611-79-0

Basic information

• Product Name: 3,3'-Diaminobenzophenone
• Synonyms: 3,3'-(Oxomethylene)bis(benzenamine);3,3'-Carbonylbisaniline;3,3'-Diaminobenzophenone, 90+%;bis(3-azanylphenyl)methanone;3,3'-DIAMINOBENZOPHENONE;Bis(3-aminophenyl)methanone;Methanone, bis(3-aminophenyl)-;3,3''-DIAMINOBENZOPHENONE: TECH., 90%
• CAS NO: 611-79-0
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.25
• EINECS: 210-281-3
• Product Categories: Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 611-79-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 150-151°C
• Boiling Point: 285°C 11mm
• Flash Point: 285°C/11mm
• Appearance: /Powder
• Density: 1.1128 (rough estimate)
• Refractive Index: 1.6920 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.59±0.10(Predicted)
• Water Solubility: Insoluble in water
• BRN: 2837605
• CAS DataBase Reference: 3,3'-Diaminobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-Diaminobenzophenone(611-79-0)
• EPA Substance Registry System: 3,3'-Diaminobenzophenone(611-79-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 611-79-0(Hazardous Substances Data)

Usage

General Description

3,3'-Diaminobenzophenone, also known as DABP, is an organic compound with the chemical formula C13H12N2O. It is a white crystalline solid that is insoluble in water, but soluble in organic solvents such as ethanol and acetone. DABP is primarily used as a component in the production of photoinitiators for UV-curing systems, which are used in a variety of applications including adhesives, coatings, printing inks, and dental materials. It is also used as a intermediate in the synthesis of dyes, pharmaceuticals, and other organic compounds. DABP is considered to have low toxicity, but prolonged exposure may cause irritation to the skin, eyes, and respiratory system. It is important to handle and use 3,3'-Diaminobenzophenone with proper safety measures in place.

Synthetic route

3,3'-dinitrobenzophenone (21222-05-9) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With tetrabutylammomium bromide; tin(ll) chloride at 90℃; for 0.416667h;	91%
With tin(ll) chloride In ethanol at 70℃; for 0.5h;	89%
With hydrogenchloride; acetic acid; tin(ll) chloride

C16H18N2S2 → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With ammonium persulfate; Montmorillonite K-10 clay for 0.0666667h; microwave irradiation;	87%

benzophenone (119-61-9) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
Stage #1: benzophenone With dinitrogen pentoxide In dichloromethane at 30℃; for 5h; Molecular sieve; Stage #2: With hydrogen; nickel In dichloromethane under 11251.1 Torr; for 5h; Temperature; Pressure;	83%
Multi-step reaction with 2 steps 1: nitric acid 2: tin; hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: nitric acid 2: tin; hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 2 h / 60 °C 2: hydrogenchloride; water; tin(ll) chloride / ethyl acetate / 4 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 1 h / 75 °C 2: iron; ammonium chloride / ethanol; water / 4 h / 80 °C / Inert atmosphere View Scheme

3-Nitrobenzyl alcohol (619-25-0) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid / 130 - 140 °C / Reinigung durch Behandeln mit Aceton 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 135 °C 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid View Scheme

bis(3-nitrophenyl)methane (4164-43-6) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: glacial acetic acid; water; chromic acid 2: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme
Multi-step reaction with 2 steps 1: glacial acetic acid; water; chromic acid 2: tin dichloride; hydrochloric acid View Scheme

nitrobenzene (98-95-3) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid / 130 - 140 °C / Reinigung durch Behandeln mit Aceton 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 135 °C 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid View Scheme

2-chloro-4'-bromo-5,3'-dinitro benzophenone + Aliquat 336 (5137-55-3) → benzophenone (119-61-9) + 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With sodium hydroxide; hydrogen; magnesium sulfate; palladium In benzene

dinitro-dichloro benzophenone → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With hydrogen; palladium In benzene

