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5-CHLORO-5H-DIBENZOPHOSPHOLE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

33300-85-5

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33300-85-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 33300-85-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,3,0 and 0 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 33300-85:
(7*3)+(6*3)+(5*3)+(4*0)+(3*0)+(2*8)+(1*5)=75
75 % 10 = 5
So 33300-85-5 is a valid CAS Registry Number.

33300-85-5 Well-known Company Product Price

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  • Aldrich

  • (766402)  5-Chlorobenzo[b]phosphindole  

  • 33300-85-5

  • 766402-250MG

  • 1,191.06CNY

  • Detail
  • Aldrich

  • (766402)  5-Chlorobenzo[b]phosphindole  

  • 33300-85-5

  • 766402-1G

  • 4,186.26CNY

  • Detail

33300-85-5Synthetic route

biphenyl-2,2'-diyl-bis-lithium
16291-32-0

biphenyl-2,2'-diyl-bis-lithium

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
With phosphorus trichloride In tetrahydrofuran69%
5-oxo-5H-5λ5-dibenzophosphol-5-ol
524-49-2

5-oxo-5H-5λ5-dibenzophosphol-5-ol

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
(i) PCl5, (ii) P; Multistep reaction;
2-Phenylphen-1-oxydichlorphosphan
33771-47-0

2-Phenylphen-1-oxydichlorphosphan

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
(pyrolysis);
(1,1'-biphenyl)-2-diazonium tetrafluoroborate
318-13-8

(1,1'-biphenyl)-2-diazonium tetrafluoroborate

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
(i) PCl3, CuBr, EtOAc, (ii) Al; Multistep reaction;
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
Stage #1: 2,2'-dibromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 4h; Inert atmosphere;
Stage #2: With phosphorus trichloride In tetrahydrofuran; pentane at -198 - 20℃; Inert atmosphere;
Stage #1: 2,2'-dibromobiphenyl With n-butyllithium In diethyl ether at 0 - 20℃; for 1h;
Stage #2: With phosphorus trichloride In diethyl ether at -196 - 20℃;
Stage #1: 2,2'-dibromobiphenyl With n-butyllithium In diethyl ether at 0 - 20℃; for 1h;
Stage #2: With phosphorus trichloride at -196 - 20℃;
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

A

5-bromo-5H-dibenzophosphole

5-bromo-5H-dibenzophosphole

B

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

Conditions
ConditionsYield
Stage #1: 2,2'-dibromobiphenyl With n-butyllithium In diethyl ether; hexane at 0 - 25℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: With phosphorus trichloride In diethyl ether; hexane at -198 - 25℃; for 0.25h; Inert atmosphere; Schlenk technique;
4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene
130525-43-8

4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

4,5-bis(9-dibenzo[b,d]phospholyl)-2,7-di-tert-butyl-9,9-dimethylxanthene
221462-99-3

4,5-bis(9-dibenzo[b,d]phospholyl)-2,7-di-tert-butyl-9,9-dimethylxanthene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran 1.) -60 deg C, 1 h, 2.) -60 deg C, 1 h; 20 deg C, 16 h;67%
Stage #1: 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene With n-butyllithium In tetrahydrofuran at -60℃; for 2h;
Stage #2: 9-Chlorodibenzophosphole In toluene at -60 - 20℃;
52%
C16H11BrN2

C16H11BrN2

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

C28H19N2P

C28H19N2P

Conditions
ConditionsYield
Stage #1: C16H11BrN2 With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: 9-Chlorodibenzophosphole In tetrahydrofuran; hexane at 20℃;
67%
5-bromo-5H-dibenzophosphole

5-bromo-5H-dibenzophosphole

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

2,2′-biphenylenedithiophosphinic acid

2,2′-biphenylenedithiophosphinic acid

Conditions
ConditionsYield
Stage #1: 5-bromo-5H-dibenzophosphole; 9-Chlorodibenzophosphole With sulfur In toluene at 110℃; for 16h; Inert atmosphere; Schlenk technique;
Stage #2: With sodium monohydrogen sulfide x-hydrate In water at 90℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #3: With hydrogenchloride In water Acidic conditions;
54%
ethylamine
75-04-7

