Product Name

  • Name

    DIBENZO(A,I)PYRENE

  • EINECS
  • CAS No. 191-30-0
  • Article Data12
  • CAS DataBase
  • Density 1.28g/cm3
  • Solubility
  • Melting Point 228.05°C
  • Formula C24H14
  • Boiling Point 630.6°C at 760 mmHg
  • Molecular Weight 302.375
  • Flash Point 349.8°C
  • Transport Information
  • Appearance
  • Safety Confirmed carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Risk Codes 40
  • Molecular Structure Molecular Structure of 191-30-0 (DIBENZO(A,I)PYRENE)
  • Hazard Symbols
  • Synonyms 1,2,9,10-Dibenzopyrene;1,2:3,4-Dibenzopyrene; 2,3:4,5-Dibenzpyrene; 4,5,6,7-Dibenzpyrene; Ba51-090462; Dibenzo[a,l]pyrene; NSC 90324
  • PSA 0.00000
  • LogP 6.89040

Synthetic route

N-[2-(5,6-dihydro-4H-benz[de]anthracen-7-yl)benzylidene]aniline

N-[2-(5,6-dihydro-4H-benz[de]anthracen-7-yl)benzylidene]aniline

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Stage #1: N-[2-(5,6-dihydro-4H-benz[de]anthracen-7-yl)benzylidene]aniline With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 1h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.5h; Heating;		88%
9-(2-methoxy-vinyl)-benzo[g]chrysene
1013933-57-7

9-(2-methoxy-vinyl)-benzo[g]chrysene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
With methanesulfonic acid In dichloromethane at 20℃; for 2.5h;75%
Pentahelicen-3-carbonsaeure-methylester
13322-54-8

Pentahelicen-3-carbonsaeure-methylester

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
ueber Dibenzo<def,p>chrysen-8-ol;
benz[a]anthracene
56-55-3

benz[a]anthracene

benzene
71-43-2

benzene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
With aluminium trichloride; ortho-toluoyl chloride
1-Phenylbenzanthracen
10383-87-6

1-Phenylbenzanthracen

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
With aluminium trichloride; tin(IV) chloride
C24H14O
17181-10-1

C24H14O

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
With sodium chloride; zinc(II) chloride; zinc
12-phenyl-benz[a]anthracene
7424-73-9

12-phenyl-benz[a]anthracene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
With aluminium trichloride
1,10-trimethylenephenanthrene
4389-09-7

1,10-trimethylenephenanthrene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 86 percent / Br2 / CCl4 / 2 h / Heating
2.1: 61 percent / CsF / Pd(PPh3)4 / dimethylformamide / 24 h
3.1: 96 percent / molecular sieves 4 Angstroem / CH2Cl2 / 4 h
4.1: KOH / dimethylformamide / 1 h / 100 °C
4.2: 88 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
7-bromo-5,6-dihydro-4H-benz[de]anthracene
681215-15-6

7-bromo-5,6-dihydro-4H-benz[de]anthracene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 61 percent / CsF / Pd(PPh3)4 / dimethylformamide / 24 h
2.1: 96 percent / molecular sieves 4 Angstroem / CH2Cl2 / 4 h
3.1: KOH / dimethylformamide / 1 h / 100 °C
3.2: 88 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
7-(2-formylphenyl)-5,6-dihydro-4H-benz[de]anthracene
681215-16-7

7-(2-formylphenyl)-5,6-dihydro-4H-benz[de]anthracene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 96 percent / molecular sieves 4 Angstroem / CH2Cl2 / 4 h
2.1: KOH / dimethylformamide / 1 h / 100 °C
2.2: 88 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
1-Phenyl-3,4-dihydro-benzo[a]anthracene
29568-49-8

1-Phenyl-3,4-dihydro-benzo[a]anthracene

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DDQ
2: AlCl3, SnCl4
View Scheme
phenylmagnesium bromide

phenylmagnesium bromide

biacetyl monooxime

biacetyl monooxime

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i), (ii) (heating)
2: DDQ
3: AlCl3, SnCl4
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

