90-98-2

Basic information

• Product Name: 4,4'-Dichlorobenzophenone
• Synonyms: p-dichlorobenzophenone;4,4’-bis(p-Chlorophenyl)ketone;4,4’-dichloro-benzophenon;4,4’-dichlorodiphenylketone;Benzophenone, 4,4'-dichloro-;benzophenone,4,4’-dichloro-;bis(4-chlorophenyl)-methanon;bis(p-chlorophenyl)ketone
• CAS NO: 90-98-2
• Molecular Formula: C₁₃H₈Cl₂O
• Molecular Weight: 251.11
• EINECS: 202-030-1
• Product Categories: Chlorobenzene Series;FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Photopolymerization Initiators;Reagent for High-Performance Polymer Research;Pharmaceutical raw materials
• Mol File: 90-98-2.mol
• Article Data: 210

Chemical Properties

• Melting Point: 144-146 °C(lit.)
• Boiling Point: 353 °C(lit.)
• Flash Point: 352-354°C
• Appearance: faintly yellow crystalline powder
• Density: 1,45 g/cm3
• Refractive Index: 1.5555 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Soluble in hot acetone.
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 643345
• CAS DataBase Reference: 4,4'-Dichlorobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dichlorobenzophenone(90-98-2)
• EPA Substance Registry System: 4,4'-Dichlorobenzophenone(90-98-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: DJ0525000
• TSCA: Yes
• Hazardous Substances Data: 90-98-2(Hazardous Substances Data)

Usage

Uses

4,4'-Dichlorobenzophenone is used as pharmaceutical intermediates. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuffs. Bisaminonitrile was polymerized with 4,4'-dichlorobenzophenone using NaH as base.

Application

4,4'-Dichlorobenzophenone can be used to synthesize polyether-polyketones, as well as reduce polymer costs. Furthermore, it is a metabolic product resulting from the degredation of DDT.

Preparation

4,4'-Dichlorobenzophenone is prepared by the acylation of chlorobenzene with 4-chlorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent.ClC6H5C(O)Cl + C6H5Cl → (ClC6H4)2CO + HCl

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 1201, 1989 DOI: 10.1021/jo00266a039Tetrahedron Letters, 36, p. 8411, 1995 DOI: 10.1016/0040-4039(95)01802-O

General Description

4,4′-Dichlorobenzophenone (DBP) is a metabolite obtained when one strain of ectomycorrhizal fungi, Xerocomus chrysenteron, degrades 1,1,1-trichloro-2,2-bis(4-chlorophe-nyl) ethane (DDT).

Purification Methods

Recrystallise it from EtOH [Wagner et al. J Am Chem Soc 108 7727 1986]. The semicarbazone has m 192-193o (from H2O). [Beilstein 7 H 420, 7 I 228, 7 II 359, 7 III 2076, 7 IV 1376.]

Synthetic route

Dicofol (115-32-2) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium hydroxide In water at 0℃; for 72h;	100%
for 6h; Irradiation;	95 mg
for 6h; Product distribution; Mechanism; Irradiation;	95 mg

4,4'-dichlorobenzophenone (90-97-1) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With 4-Benzoylpyridine In acetone at 20℃; for 32h; UV-irradiation; Inert atmosphere;	99%
With chromium(VI) oxide In neat (no solvent) at 20℃; for 0.00833333h;	98%
With picoline; tert.-butylhydroperoxide; chlorophyllin coppered trisodium salt In water; acetone at 80℃; for 10h; chemoselective reaction;	98%

chloroformic acid ethyl ester (541-41-3) + (4-chlorophenyl)zinc(II) bromide (150766-93-1) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
at 20℃; for 4.5h;	99%

4,4'-dichlorodiphenylmethane (101-76-8) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With oxygen; sodium t-butanolate In dimethyl sulfoxide at 50℃; for 5h; Sealed tube;	98%
With 18-crown-6 ether; potassium tert-butylate; oxygen In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;	88%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; for 32h;	68%

1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (72-55-9) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With chromium(VI) oxide In acetic acid for 4h; Heating;	98%
With chromium(VI) oxide; acetic acid
With nitric acid at 100℃;

4,4'-dichlorobenzophenone oxime (1714-50-7) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With manganese(IV) oxide In neat (no solvent) at 20℃; for 0.0333333h;	98%
With sodium nitrite In water; acetonitrile at 40℃; for 2h;	96%
With diphenyl ditelluride; oxygen In ethyl acetate for 24h; Irradiation;	96%