ethylamine

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

N,N-bis(dibenzophosphole)ethylamine

N,N-bis(dibenzophosphole)ethylamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; dichloromethane at -78 - 20℃; for 16h; Inert atmosphere;46%
bis(tert-butyl-η5-cyclopentadienyl)iron

bis(tert-butyl-η5-cyclopentadienyl)iron

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

1,1’-bis(benzophosphindole)-3,3’-bis(tertiobutyl)ferrocene

1,1’-bis(benzophosphindole)-3,3’-bis(tertiobutyl)ferrocene

Conditions
ConditionsYield
Stage #1: bis(tert-butyl-η5-cyclopentadienyl)iron With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium In pentane at 0 - 20℃; Inert atmosphere; Schlenk technique;
Stage #2: 9-Chlorodibenzophosphole In tetrahydrofuran at -80 - 20℃; Inert atmosphere; Schlenk technique; diastereoselective reaction;
42%
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

methylamine
74-89-5

methylamine

N,N-bis(dibenzophosphole)methylamine

N,N-bis(dibenzophosphole)methylamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; dichloromethane at -78 - 20℃; for 16h; Inert atmosphere;34%
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

isopropylamine
75-31-0

isopropylamine

N,N-bis(dibenzophosphole)isopropylamine

N,N-bis(dibenzophosphole)isopropylamine

Conditions
ConditionsYield
With triethylamine In chlorobenzene at 0 - 20℃; Inert atmosphere; Schlenk technique;31%
1,1’-diisopropylferrocene

1,1’-diisopropylferrocene

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

1,1'-bis(benzophosphindole)-3,3'-bis(isopropyl)ferrocene

1,1'-bis(benzophosphindole)-3,3'-bis(isopropyl)ferrocene

Conditions
ConditionsYield
Stage #1: 1,1’-diisopropylferrocene With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium In pentane at -78 - 20℃; Inert atmosphere; Schlenk technique;
Stage #2: 9-Chlorodibenzophosphole In tetrahydrofuran at -80 - 20℃; Inert atmosphere; Schlenk technique; diastereoselective reaction;
27%
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

N-butylamine
109-73-9

N-butylamine

N,N-bis(dibenzophosphole)-n-butylamine

N,N-bis(dibenzophosphole)-n-butylamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; dichloromethane at -78 - 20℃; for 16h; Inert atmosphere;24%
2,6-bis<(tetrahydro-2H-2-pyranyloxy)methyl>phenyl bromide
62456-33-1

2,6-bis<(tetrahydro-2H-2-pyranyloxy)methyl>phenyl bromide

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-(2,6-bis-tetrahydropyran-2-yloxymethyl-phenyl)-5H-benzo[b]phosphindole
65700-13-2

5-(2,6-bis-tetrahydropyran-2-yloxymethyl-phenyl)-5H-benzo[b]phosphindole

methylmagnesium bromide
75-16-1

methylmagnesium bromide

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-methyl-5H-dibenzophosphole
16546-79-5

5-methyl-5H-dibenzophosphole

phenylmagnesium bromide

phenylmagnesium bromide

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

9-phenyl-9-phosphafluorene
1088-00-2

9-phenyl-9-phosphafluorene

2,6-bis<(tetrahydro-2H-2-pyranyloxy)methyl>phenyl bromide
62456-33-1

2,6-bis<(tetrahydro-2H-2-pyranyloxy)methyl>phenyl bromide

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

methyl iodide
74-88-4

methyl iodide

5-(2,6-bis-tetrahydropyran-2-yloxymethyl-phenyl)-5-methyl-5H-benzo[b]phosphindolium; tetraphenylborate(1-)

5-(2,6-bis-tetrahydropyran-2-yloxymethyl-phenyl)-5-methyl-5H-benzo[b]phosphindolium; tetraphenylborate(1-)

Conditions
ConditionsYield
(i) nBuLi, (ii) /BRN= 513811/, (iii) MeI, /BRN= 3599783/; Multistep reaction;
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-oxo-5H-5λ5-dibenzophosphol-5-ol
524-49-2

5-oxo-5H-5λ5-dibenzophosphol-5-ol

Conditions
ConditionsYield
With dihydrogen peroxide
With dihydrogen peroxide
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-chloro-5H-benzo[b]phosphindole 5-sulfide
33771-55-0

5-chloro-5H-benzo[b]phosphindole 5-sulfide

Conditions
ConditionsYield
With sulfur
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

