Product Name

  • Name

    Indenopyrene

  • EINECS 205-893-2
  • CAS No. 193-39-5
  • Article Data34
  • CAS DataBase
  • Density 1.379 g/cm3
  • Solubility
  • Melting Point 163.6oC
  • Formula C22H12
  • Boiling Point 497.101 °C at 760 mmHg
  • Molecular Weight 276.337
  • Flash Point 247.24 °C
  • Transport Information
  • Appearance Yellow crystals
  • Safety 45-53-62-61-60-36/37
  • Risk Codes 45-46-51/53-60-61-67-65-50/53-38-11-39/23/24/25-23/24/25-40
  • Molecular Structure Molecular Structure of 193-39-5 (Indenopyrene)
  • Hazard Symbols FlammableF,HarmfulXn,DangerousN,ToxicT
  • Synonyms 1,10-(1,2-Phenylene)pyrene;1,10-(o-Phenylene)pyrene;
  • PSA 0.00000
  • LogP 6.23140

Synthetic route

Trifluoro-methanesulfonic acid 2-pyren-1-yl-phenyl ester

Trifluoro-methanesulfonic acid 2-pyren-1-yl-phenyl ester

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 135 - 140℃; for 6h;91%
2-(pyren-1-yl)aniline
102662-21-5

2-(pyren-1-yl)aniline

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 20℃; for 10h;85%
With sulfuric acid; acetic acid; sodium nitrite anschliessendes Erwaermen mit Kupfer-Pulver;
C22H15N

C22H15N

phenylacetylene
536-74-3

phenylacetylene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); tert.-butylnitrite In acetonitrile at 20℃; for 15h; Sealed tube; Irradiation;84%
1-bromo-2-(1-pyrenyl)benzene
377737-93-4

1-bromo-2-(1-pyrenyl)benzene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 140℃; for 11h; Inert atmosphere;72%
1-bromopyrene
1714-29-0

1-bromopyrene

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine; tris(dibenzylideneacetone)dipalladium (0) In N,N-dimethyl-formamide at 155℃; for 48h;51%
endo-(8bSR,8cSR,12bRS,12aRS)-8b,8c,11,12,12a,12b-hexahydrobenzocyclobuta<1,2-e>pyrene
92681-17-9, 93861-97-3

endo-(8bSR,8cSR,12bRS,12aRS)-8b,8c,11,12,12a,12b-hexahydrobenzocyclobuta<1,2-e>pyrene

A

4-phenylpyrene
7267-88-1

4-phenylpyrene

B

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform Heating;A 10%
B 4%
4-phenylpyrene
7267-88-1

4-phenylpyrene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 120℃;
indeno[1,2,3-cd]pyrene-11,12-dicarboxylic acid-anhydride
5695-26-1

indeno[1,2,3-cd]pyrene-11,12-dicarboxylic acid-anhydride

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With soda lime
pyrene
129-00-0

pyrene

benzene
71-43-2

benzene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
at 750℃;
phenanthrene
85-01-8

phenanthrene

A

pyrene
129-00-0

pyrene

B

naphthalene
91-20-3

naphthalene

C

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

D

anthracene
120-12-7

anthracene

Conditions
ConditionsYield
at 850℃; Further byproducts given;
7,8,9,10-tetrahydroindeno[1,2,3-cd]pyrene
112312-98-8

7,8,9,10-tetrahydroindeno[1,2,3-cd]pyrene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone benzene,reflux,30 min.;
C22H18
95676-43-0

C22H18

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone benzene,reflux,30 min.;
2-(pyren-1-yl)cyclohexanone
111189-39-0

2-(pyren-1-yl)cyclohexanone

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With PPA; 2,3-dicyano-5,6-dichloro-p-benzoquinone 1) 100 deg C,2h 2) benzene,reflux,30 min; Yield given. Multistep reaction;
With PPA; 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) 110 deg C, 2 h, 2.) benzene, reflux, 30 min; Yield given. Multistep reaction;
2-(pyren-1-yl)cyclohexanone
111189-39-0

2-(pyren-1-yl)cyclohexanone

A

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

B

7,8,9,10-tetrahydroindeno[1,2,3-cd]pyrene
112312-98-8

7,8,9,10-tetrahydroindeno[1,2,3-cd]pyrene

C

C22H18
95676-43-0

C22H18

Conditions
ConditionsYield
With PPA at 100℃; for 2h;
2-(4-pyrenyl)cyclohexanone
111189-40-3

