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Dibenzoylmethane structure

Dibenzoylmethane

  • CAS:120-46-7
  • MW:224.25458
  • MF:C15H12O2
antineoplastic
 
1. Names and Identifiers
1.1 Name
Dibenzoylmethane
1.2 Synonyms
1,3-Diphenyl-1,3-propanedione; 1,3-diphenylpropane-1,3-dione; 1,3-Propanedione, 1,3-diphenyl-; EINECS 204-398-9; MFCD00003085; phenacyl phenyl ketone;
1.3 CAS No.
120-46-7
1.4 CID
8433
1.5 EINECS
204-398-9
1.6 Molecular Formula
C15H12O2
1.7 Inchi
InChI=1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2
1.8 InChkey
NZZIMKJIVMHWJC-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=CC=C2
1.10 Isomers Smiles
C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=CC=C2
2. Properties
2.1 Appearance
DryPowder; DryPowder, PelletsLargeCrystals; OtherSolid
2.2 Storage
Ambient temperatures.
2.3 Chemical Properties
yellowish-white powder
2.4 Color/Form
Light yellow to yellow
2.5 pKa
8.95±0.10(Predicted)
2.6 Water Solubility
It is soluble in ether, chloroform, and aqueous sodium hydroxide. Insoluble in water.
2.7 Stability
Stable. Incompatible with strong oxidizing agents.
2.8 StorageTemp
Store at RT.
3. Use and Manufacturing
3.1 Definition
ChEBI: A beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticacer effects.
3.2 Description

yellowish-white powderChEBI: A beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and antica cer effects.


1,3-Diphenyl-1,3-propanedione (dibenzoylmethane, DBM) is an aromatic 1,3-diketone derivative of acetylacetone (acac), where both methyl groups in acac have been substituted by phenyl groups. It is a white solid melting at 77?78°C. Similar to acac, DBM exists in two tautomeric forms, with the keto-enol equilibrium of DBM shifting strongly towards the enol form, particularly in non-polar solvents such as benzene. This is the result of the stability of the intramolecular hydrogen bond in the cis-enol form which is further resonance-stabilized by conjugation with phenyl rings. Due to its high photostability, derivatives of DBM such as avobenzone, have found applications as sunscreen products.


DryPowder; DryPowder, PelletsLargeCrystals; OtherSolid


Dibenzoylmethane is a beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticancer effects. It has a role as an antineoplastic agent, a metabolite and an antimutagen. It is a beta-diketone and an aromatic ketone.

3.3 Purification Methods
Dibenzoylmethane (1,3-diphenyl-1,3-propanedione) [120-46-7] M 224.3, m 8 0o. Crystallise dibenzoylmethane from pet ether or MeOH. [Beilstein 7 IV 2512.] Dibenzoylmethane Preparation Products And Raw materials Preparation Products
3.4 Usage
antineoplastic
4. Safety and Handling
4.1 Safety Profile
Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors
4.2 Report

Reported in EPA TSCA Inventory.

4.3 Safety

Hazard Codes:?IrritantXi
Risk Statements: 36/37/38?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25?
S22:Do not breathe dust.?
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: TZ1930000
Hazard Note: Irritant
HS Code: 29143900
Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

4.4 Specification

?Dibenzoylmethane (CAS NO.120-46-7) is also named as 1,3-Diphenyl-1,3-propanedione ; 2-Benzoylacetophenone ; AI3-19022 ; BRN 0514910 ; CCRIS 8445 ;?Karenzu DK2 ; NSC 6266 ; Phenyl phenacyl ketone ; Rhodiastab 83 ; omega-Benzoylacetophenone?.?Dibenzoylmethane (CAS NO.120-46-7) is?yellowish-white powder. It is easily soluble in alcohol chlorine, chloroform, soluble in sodium hydroxide solution, insoluble in sodium carbonate solution, very slightly soluble in water.

4.5 Toxicity
1. ???

orl-rat LD :>500?mg/kg

??? NCNSA6 ?? National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),28.
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin sensitization, Category 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H317 May cause an allergic skin reaction

Precautionary statement(s)
Prevention

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P272 Contaminated work clothing should not be allowed out of the workplace.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P333+P313 If skin irritation or rash occurs: Get medical advice/attention.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

6. NMR Spectrum
13C NMR : in CDCl3  
13C NMR : Predict  
1H NMR : 400 MHz in CDCl3  
1H NMR : Predict  
Predict 1H proton NMR  
IR : CCl4 solution  
IR : KBr disc  
IR : nujol mull  
Raman : 4880 A,100M,powder  
Mass  
Mass spectrum (electron ionization)  
UV/Visible spectrum  
7. Synthesis Route
120-46-7Total: 126 Synthesis Route
 
98-86-2
98-86-2 326 Suppliers
 
120-46-7
120-46-7 182 Suppliers
 
93-89-0
93-89-0 203 Suppliers
 
120-46-7
120-46-7 182 Suppliers
8. Precursor and Product
precursor:
product:
9. Computed Properties
10.Other Information
Usage
1,3-Diphenyl-1,3-propanedione, is a minor constituent of licorice found to inhibit mammary tumorigenesis, lymphomas, and leukemias in mice. It acts as a heat stabilizer& antitumour agent. It is used in perfumery and as well as in organic synthesis.
Mesh Entry Terms
dibenzoylmethane
Production
1,000,000 - 10,000,000 lb
Manufacturing Info
Agriculture, forestry, fishing and hunting|1,3-Propanedione, 1,3-diphenyl-: ACTIVE
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12. Related Questions
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13. Realated Product Infomation
 
 
 
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