4-Chlorophenylboronic acid (1679-18-1) + 4-chloro-benzoyl chloride (122-01-0) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With [Ph2P(ferrocene-1,1′-diyl)ONHCH2CH2NHC(NH2)NH2]Cl*0.4chloroform; palladium diacetate; sodium carbonate In water; toluene at 50℃; for 1h; Schlenk technique; Inert atmosphere;	98%
With [Pd(3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide)(PPh3)Cl2]; potassium carbonate In water at 100℃; for 3h; Suzuki-Miyaura Coupling;	84%

bis(4'-chlorophenyl)acetic acid (83-05-6) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;	96%

2,2’-bis(4-(chloro)phenyl)acetonitrile (20968-04-1) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With oxygen; potassium carbonate In water; dimethyl sulfoxide Ambient temperature;	95%

4-Chlorophenylboronic acid (1679-18-1) + C11H9ClN2 → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium acetate; copper(II) trifluoroacetate In cyclohexane at 130℃; for 24h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;	95%

1,1-bis(p-chlorophenyl)ethene (2642-81-1) + dimedone (126-81-8) → 4,4'-Dichlorobenzophenone (90-98-2) + 2,2-bis(4-chlorophenyl)-6,6-dimethyl-2,3,4,5,6,7-hexahydrobenzo[b]furan-4-one

Conditions	Yield
With manganese triacetate In acetic acid for 0.05h; Heating;	A 4% B 94%

tris(4-chlorophenyl)bismuthane (5575-51-9) + 4-chloro-benzoyl chloride (122-01-0) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With tributyl-amine In 1-methyl-pyrrolidin-2-one at 80℃; for 3h; Schlenk technique; Inert atmosphere;	94%

4-chloro-benzoyl chloride (122-01-0) + chlorobenzene (108-90-7) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
at 270℃;	93.5%
With Perfluorooctanesulfonic acid; ytterbium(III) triflate In various solvent(s) at 120℃; for 24h; Friedel-Crafts acylation;	86%
With hafnium(IV) trifluoromethanesulfonate; trifluorormethanesulfonic acid at 120℃; for 15h;	82%

2,2-bis-(4-chloro-phenyl)-1,3-dithiolane → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With bromine In tetrachloromethane at 30 - 40℃; for 0.666667h;	93%

tetrakis-(4-chloro-phenyl)-ethane-1,2-diol (5418-23-5) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With sodium hypochlorite In acetonitrile at 20℃; for 4h;	92%
beim Schmelzen;
With acetic acid

S-(2-pyridinyl) 4-chlorobenzenecarbothioate (74032-43-2) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0) In N,N-dimethyl-formamide at 50℃; for 3h;	92%

1,1-bis(p-chlorophenyl)ethene (2642-81-1) + ethyl acetoacetate (141-97-9) → ethyl cis-6,6-bis(4-chlorophenyl)-3-hydroxy-3-methyl-1,2-dioxane-4-carboxylate + 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With air; manganese(II) acetate; manganese triacetate In acetic acid at 23℃; for 12h;	A 91% B 9%

1-Chloro-4-iodobenzene (637-87-6) + carbon monoxide (201230-82-2) + tris(4-chlorophenyl)bismuthane (5575-51-9) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 5h; Green chemistry;	91%

1-Chloro-4-iodobenzene (637-87-6) + chromium(0) hexacarbonyl (199620-14-9, 13007-92-6) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium carbonate In ethanol at 75℃; for 6h;	91%

1-Chloro-4-iodobenzene (637-87-6) + molybdenum hexacarbonyl (13939-06-5, 199620-15-0) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium carbonate In ethylene glycol at 110℃; for 6.8h;	90%
With 4,4'-di-tert-butyl-2,2'-bipyridine; nickel dibromide; zinc In 1,4-dioxane at 120℃; for 6h; Inert atmosphere; Sealed tube;	76%

1,1-bis(p-chlorophenyl)ethene (2642-81-1) + manganese(III) acetylacetonate (14284-89-0) → 1-(p-chlorophenyl)-1,4-pentanedione (53842-12-9) + 4-acetyl-6,6-bis(4-chlorophenyl)-3-methyl-1,2-dioxan-3-ol (133216-65-6) + 2-acetyl-5,5-bis(4-chlorophenyl)-2-methyl-4,5-dihydrofuran (135507-94-7) + 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With air; acetic acid at 23℃; for 12h; Further byproducts given;	A 3% B 88% C 2% D 3%