2-(4-pyrenyl)cyclohexanone

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone Multistep reaction;
With PPA; 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) 110 deg C, 2 h, 2.) benzene, reflux, 30 min; Yield given. Multistep reaction;
polyethylene

polyethylene

A

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

B

benzo[e]pyrene
192-97-2

benzo[e]pyrene

C

PERYLENE
198-55-0

PERYLENE

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With air at 600 - 900℃; Oxidation; Formation of xenobiotics; Further byproducts given;
waste wood chips

waste wood chips

A

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

B

benzopyrene
50-32-8

benzopyrene

C

dibenzo[a,h]anthracene
53-70-3

dibenzo[a,h]anthracene

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With air Oxidation; Formation of xenobiotics; Further byproducts given;
Eucalyptus grandis wood

Eucalyptus grandis wood

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
Decomposition; Formation of xenobiotics; pyrolysis;
wood

wood

A

pyrene
129-00-0

pyrene

B

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

C

1,7-dimethylphenanthrene
483-87-4

1,7-dimethylphenanthrene

D

Retene
483-65-8

Retene

Conditions
ConditionsYield
With air Oxidation; Formation of xenobiotics; Further byproducts given;
Pennzoil Perfomax SAE 5W-40 synthetic oil

Pennzoil Perfomax SAE 5W-40 synthetic oil

leaded gasoline 91 octane

leaded gasoline 91 octane

A

benzo[e]acephenanthrylene
205-99-2

benzo[e]acephenanthrylene

B

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

C

fluoranthene
206-44-0

fluoranthene

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With air Oxidation; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;
Mogul Forte GX SAE 15W-40 mineral oil

Mogul Forte GX SAE 15W-40 mineral oil

leaded gasoline 91 octane

leaded gasoline 91 octane

A

benzo[e]acephenanthrylene
205-99-2

benzo[e]acephenanthrylene

B

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

C

fluoranthene
206-44-0

fluoranthene

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With air Oxidation; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;
artificial solid municipal waste

artificial solid municipal waste

A

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

B

benzopyrene
50-32-8

benzopyrene

C

dibenzo[a,h]anthracene
53-70-3

dibenzo[a,h]anthracene

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With air at 780℃; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;
tyre rubber

tyre rubber

A

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

B

benzopyrene
50-32-8

benzopyrene

C

dibenzo[a,h]anthracene
53-70-3

dibenzo[a,h]anthracene

D

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With carbon dioxide at 900℃; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;
Dimethyl ether
115-10-6

Dimethyl ether

A

pyrene
129-00-0

pyrene

B

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

C

benzo[e]pyrene
192-97-2

benzo[e]pyrene

D

4H-Cyclopenta[def]phenanthrene
203-64-5

4H-Cyclopenta[def]phenanthrene

Conditions
ConditionsYield
With air at 840℃; under 19501.6 Torr; Formation of xenobiotics; high pressure combustion; Further byproducts given. Title compound not separated from byproducts;
compressed natural gas

compressed natural gas

A

pyrene
129-00-0

pyrene

B

naphthalene
91-20-3

naphthalene

C

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

D

benzo[e]pyrene
192-97-2

benzo[e]pyrene

Conditions
ConditionsYield
With air at 880℃; under 18001.4 Torr; Formation of xenobiotics; high pressure combustion; Further byproducts given. Title compound not separated from byproducts;
polypropylene

polypropylene

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

Conditions
ConditionsYield
With silica gel Formation of xenobiotics;
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

C22H11Br
120362-72-3

C22H11Br

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 45℃; for 8h;98%
With bromine In acetic acid for 0.5h;87%
With N-Bromosuccinimide In benzene for 41h; Heating;62%
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

A

C22H11NO2

C22H11NO2

B

C22H11NO2

C22H11NO2

C

12-Nitroindeno<1,2,3-cd>pyrene

12-Nitroindeno<1,2,3-cd>pyrene

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane for 0.2h; Ambient temperature; Yield given;A n/a
B n/a
C 91%
With dinitrogen tetraoxide In dichloromethane for 0.2h; Ambient temperature; Yields of byproduct given;A n/a
B n/a
C 91%
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

acetyl chloride
75-36-5

acetyl chloride

A

8-acetylindeno<1,2,3-cd>pyrene

8-acetylindeno<1,2,3-cd>pyrene

B

12-acetylindeno<1,2,3-cd>pyrene
120362-67-6

12-acetylindeno<1,2,3-cd>pyrene

C

8,12-diacetylindeno<1,2,3-cd>pyrene

8,12-diacetylindeno<1,2,3-cd>pyrene

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 0.5h;A n/a
B 62%
C 17%
With aluminium trichloride In dichloromethane at 0℃; for 0.5h;A n/a
B 62%
C 17%
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

1,2-dihydroindeno<1,2,3-cd>pyrene
120362-68-7

1,2-dihydroindeno<1,2,3-cd>pyrene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate under 1551.4 Torr; for 70h; Ambient temperature;59%
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