(S)-2-hydroxy-3,3,N-trimethyl-butyramide
212712-90-8

(S)-2-hydroxy-3,3,N-trimethyl-butyramide

(S)-N-Dibenzophosphol-5-yl-2-(dibenzophosphol-5-yloxy)-3,3,N-trimethyl-butyramide

(S)-N-Dibenzophosphol-5-yl-2-(dibenzophosphol-5-yloxy)-3,3,N-trimethyl-butyramide

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h; Yield given. Multistep reaction;
C9H13BrO2

C9H13BrO2

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

C21H21O2P

C21H21O2P

Conditions
ConditionsYield
Stage #1: C9H13BrO2 With tert.-butyl lithium In tetrahydrofuran
Stage #2: 9-Chlorodibenzophosphole In tetrahydrofuran
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-phenyl-5H-dibenzophosphole-5-oxide
1031-13-6

5-phenyl-5H-dibenzophosphole-5-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aq. H2O2
View Scheme
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5,5-dimethyl-5H-benzo[b]phosphindolium; iodide
5274-22-6

5,5-dimethyl-5H-benzo[b]phosphindolium; iodide

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-methyl-5-phenyl-5H-benzo[b]phosphindolium; iodide
2751-93-1

5-methyl-5-phenyl-5H-benzo[b]phosphindolium; iodide

9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-methyl-5H-dibenzophosphole 5-oxide
19190-40-0

5-methyl-5H-dibenzophosphole 5-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aq. H2O2
View Scheme
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-phenyl-5H-benzo[b]phosphindole 5-sulfide
33771-54-9

5-phenyl-5H-benzo[b]phosphindole 5-sulfide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: sulfur
View Scheme
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-methyl-5H-benzo[b]phosphindole 5-sulfide
33771-53-8

5-methyl-5H-benzo[b]phosphindole 5-sulfide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: sulfur
View Scheme
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-oxo-5H-5λ5-benzo[b]phosphindole-5-thiol
33771-49-2

5-oxo-5H-5λ5-benzo[b]phosphindole-5-thiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfur
2: H2O / acetone; ethanol
View Scheme
9-Chlorodibenzophosphole
33300-85-5

9-Chlorodibenzophosphole

5-chloro-5H-benzo[b]phosphindole 5-oxide
33771-51-6

5-chloro-5H-benzo[b]phosphindole 5-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. H2O2
2: PCl5
View Scheme

33300-85-5Relevant academic research and scientific papers

Phosphine sulfides as an anchor unit for single molecule junctions

Fukazawa, Aiko,Kiguchi, Manabu,Tange, Satoshi,Ichihashi, Yasunori,Zhao, Qiang,Takahashi, Takuya,Konishi, Tatsuya,Murakoshi, Kei,Tsuji, Yuta,Staykov, Aleksandar,Yoshizawa, Kazunari,Yamaguchi, Shigehiro

, p. 174 - 176 (2011)

Phenylene and biphenyl compounds with dibenzophosphole sulfide (DBPS) as an anchoring group for single molecule junctions were synthesized. The conductance measurements revealed that the phosphine sulfide indeed acts as an anchoring group for Au electrodes. Theoretical calculations including metal electrodes demonstrated that the LUMO level of the DBPS-terminated biphenyl is close to the Au Fermi level, leading to the electron conduction of the AumoleculeAu junction based on the resonance-tunneling mechanism.

Synthesis and structural characterization of a tetraaryldiphosphorus cation and a dialkylphosphonium salt

Johnson, Stephen E.,Knobler, Carolyn B.

, p. 227 - 240 (1996)