1,1-bis(p-chlorophenyl)ethene (2642-81-1) + manganese(III) acetylacetonate (14284-89-0) → 4-acetyl-6,6-bis(4-chlorophenyl)-3-methyl-1,2-dioxan-3-ol (133216-65-6) + 2,2-bis(4-chlorophenyl)-2-hydroxyethyl acetate (135507-97-0) + 2-acetyl-5,5-bis(4-chlorophenyl)-2-methyl-4,5-dihydrofuran (135507-94-7) + 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With air; acetic acid at 23℃; for 12h; Further byproducts given;	A 88% B 1% C 2% D 3%

1,1-bis(p-chlorophenyl)ethene (2642-81-1) + acetic acid (64-19-7) → 4-acetyl-6,6-bis(4-chlorophenyl)-3-methyl-1,2-dioxan-3-ol (133216-65-6) + 2,2-bis(4-chlorophenyl)-2-hydroxyethyl acetate (135507-97-0) + 2-acetyl-5,5-bis(4-chlorophenyl)-2-methyl-4,5-dihydrofuran (135507-94-7) + 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With air; manganese(III) acetylacetonate at 23℃; for 12h; Further byproducts given;	A 88% B 1% C 2% D 3%

bis(4-chlorophenyl)(hydroxy)acetic acid (23851-46-9) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With sodium periodate; dibenzo-18-crown-6; N-benzyl-N,N,N-triethylammonium chloride In methanol for 2.1h;	88%

bromochlorobenzene (106-39-8) + 4-chlorobenzaldehyde (104-88-1) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
Stage #1: bromochlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #3: With iodine; potassium carbonate In tert-butyl alcohol for 3h; Reflux;	88%
Stage #1: bromochlorobenzene With magnesium In tetrahydrofuran at 20℃; for 1h; Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; Stage #3: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; potassium carbonate In tetrahydrofuran; tert-butyl alcohol for 20h; Reflux; Darkness;	65%
With Ni(dmbpy)Br2; sodium carbonate In acetone at 25℃; for 8h; Sealed tube; Inert atmosphere; Irradiation;	57%

1-Chloro-4-iodobenzene (637-87-6) + 4-Chlorophenylboronic acid (1679-18-1) + molybdenum hexacarbonyl (13939-06-5, 199620-15-0) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium carbonate at 95℃; for 2h; Suzuki Coupling; Sealed tube; Inert atmosphere;	88%

carbon monoxide (201230-82-2) + chlorobenzene (108-90-7) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); iodine; silver trifluoromethanesulfonate at 150℃; under 3040.2 Torr; for 22h;	88%

1-Chloro-4-iodobenzene (637-87-6) + dicobalt octacarbonyl → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With air; 2,3-dimethylnaphthalene In acetonitrile for 0.00277778h; microwave irradiation;	87%

1-Chloro-4-iodobenzene (637-87-6) + carbon monoxide (201230-82-2) + 4-Chlorophenylboronic acid (1679-18-1) → 4,4'-Dichlorobenzophenone (90-98-2)

Conditions	Yield
With potassium carbonate In methoxybenzene at 80℃; under 760.051 Torr; for 6h; carbonylative Suzuki-Miyaura cross-coupling;	87%

4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-dichlorobenzophenone (90-97-1)

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 20℃;	100%
With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; Inert atmosphere;	100%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 2.25h;	99%

4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-dichlorobenzophenone oxime (1714-50-7)

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In methanol Heating;	100%
With hydroxylamine hydrochloride; sodium acetate In ethanol for 24h; Heating;	91%
With hydroxylamine; sodium hydroxide In methanol at 40℃; for 0.166667h;	91.6%

4,4'-Dichlorobenzophenone (90-98-2) + 1-phenylprop-2-en-1-amine hydrochloride → [bis-(4-chloro-phenyl)-methylene]-(1-phenyl-allyl)-amine

Conditions	Yield
With titanium tetrachloride; triethylamine In 1,2-dimethoxyethane at -78 - 20℃;	100%

4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-dichloro-3,3'-dinitrobenzophenone (7498-65-9)

Conditions	Yield
With sulfuric acid; nitric acid In water; 1,2-dichloro-ethane	99%
With sodium nitrate; sulfuric acid In water; 1,2-dichloro-ethane	98%
With sulfuric acid; nitric acid at 100℃;

4,4'-Dichlorobenzophenone (90-98-2) → tetrakis-(4-chloro-phenyl)-ethane-1,2-diol (5418-23-5)