A

C22H12O

C22H12O

B

C22H12O

C22H12O

C

1-2,6-6a-diepoxyindeno<1,2,3-cd>pyrene

1-2,6-6a-diepoxyindeno<1,2,3-cd>pyrene

Conditions
ConditionsYield
With phosphate buffer; potassium peroxomonosulphate; tetra(n-butyl)ammonium hydrogensulfate; acetone In dichloromethane at 8 - 12℃; for 12h;A 4%
B 33%
C 3%
Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

indeno[1,2,3-de]naphtho[2,1,8-qra]naphthacene-5,16-dione
122542-61-4

indeno[1,2,3-de]naphtho[2,1,8-qra]naphthacene-5,16-dione

Indeno[1,2,3-cd]pyrene
193-39-5

Indeno[1,2,3-cd]pyrene

cis-1,2-dihydro-1,2-dihydroxyindeno<1,2,3-cd>pyrene
102420-54-2

cis-1,2-dihydro-1,2-dihydroxyindeno<1,2,3-cd>pyrene

Conditions
ConditionsYield
With osmium(VIII) oxide In pyridine; benzene for 504h; Ambient temperature; Yield given;

Indeno[1,2,3-cd]pyrene Chemical Properties

Product Name: Indeno(1,2,3-c,d)pyrene (193-39-5)


Molecular Formula: C22H12
Molecular Weight:276.33g/mol
Mol File: 193-39-5.mol
Einecs:205-893-2
Appearance: Crystalline Solid,Yellow crystal
Melting Point:150-153°C (dec)
Boiling point: 497.1 °C at 760 mmHg
storage Temperature:APPROX 4°C
Flash Point: 247.2 °C
Density: 1.378 g/cm3
Hazard Symbols: Confirmed carcinogen
Stability: Stable. Incompatible with strong oxidizing agents.
Product Categories: o-phenylenepyrene ; 1,10-(1,2-phenylene)pyrene ; 1,10-(o-phenylene)pyrene ; 1,10-(ortho-phenylene)pyrene ; 2,3-phenylenepyrene ; ideno(1,2,3-cd)pyrene ; indenopyrene ; indenopyrene(non-specificname).
Synonyms of Ethyl Indeno(1,2,3-c,d)pyrene (193-39-5) : semivolatiles ; e-lanalytical standards ; ichemical class ; alpha sort ; alphabetic ; analytical standards ; semivolatiles ; chemical class ; hydrocarbons ; neats.

Indeno[1,2,3-cd]pyrene Toxicity Data With Reference

1.    

mma-sat 3 µg/plate/48H

    FCTXAV    Food and Cosmetics Toxicology. 17 (1979),141.
2.    

otr-ham:lng 100 µg/L

    TXCYAC    Toxicology. 17 (1980),149.

Indeno[1,2,3-cd]pyrene Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 , 1983,p. 373.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 3 , 1973,p. 229.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Indeno[1,2,3-cd]pyrene Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and fumes.
Analytical Methods:
For occupational chemical analysis use NIOSH: Polynuclear Aromatic Hydrocarbons (HPLC), 5506; (GC), 5515.Safety Information of Ethyl Indeno(1,2,3-c,d)pyrene (193-39-5):


Hazard Codes:  F,Xn,N,T
Risk Statements:  45-46-51/53-60-61-67-65-50/53-38-11-39/23/24/25-23/24/25-40
45:  May cause cancer
46:  May cause heritable genetic damage
51:  Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
60:  May impair fertility
61:  May cause harm to the unborn child
67:  Vapors may cause drowsiness and dizziness
65:  Harmful: May cause lung damage if swallowed
50:  Very Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
38:  Irritating to the skin
11:  Highly Flammable
39:  Danger of very serious irreversible effects
23:  Toxic by inhalation
24:  Toxic in contact with skin 
25:  Toxic if swallowed
40:  Limited evidence of a carcinogenic effect
Safety Statements:  45-53-62-61-60-36/37
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53:  Avoid exposure - obtain special instruction before use
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
62:  If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label
60:  This material and/or its container must be disposed of as hazardous waste
36:  Wear suitable protective clothing 
37:  Wear suitable gloves 

Indeno[1,2,3-cd]pyrene Analytical Methods

For occupational chemical analysis use NIOSH: Polynuclear Aromatic Hydrocarbons (HPLC), 5506; (GC), 5515.

Indeno[1,2,3-cd]pyrene Specification

 Indeno(1,2,3-c,d)pyrene (193-39-5) is a yellow crystals from cyclohexane and bright-yellow plates from pet ether/C6H6. Mp: 161–163.5°.It's Chemical Properties is solid and insoluble in water.It has Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as INDENO(1,2,3-C,D)PYRENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenati(acidcatalyst),nitration,sulfonation, and the Friedel-Crafts reaction.

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