The compound 5-chorodibenzophosphole reacts with an equivalent amount or an excess of Al2Cl6 in methylene chloride solution to afford the respective tetraorganodiphosphorus cations [R2P(Cl)PR2][AlCl4] (R2 = o,o′-dibenzophenylato), 1. However, reaction of t-Bu2PCl with an equivalent amount or an excess of Al2Cl6 in CH2Cl2 gives rise to a phosphonium ion, [t-Bu2PCl2][AlCl4] (2) as the major product, while reaction with 0.5 equivalent Al2Cl6 leads to a mixture of cationic organophosphorus species. In addition, the compound 5-chloro-bis-carboranylphosphole (3) was synthesized. Compound 3 fails to react with Al2Cl4 or GaCl3, yet does afford 5-fluoro-bis-carboranylphosphole (4) upon treatment with AgSbF6. The molecular structures of 1 and 2 have been determined from X-ray structural analysis. The former consists of a planar P(III) heterocyclic moiety joined to an essentially tetrahedral P(IV) heterocycle by a single P - P bond. The charge is balanced by the heptachlorodialuminate ion. Compound 1 crystallized in the triclinic space group Pl with a = 10.5798(8) A, b = 11.3656(9) A, c = 13.8190(11) A, α = 107.985(3)°, β = 100.9135(2)°, γ = 103.636(2)°, V = 1478 A3, Z = 2, R = 0.047. Compound 2 crystallized in the monoclinic space group, P2l with a = 7.2471(8) A, b = 12.0235(12) A, c =9.9651(11) A, β = 90.473(3)°, V = 868 A3, Z = 2, R = 0.109.

Coordination chemistry of 2,2′-biphenylenedithiophosphinate and diphenyldithiophosphinate with U, Np, and Pu

Macor, Joseph A.,Brown, Jessie L.,Cross, Justin N.,Daly, Scott R.,Gaunt, Andrew J.,Girolami, Gregory S.,Janicke, Michael T.,Kozimor, Stosh A.,Neu, Mary P.,Olson, Angela C.,Reilly, Sean D.,Scott, Brian L.

, p. 18923 - 18936 (2015/11/11)

New members of the dithiophosphinic acid family of potential actinide extractants were prepared: heterocyclic 2,2′-biphenylenedithiophosphinic acids of stoichiometry HS2P(R2C12H6) (R = H or tBu). The time- and atom-efficient syntheses afforded multigram quantities of pure HS2P(R2C12H6) in reasonable yields (~60%). These compounds differed from other diaryldithiophosphinic acid extractants in that the two aryl groups were connected to one another at the ortho positions to form a 5-membered dibenzophosphole ring. These 2,2′-biphenylenedithiophosphinic acids were readily deprotonated to form S2P(R2C12H6)1- anions, which were crystallized as salts with tetraphenylpnictonium cations (ZPh41+; Z = P or As). Coordination chemistry between [S2P(tBu2C12H6)]1- and [S2P(C6H5)2]1- with U, Np, and Pu was comparatively investigated. The results showed that dithiophosphinate complexes of UIV and NpIV were redox stable relative to those of UIII, whereas reactions involving PuIV gave intractable material. For instance, reactions involving UIV and NpIV generated An[S2P(tBu2C12H6)]4 and An[S2P(C6H5)2]4 whereas reactions between PuIV and [S2P(C6H5)2]1- generated a mixture of products from which we postulated a transient PuIII species based on UV-Vis spectroscopy. However, the trivalent Pu[S2P(C6H5)2]3(NC5H5)2 compound is stable and could be isolated from reactions between [S2P(C6H5)2]1- and the trivalent PuI3(NC5H5)4 starting material. Attempts to synthesize analogous trivalent compounds with UIII provided the tetravalent U[S2P(C6H5)2]4 oxidation product.

TETRAMERISATION OF ETHYLENE

-

Page/Page column 30, (2014/12/09)

A process for the tetramerisation of ethylene includes contacting ethylene with a catalyst under ethylene oligomerisation conditions. The catalyst comprises a source of chromium, a ligating compound, and an activator. The ligating compound includes a phosphine that forms part of a cyclic structure.

OLIGOMERISATION OF ETHYLENE TO MIXTURES OF 1-HEXENE AND 1-OCTENE

-

Page/Page column 30-31, (2014/12/09)

A process for the otigomerisation of ethylene to predominantly 1-hexene or 1-octene or mixtures of 1-hexene and 1-octene includes contacting ethylene with a catalyst under ethylene oligomerisation conditions. The catalyst comprises a source of chromium, a diphosphine ligating compound, and optionally an activator. The diphosphine ligating compound includes at least one optionally substituted fused cyclic structure including at least two rings, the optionally substituted fused cyclic structure including a 5- to 7- membered aromatic first ring bonded to a phosphorus atom, the aromatic first ring being fused to a 4- to 8-membered heterocyclic second ring, the heterocyclic second ring including a heteroatom which is separated by two ring atoms along the shortest connecting path from the phosphorous atom that is bonded to the first aromatic ring.

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