Conditions	Yield
With CdS(x)Se(1-x) x:0-1;; para-thiocresol In hexane for 22h; Inert atmosphere; Irradiation;	99%
With methanol; gallium nitride at 20℃; for 12h; Irradiation; Sealed tube;	97%
With zinc(II) chloride; zinc In tetrahydrofuran; water for 1h; Ambient temperature;	92%

morpholine (110-91-8) + 4,4'-Dichlorobenzophenone (90-98-2) → bis(4-(1-morpholino)phenyl)methanone (115043-23-7)

Conditions	Yield
With sodium hydride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tert-butyl alcohol; bis(acetylacetonate)nickel(II) In tetrahydrofuran at 65℃; for 4h; McMurry olefination;	99%
With sodium hydride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tert-butyl alcohol; bis(acetylacetonate)nickel(II) In tetrahydrofuran at 65℃;	92%

4,4'-Dichlorobenzophenone (90-98-2) + trimethyl orthoformate (149-73-5) → 4,4’-dichlorobenzophenone dimethyl acetal (6861-53-6)

Conditions	Yield
With triethylamine In methanol at 20℃; for 48h;	99%
With bismuth(lll) trifluoromethanesulfonate In methanol for 24h; Heating;	95%
With perchloric acid In methanol for 7.5h; Reflux;	88.74%
With Montmorillonite K 10; toluene-4-sulfonic acid In methanol at 20℃; for 72h;	86%
perchloric acid In methanol at 25 - 30℃; for 7.5h; Reflux;

1,1,1-trichloroethane (71-55-6) + 4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-dichloro-3,3'-dinitrobenzophenone (7498-65-9)

Conditions	Yield
With sulfuric acid; nitric acid	99%

triethylsilane (617-86-7) + 4,4'-Dichlorobenzophenone (90-98-2) → (bis(4-chlorophenyl)methoxy)triethylsilane (1334477-75-6)

Conditions	Yield
With C16H25AlBN6(1+)*C19H3BF15(1-) In chloroform-d1 at 100℃; for 4h;	99%
Stage #1: 4,4'-Dichlorobenzophenone With C8H10BiCl2N; C4H6AgN2(1+)*C24H12BCl8(1-) In dichloromethane-d2 at 25℃; Stage #2: triethylsilane In dichloromethane at 25℃;	99%

hex-1-yne (693-02-7) + 4,4'-Dichlorobenzophenone (90-98-2) → 1,1'-bis(4-chlorophenyl)hept-2-yn-1-ol

Conditions	Yield
Stage #1: hex-1-yne With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 4,4'-Dichlorobenzophenone In tetrahydrofuran at -78 - 20℃;	99%

methylmagnesium bromide (75-16-1) + 4,4'-Dichlorobenzophenone (90-98-2) → chlorfenethol (80-06-8)

Conditions	Yield
In tetrahydrofuran; dibutyl ether for 2h; Schlenk technique; Inert atmosphere;	98%
With diethyl ether; benzene
In diethyl ether for 1h;

4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-benzophenone disodium disulfonate (97586-32-8)

Conditions	Yield
With copper(II) sulfate; sodium sulfite In water at 230℃; for 3h;	98%

orthoformic acid triethyl ester (122-51-0) + 4,4'-Dichlorobenzophenone (90-98-2) → 4,4'-dichlorobenzophenone diethyl acetal (116545-06-3)

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In ethanol for 24h; Heating;	98%
With Montmorillonite K 10; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 60℃; for 72h;	10%

allyl bromide (106-95-6) + 4,4'-Dichlorobenzophenone (90-98-2) → 1,1-bis(4-chloro-phenyl)but-3-en-1-ol

Conditions	Yield
Stage #1: allyl bromide; 4,4'-Dichlorobenzophenone With magnesium at 20℃; for 0.1h; Neat (no solvent); Stage #2: With ammonium chloride Saturated solution;	98%
With copper; zinc at 20℃; for 0.25h; Barbier-type reaction;	96%
Stage #1: allyl bromide With iodine; magnesium In diethyl ether at 0℃; for 1h; Schlenk technique; Inert atmosphere; Reflux; Stage #2: 4,4'-Dichlorobenzophenone In diethyl ether at 0℃; for 12h; Schlenk technique; Inert atmosphere; Reflux;	95%
With neodymium; iodine In tetrahydrofuran at 20℃; for 2h; Barbier Coupling Reaction; Inert atmosphere; regioselective reaction;	75%

methanol (67-56-1) + 4,4'-Dichlorobenzophenone (90-98-2) → 4,4’-dichlorobenzophenone dimethyl acetal (6861-53-6)