4,4'-dichloro-3,3'-dinitrobenzophenone (7498-65-9) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With sodium hydroxide; hydrogen; palladium/active carbon In 1,4-dioxane

3,3'-dinitro-4-bromo benzophenone (83704-08-9) → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With hydrogen; palladium/active carbon In 1,4-dioxane

2-chloro-4'-fluoro-5,3'-dinitro benzophenone → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With hydrogen; sodium carbonate; palladium In ethanol

2-bromo-4'-chloro-5,3'-dinitro benzophenone → 3,3'-diaminobenzophenone (611-79-0)

2-iodo-4'-chloro-5,3'-dinitro benzophenone → 3,3'-diaminobenzophenone (611-79-0)

Conditions	Yield
With triethylamine

C35H42O6 (1277191-35-1) + 3,3'-diaminobenzophenone (611-79-0) → C83H92N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	98%

C29H30O6 (121981-36-0) + 3,3'-diaminobenzophenone (611-79-0) → C71H68N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	98%

C37H46O6 (1219692-02-0) + 3,3'-diaminobenzophenone (611-79-0) → C87H100N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	97%

C33H38O6 (1192028-70-8) + 3,3'-diaminobenzophenone (611-79-0) → C79H84N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	95%

C31H34O6 (270073-10-4) + 3,3'-diaminobenzophenone (611-79-0) → C75H76N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	92%

3,3'-diaminobenzophenone (611-79-0) + 2-hydroxy-4-[4-(decyloxy)benzoyloxy]benzaldehyde (129993-66-4) → C61H68N2O9

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	90%

3,3'-diaminobenzophenone (611-79-0) + 4-(2`hydroxy-4`-dodecylhydroxybenzoylhydroxy)benzaldehyde (868620-29-5) → C65H76N2O9

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	90%

3,3'-diaminobenzophenone (611-79-0) + 4-Tetradecyloxy-benzoic acid 4-formyl-3-hydroxy-phenyl ester (389621-89-0) → C69H84N2O9

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	90%

3,3'-diaminobenzophenone (611-79-0) + 4-formyl-3-hydroxyphenyl 4-(n-hexadecanyloxy)-benzoate (177424-35-0) → C73H92N2O9

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	90%

C27H26O6 (270073-11-5) + 3,3'-diaminobenzophenone (611-79-0) → C67H60N2O11

Conditions	Yield
With acetic acid In ethanol Reflux;	90%

3,3'-diaminobenzophenone (611-79-0) + 4-(p-n-octadecyloxybenzoyloxy)salicylaldehyde → C77H100N2O9

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	86%

3,3'-diaminobenzophenone (611-79-0) → 3,3'-diaminobenzhydrol (58845-21-9)

Conditions	Yield
With sodium tetrahydroborate In ethanol Heating;	72%
With potassium hydroxide
With sodium amalgam; ethanol
With sodium amalgam; ethanol

3,3'-diaminobenzophenone (611-79-0) + acetic anhydride (108-24-7) → N,N'-(carbonylbis(3,1-phenylene)) diacetamide

Conditions	Yield
With triethylamine In tetrahydrofuran for 2h;	62%

2-hydroxy-3-(morpholinomethyl)benzaldehyde + 3,3'-diaminobenzophenone (611-79-0) → bis(3-(2-hydroxy-3-(morpholinomethyl)benzylideneaminophenyl))methanone

Conditions	Yield
In ethanol Reflux;	55%

3,3'-diaminobenzophenone (611-79-0) + biotin (58-85-5) → N-[3-(3-aminobenzoyl)phenyl]biotinamide

Conditions	Yield
Stage #1: biotin With benzotriazol-1-ol In N,N-dimethyl-formamide at 45℃; Molecular sieve; Heating; Inert atmosphere; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h; Inert atmosphere; Stage #3: 3,3'-diaminobenzophenone With dmap at 20 - 60℃; for 28h; Inert atmosphere;	53%