Mangantriacetat

Mangantriacetat

C26H16O2
141396-61-4

C26H16O2

Conditions
ConditionsYield
In acetic acid; benzene at 40℃; for 4h;86%
In acetic acid; benzene at 40℃; Rate constant; Mechanism;
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

dibenzo[a,l]pyrene-8,9-quinone
226420-31-1

dibenzo[a,l]pyrene-8,9-quinone

Conditions
ConditionsYield
With sodium periodate; rhodium(III) chloride hydrate In dichloromethane; water; acetonitrile at 30 - 40℃;58%
Multi-step reaction with 2 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
View Scheme
Multi-step reaction with 2 steps
1: OsO4 / pyridine / 168 h / 25 °C
2: DDQ / dioxane / 15 h / Heating
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

adenine
66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9

adenine

A

C29H17N5

C29H17N5

B

C29H17N5

C29H17N5

C

C29H17N5

C29H17N5

D

C29H17N5

C29H17N5

Conditions
ConditionsYield
With potassium perchlorate In N,N-dimethyl-formamide for 2h; Electrochemical reaction;A 2%
B 5%
C 47%
D 6%
With potassium perchlorate In dimethyl sulfoxide for 2h; Electrochemical reaction;A 1%
B 9%
C 44%
D 3%
...Expand
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

2'-deoxy-D-adenosine
958-09-8

2'-deoxy-D-adenosine

A

C29H17N5

C29H17N5

B

C29H17N5

C29H17N5

C

C34H25N5O3

C34H25N5O3

Conditions
ConditionsYield
With potassium perchlorate In N,N-dimethyl-formamide for 2h; Electrochemical reaction;A 3%
B 25%
C 26%
...Expand
2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

A

C29H17N5O

C29H17N5O

B

8-(10-dibenzo[def,p]chrysenyl)guanine

8-(10-dibenzo[def,p]chrysenyl)guanine

Conditions
ConditionsYield
With iodine; silver perchlorate In dimethyl sulfoxide Product distribution; Further Variations:; Reagents; Solvents; Iodine oxidation; nucleophilic substitution;A 23 % Chromat.
B 8 % Chromat.
...Expand
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

C29H17N5O

C29H17N5O

Conditions
ConditionsYield
With iodine; silver perchlorate In N,N-dimethyl-formamide Product distribution; Further Variations:; Reagents; Solvents; Iodine oxidation; nucleophilic substitution;43 % Chromat.
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

adenine
66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9

adenine

A

C29H17N5

C29H17N5

B

C29H17N5

C29H17N5

C

C29H17N5

C29H17N5

Conditions
ConditionsYield
With iodine; silver perchlorate In N,N-dimethyl-formamide Product distribution; Further Variations:; Reagents; Solvents; Iodine oxidation; nucleophilic substitution;A 1 % Chromat.
B 10 % Chromat.
C 47 % Chromat.
...Expand
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

2'-deoxy-D-adenosine
958-09-8

2'-deoxy-D-adenosine

C29H17N5

C29H17N5

Conditions
ConditionsYield
With iodine; silver perchlorate In N,N-dimethyl-formamide Product distribution; Further Variations:; Reagents; Solvents; Iodine oxidation; nucleophilic substitution;30 % Chromat.
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

cis-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

cis-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

Conditions
ConditionsYield
With osmium(VIII) oxide In pyridine at 25℃; for 168h;
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

cis-dibenzo[a,l]pyrene-8,9-diol

cis-dibenzo[a,l]pyrene-8,9-diol

Conditions
ConditionsYield
Stage #1: Dibenzo[a,l]pyrene With osmium(VIII) oxide In pyridine at 20℃; for 144h;
Stage #2: With sodium hydrogen sulfate at 20℃; for 1h;
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

dibenzo[def,p]chrysene-10-carboxaldehyde
2869-59-2

dibenzo[def,p]chrysene-10-carboxaldehyde

Conditions
ConditionsYield
With trichlorophosphate In 1,2-dichloro-benzene at 90℃; for 8h; Vilsmeier-Haack formylation;
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(+/-)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

(+/-)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
3.1: 95 percent / NaBH4; O2 / ethanol; H2O / 72 h
View Scheme
Multi-step reaction with 3 steps
1: OsO4 / pyridine / 168 h / 25 °C
2: DDQ / dioxane / 15 h / Heating
3: 36 percent / NaBH4; air / propan-2-ol / 24 h
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(-)-trans-dibenzo[a,l]pyrene-8,9-diol

