24O4

Conditions
ConditionsYield
With copper(I) bromide In 1,2-dichloro-benzene at 80℃; for 18h; Inert atmosphere; Schlenk technique;67%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

phenyl 2-pyridyl sulphoxide
89818-46-2

phenyl 2-pyridyl sulphoxide

2-[(4'-methylbiphenyl-2-yl)sulfinyl]pyridine
1308400-03-4

2-[(4'-methylbiphenyl-2-yl)sulfinyl]pyridine

Conditions
ConditionsYield
With palladium diacetate; acetic acid In acetonitrile at 80℃; for 16h; Inert atmosphere; regioselective reaction;66%
di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

1,4-dichlorobutane
110-56-5

1,4-dichlorobutane

4-methylbenzoic acid 4-chlorobutyl ester

4-methylbenzoic acid 4-chlorobutyl ester

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; sodium t-butanolate In dimethyl sulfoxide at 80℃; for 24h;65%
s-butyl chloride
78-86-4, 53178-20-4

s-butyl chloride

di-(4-methylbenzoyl)peroxide
895-85-2

di-(4-methylbenzoyl)peroxide

sec-butyl 4-methylbenzoate
100556-51-2

sec-butyl 4-methylbenzoate

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; sodium t-butanolate In dimethyl sulfoxide at 80℃; for 24h;65%

895-85-2Relevant articles and documents

Aryl acyl peroxides for visible-light induced decarboxylative arylation of quinoxalin-2(1: H)-ones under additive-, metal catalyst-, and external photosensitizer-free and ambient conditions

Xie, Long-Yong,Peng, Sha,Yang, Li-Hua,Peng, Cun,Lin, Ying-Wu,Yu, Xianyong,Cao, Zhong,Peng, Yu-Yu,He, Wei-Min

supporting information, p. 374 - 378 (2021/01/28)

Aryl radicals were generated for the first time from cheap and easily available aryl acyl peroxides in eco-friendly ethyl acetate under ambient conditions and visible-light illumination in the absence of any additive, metal catalyst, or external photosensitizer. The present arylation of quinoxalin-2(1H)-ones was chemo- and regioselective, and provided good access to various 3-arylquinoxalin-2(1H)-ones. This journal is

External-oxidant-free amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with: O -benzoylhydroxylamines

Chen, Jiangfei,Zhu, Yan-Ping,Li, Jin-Heng,Wang, Qiu-An

supporting information, p. 5215 - 5218 (2021/05/31)

A new copper-catalyzed two-component amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with O-benzoylhydroxylamines as the benzoyloxy sources is developed. Chemoselectivity of this method toward amino-benzoyloxylation or oxy-benzoyloxylation of alkenyl ketoximes relies on the position of the tethered olefins, and provides an external-oxidant-free alkene difunctionalization route that directly utilizes O-benzoylhydroxylamines as the benzoyloxy radical precursors and internal oxidants for the divergent synthesis of cyclic nitrones and isoxazolines.

An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides

Li, Dong,Li, Jiale,Li, Juanjuan,Yuan, Songdong,Zhang, Qian

supporting information, (2020/09/16)

A novel and facile cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides was developed for the synthesis of aryl amides. It was unprecedented that C[sbnd]N bond formation product was selectively generated without the common N[sbnd]O bond formation product. Aroyl peroxides act as the sole aroylation reagent without additional base or oxidant. The reactions proceeded under mild conditions and showed broad substrates scope with a series of primary amines and aroyl peroxides.

Method for preparing aroyl peroxide

-

Paragraph 0018, (2019/10/01)

The invention discloses a method for preparing an aroyl peroxide. Aryl formic acid is uses as a starting material, and the raw material is easy to get, and is of many types; products obtained by the method disclosed by the invention are of various types and are widely used; furthermore, the method disclosed by the invention has the advantages of mild reaction condition, high yield of the target product, less pollution, and simple reaction operation and post-treatment process, and is suitable for industrial production.