Benzyloxyacetyl chloride (19810-31-2) + 3,3'-diaminobenzophenone (611-79-0) → N,N'-(carbonylbis(3,1-phenylene)) bis(2-(benzyloxy)acetamide)

Conditions	Yield
With triethylamine In tetrahydrofuran for 2h;	46%

3,3'-diaminobenzophenone (611-79-0) + copper(I) thiocyanate (1111-67-7, 15192-76-4, 26656-82-6) + potassium thioacyanate (333-20-0) → bis(3-thiocyanatophenyl)methanone

Conditions	Yield
Stage #1: 3,3'-diaminobenzophenone With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: copper(I) thiocyanate; potassium thioacyanate In water at 20℃; for 3h;	38%

3,3'-diaminobenzophenone (611-79-0) + methanesulfonyl chloride (124-63-0) → N,N'-(carbonylbis(3,1-phenylene)) dimethanesulfonamide

Conditions	Yield
With pyridine In tetrahydrofuran	23%

3,3'-dibromobenzophenone (25032-74-0) + 3,3'-diaminobenzophenone (611-79-0) → C39H24N2O3

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 24h;	10.6%

phosgene (75-44-5) + 3,3'-diaminobenzophenone (611-79-0) → 3,3'-diisocyanato-benzophenone (71865-97-9)

3,3'-diaminobenzophenone (611-79-0) → 3,3'-dihydroxybenzophenone (611-80-3)

Conditions	Yield
With sulfuric acid; sodium nitrite at 0℃; und anschliessend mit wss.Phosphorsaeure unter starker Kuehlung und Erhitzen des mit Harnstoff versetzten Reaktionsgemisches mit Wasser;
With phosphoric acid; sulfuric acid; sodium nitrite In water at 0℃; Wittig reaction;

3,3'-diaminobenzophenone (611-79-0) → 3,3'-diamino-benzophenone oxime

Conditions	Yield
With hydrogenchloride; ethanol; hydroxylamine hydrochloride

3,3'-diaminobenzophenone (611-79-0) + chloroacetyl chloride (79-04-9) → 3,3'-bis-(2-chloro-acetylamino)-benzophenone (59635-68-6)

Conditions	Yield
With sodium hydrogencarbonate; acetone

3,3'-diaminobenzophenone (611-79-0) + dimethyl sulfate (77-78-1) → Michler ketone (96138-88-4)

Conditions	Yield
With sodium hydroxide man fuehrt das erhaltene methylschwefelsaure Salz mit Kaliumjodid in das entsprechende Jodid ueber und erhitzt letzteres im Vakuum;

3,3'-diaminobenzophenone (611-79-0) + potassium thioacyanate (333-20-0) → Bis-(5-amino-2-thiocyanato-phenyl)-methanone (53357-16-7)

Conditions	Yield
With bromine

3,3'-diaminobenzophenone (611-79-0) → C26H24N6 (71969-93-2)

Conditions	Yield
With hydrazine hydrate; zinc(II) chloride

3,3'-diaminobenzophenone (611-79-0) → 3,3'-difluorobenzophenone (345-70-0)

Conditions	Yield
With tetrafluoroboric acid; sodium nitrite 1.) 30 min; 2.) toluene, reflux; Yield given. Multistep reaction;

Upstream product

• 19471-12-6 3,3'-methylenedianiline 
• 83704-08-9 3,3'-dinitro-4-bromo benzophenone 
• 7498-65-9 4,4'-dichloro-3,3'-dinitrobenzophenone 
• 5137-55-3 Aliquat 336 
• 119-61-9 benzophenone 
• 98-95-3 nitrobenzene 
• 4164-43-6 bis(3-nitrophenyl)methane 
• 619-25-0 3-Nitrobenzyl alcohol 
• 21222-05-9 3,3'-dinitrobenzophenone 

Downstream Products

• 878280-43-4 2-({3-[3-(N'-dicyanomethylene-hydrazino)-benzoyl]-phenyl}-hydrazono)-malononitrile 
• 25186-99-6 bis(3-iodophenyl)methanone 

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