(-)-trans-dibenzo[a,l]pyrene-8,9-diol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
3.1: 95 percent / NaBH4; O2 / ethanol; H2O / 72 h
4.1: 31 percent / pyridine / 24 h / 4 °C / under argon
5.1: 56 percent / sodium methoxide / tetrahydrofuran; methanol / 4 h / 20 °C
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(+)-trans-dibenzo[a,l]pyrene-8,9-diol

(+)-trans-dibenzo[a,l]pyrene-8,9-diol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
3.1: 95 percent / NaBH4; O2 / ethanol; H2O / 72 h
4.1: 38 percent / pyridine / 24 h / 4 °C / under argon
5.1: 29 percent / sodium methoxide / tetrahydrofuran; methanol / 4 h / 20 °C
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(+)-trans-(8S,9S)-bis-[(-)-menthoxyacetoxy]-8,9-dihydrodibenzo[a,l]pyrene

(+)-trans-(8S,9S)-bis-[(-)-menthoxyacetoxy]-8,9-dihydrodibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
3.1: 95 percent / NaBH4; O2 / ethanol; H2O / 72 h
4.1: 31 percent / pyridine / 24 h / 4 °C / under argon
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(-)-trans-(8R,9R)-bis-[(-)-menthoxyacetoxy]-8,9-dihydrodibenzo[a,l]pyrene

(-)-trans-(8R,9R)-bis-[(-)-menthoxyacetoxy]-8,9-dihydrodibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: OsO4 / pyridine / 144 h / 20 °C
1.2: NaHSO4 / 1 h / 20 °C
2.1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / dioxane / 168 h / under argon atmosphere
3.1: 95 percent / NaBH4; O2 / ethanol; H2O / 72 h
4.1: 38 percent / pyridine / 24 h / 4 °C / under argon
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(+)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

(+)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: OsO4 / pyridine / 168 h / 25 °C
2: DDQ / dioxane / 15 h / Heating
3: 36 percent / NaBH4; air / propan-2-ol / 24 h
4: tetrahydrofuran / (R,R)-Whelk-O15 chiral stationary phase column
View Scheme
Dibenzo[a,l]pyrene
191-30-0

Dibenzo[a,l]pyrene

(-)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

(-)-trans-8,9-dihydroxy-8,9-dihydro-dibenzo[a,l]pyrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: OsO4 / pyridine / 168 h / 25 °C
2: DDQ / dioxane / 15 h / Heating
3: 36 percent / NaBH4; air / propan-2-ol / 24 h
4: tetrahydrofuran / (R,R)-Whelk-O15 chiral stationary phase column
View Scheme

Dibenzo(def,p)chrysene Chemical Properties

Chemical Name: Dibenzo(a,i)pyrene
CAS No.: 191-30-0
EINECS: 205-886-4
Molecular Formula: C24H14
Molecular Weight: 302.37 g/mol
Density: 1.313 g/cm3 
Flash Point: 282 °C
Boiling Point: 552.3 °C at 760 mmHg 
Storage temp.: 2-8°C
Following is the structure of Dibenzo(def,p)chrysene (191-30-0):


Product Categories about Dibenzo(def,p)chrysene (191-30-0) are Alpha Sort ; D ; DAlphabetic ; DIA - DIC ; Volatiles/ Semivolatiles
The chemical synonymous of Dibenzo(def,p)chrysene (191-30-0) are Dibenzo(A,I)Pyrene ; Dibenz(A,L)Pyrene ; 3,4,9,10-Dibenzopyrene ; 1,2,3,4-Dibenzpyrene ; 1,2,9,10-Dibenzopyrene

Dibenzo(def,p)chrysene 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. 343.(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 Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 3 (1973),p. 224.(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) .

Dibenzo(def,p)chrysene Safety Profile

Confirmed carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
Xn: Harmful
Risk Statements about Dibenzo(def,p)chrysene (191-30-0):
R40 Limited evidence of a carcinogenic effect.
Safety Statements about Dibenzo(def,p)chrysene (191-30-0):
S23 Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
S36/37: Wear suitable protective clothing and gloves.

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