Uncatalyzed, on water oxygenative cleavage of inert C-N bond with concomitant 8,7-amino shift in 8-aminoquinoline derivatives

Botla, Vinayak,Pilli, Navyasree,Malapaka, Chandrasekharam

supporting information, p. 1735 - 1742 (2019/04/08)

Oxygenative cleavage of an inert CAr-NH2 bond with concomitant 1,2 amine migration in 8-aminoquinoline derivatives is reported in water at room temperature. The reaction is highly atom- and step-economical as both C- and N-containing fragments of the C-N bond cleavage are incorporated into the target molecule and is effected without the need for N-oxide. The reaction is scalable to gram level, and the products are useful as electrophilic partners for coupling reactions, ligands in catalysis and bioactive compounds.

Transition metal free oxygenation of 8-aminoquinoline amides in water

Yao, Xinghui,Weng, Xin,Wang, Kaixuan,Xiang, Haifeng,Zhou, Xiangge

supporting information, p. 2472 - 2476 (2018/06/11)

The oxygenation of 8-aminoquinoline amides by benzoyl peroxide at the C5 position in water is developed in the absence of a transition metal catalyst, affording the desired products in moderate to good yields of up to 88%. Mechanism studies reveal that the reaction would involve a radical process.

Thermoinduced Free-Radical C-H Acyloxylation of Tertiary Enaminones: Catalyst-Free Synthesis of Acyloxyl Chromones and Enaminones

Guo, Yanhui,Xiang, Yunfeng,Wei, Li,Wan, Jie-Ping

supporting information, p. 3971 - 3974 (2018/07/15)

In this paper, the direct acyloxylation of the α-C(sp2)-H bond in tertiary β-enaminones is accomplished under catalyst-free conditions and ambient temperature by using aroyl peroxides as coupling partners. By means of a thermoinduced free-radical pathway, the present method enables facile and efficient synthesis of both acyloxylated chromones and enaminones.

Iron(iii)-catalyzed chelation assisted remote C-H bond oxygenation of 8-amidoquinolines

Vinayak, Botla,Navyasree, Pilli,Chandrasekharam, Malapaka

, p. 9200 - 9208 (2017/11/14)

Iron catalyzed site selective and chelation assisted C-H functionalization in 8-amidoquinolines is achieved. The remote C5-benzoxylation with benzoyl peroxide produced a variety of potentially bioactive 8-arylcarboxamido-5-benzoyloxy quinoline derivatives. The efficiency of the reaction reflects from the wide substrate scope with electronic differentiation on carboxamide and acyl peroxide in addition to tolerance of halo-substitutions on either of the aryls. The reaction is additive, silver free and proceeds without the exclusion of air or moisture.

Convenient peripheral aroyloxylation reactions of porphyrins and chlorophyll-a-based chlorins with benzoyl peroxide

Li, Jiazhu,Zhang, Peng,Yao, Nan-Nan,Zhao, Li-Li,Wang, Jin-Jun,Shim, Young Key

, p. 1086 - 1089 (2015/02/18)

A practical and efficient methodology for the formation of C-O bonds on the porphyrin/chlorin periphery was developed. The aroyloxy-substituted porphyrins and chlorins related to chlorophyll-a at the β- and meso-positions, respectively, were conveniently synthesized by the free radical substitution reaction with benzoyl peroxide and its homologs.

Copper-catalyzed Csp3-O cross-coupling of unactivated alkyl halides with organic peroxides

Chen, Huan-Huan,Wang, Guang-Zu,Han, Jin,Xu, Meng-Yu,Zhao, Yong-Qiang,Xu, Hua-Jian

, p. 212 - 217 (2014/01/06)

An efficient Cu-catalyzed Csp3-O coupling of peroxides with haloalkanes is described. High yields of products were achieved under mild conditions. Significantly, in addition to primary alkyl halides, secondary alkyl halogenated hydrocarbons could also be applied to this system. The new reaction system could tolerate a wide range of organic peroxides.

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