Conditions	Yield
With trimethyl orthoformate for 24h; Heating;	97%
With trifluorormethanesulfonic acid; trimethyl orthoformate In nitromethane for 4h; Heating;	87%

ethylene glycol (107-21-1) + 4,4'-Dichlorobenzophenone (90-98-2) → 2,2-di(4-chlorophenyl)-1,3-dioxolane (19018-66-7)

Conditions	Yield
With 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt In xylene at 120℃;	97%
With toluene-4-sulfonic acid In toluene for 40h; Heating;	87%

4,4'-Dichlorobenzophenone (90-98-2) + pentyl 3,5-bis(trifluoromethyl)phenyl sulfone (667458-80-2) → C18H18Cl2

Conditions	Yield
With phosphazene base-P4-tert-butyl In tetrahydrofuran; hexane at 0 - 20℃; Julia-Kocienski olefination;	97%

trimethyl(difluoromethyl)silane (65864-64-4) + 4,4'-Dichlorobenzophenone (90-98-2) → 1,1-bis-(4-chloro-phenyl)-2,2-difluoro-ethanol (841-31-6)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	97%

potassium cyanide (151-50-8) + 4,4'-Dichlorobenzophenone (90-98-2) → 5,5'-bis-(4-chloro-phenyl)-imidazolidine-2,4-dione (23186-92-7)

Conditions	Yield
With ammonium carbonate In various solvent(s) modified Bucherer-Bergs reaction; Heating;	96%

isoniazid (54-85-3) + 4,4'-Dichlorobenzophenone (90-98-2) → isonicotinic acid [bis-(4-chloro-phenyl)-methylene]-hydrazide

Conditions	Yield
With toluene-4-sulfonic acid at 60 - 70℃; for 0.333333h;	96%

diisopropyl (E)-azodicarboxylate (2446-83-5) + 4,4'-Dichlorobenzophenone (90-98-2) → diisopropyl 2-[bis(4-chlorophenyl)methylene]hydrazine-1,1-dicarboxylate (1041432-63-6)

Conditions	Yield
With triphenylphosphine In toluene at 110℃; for 12h;	96%

Upstream product

• 60-29-7 diethyl ether 
• 15719-64-9 methylammonium carbonate 
• 101-76-8 4,4'-dichlorodiphenylmethane 
• 1066-30-4 chromium(lll) acetate 
• 3547-04-4 1,1-bis(4-chlorophenyl)ethane 
• 3988-03-2 bis(4-bromophenyl)methanone 
• 75-44-5 phosgene 
• 108-90-7 chlorobenzene 
• 5418-23-5 tetrakis-(4-chloro-phenyl)-ethane-1,2-diol 
• 106-51-4 p-benzoquinone 
• 71-43-2 benzene 
• 1714-50-7 4,4'-dichlorobenzophenone oxime 
• 100-39-0 benzyl bromide 
• 67-56-1 methanol 

Downstream Products

• 101875-96-1 bis(4-chlorophenyl)(pyridin-2-yl)methanol 
• 14212-38-5 bis(4-chlorophenyl)methanamine 
• 408537-45-1 ethyl 3,3-bis(4-chlorophenyl)-3-hydroxypropanoate 
• 3010-80-8 tris(p-chlorophenyl)methanol 
• 90-94-8 bis(p-dimethylaminophenyl)methanone 
• 5418-23-5 tetrakis-(4-chloro-phenyl)-ethane-1,2-diol 
• 14442-40-1 ethyl 3,3-bis(4-chlorophenyl)-2-cyanoacrylate 
• 130163-26-7 tetrakis-(4-chloro-phenyl)-oxirane 
• 33406-61-0 bis(4-chloro-3,5-dinitrophenyl)methanone 
• 27925-36-6 3,3-Bis-(4-chloro-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid 
• 27925-46-8 2-[Bis-(4-chloro-phenyl)-hydroxy-methyl]-2-ethyl-butyric acid 
• 78525-36-7 1,1,2,2-tetrakis(4-chlorophenyl)ethene 
• 13144-33-7 1,1,2,2-tetrakis(4-chlorophenyl)ethane 
• 92023-70-6 diphenylmethylphosphonic dichloride 

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Irradiated by visible light, the recyclable (PhTe)2-catalyzed oxidative deoximation reaction could occur under mild conditions. In comparison with the thermo reaction, the method employed reduced catalyst loading (1 mol% vs. 2.5 mol%), but afforded elevated product yields with expanded substrate scope. This work demonstrated that for the organotellurium-catalyzed reactions, visible light might be an even more precise driving energy than heating because it could break the Te–Te bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint.

Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes

An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.