1,3-ジフェニル-1,3-プロパンジオン

Dibenzoylmethane

HCID 8433CAS 120-46-7
部分構造検索類似構造を探す

基本情報

標準SMILES
O=C(CC(=O)c1ccccc1)c1ccccc1
InChIKey
NZZIMKJIVMHWJC-UHFFFAOYSA-N
分子式
C15H12O2
平均分子量
224.25 g/mol
単同位体質量
224.08372962

名称と識別子

優先名称
Dibenzoylmethane
IUPAC
1,3-diphenylpropane-1,3-dione
現地名
1,3-ジフェニル-1,3-プロパンジオン
英語名
Dibenzoylmethane
分子式
C15H12O2
分子量
224.25

名称と別名

Dibenzoylmethane120-46-71,3-Diphenylpropane-1,3-dione1,3-DIPHENYL-1,3-PROPANEDIONE1,3-Propanedione, 1,3-diphenyl-2-BenzoylacetophenonePhenyl phenacyl ketoneomega-BenzoylacetophenoneRhodiastab 83Karenzu DK2DTXSID3041247ANS7ME8OKC
名称をさらに表示
1,3-ジフェニル-1,3-プロパンジオンω-ベンゾイルアセトフェノンジベンゾイルメタンフェナシルフェニルケトン1,3-ジフェニルプロパン-1,3-ジオンα-ベンゾイルアセトフェノン1,1'-(メチレンビスカルボニル)ビスベンゼンγ-ヒドロキシカルコン1,3‐ジフェニル‐1,3‐プロパンジオンジベンゾイルメタン, 98%1,3-ジフェニル-1,3-ペンタンジオン1,1′-(メチレンビスカルボニル)ビスベンゼン1,3-ジフェニル-3-オキソ-1-プロパノン1,3-ジフェニル-プロパン-1,3-ジオンDBM1,3-Diphenylpropanedione1,3-diphenyl-3-propanedionekarenzudk2phenylphenacylketoneDBM83
NSC-6266DTXCID1021247CHEBI:75417204-398-9RefChem:132859GAMMA-HYDROXYCHALKONE1,3-Diphenyl-propane-1,3-dioneDibenzoyl-methane

データベース識別子

CAS
120-46-7
PubChem CID
8433
DTXSID
DTXSID3041247
ChEMBL
CHEMBL371523
ChEBI
CHEBI:75417
UNII
ANS7ME8OKC
EC Number
204-398-9
Nikkaji
J10.072B

物性

構造計算による物性

XLogP
3.1
極性表面積
34.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
4
重原子数
17

実験および物理化学的性質

Physical Description · 2 件

Large Crystals; Dry Powder

Solid; [Merck Index] Light yellow crystalline powder; [Alfa Aesar MSDS]

Collision Cross Section165.9 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3041247]；154.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3041247]

物理化学的性質

融点
77 · 77-79 °C(lit.)
沸点
219 · 219-221 °C18 mm Hg(lit.)
比重(密度)
0.8 g/cm3 · 0.800 g/cm3
蒸気圧
0.01 Pa · 0.01Pa at 20℃
屈折率
1.66 · 1.6600 (estimate)
闪点
219 · 219-221°C/18mm
化学的性質 · 1 件

化学的特性Dibenzoylmethane (DB), a minor constituent of the root extract of licorice, belongs to the flavonoid family. It is a colorless rhombus flake crystal or yellowish-white powder. soluble in chlorohydrin and chloroform, soluble in sodium hydroxide solution, insoluble in sodium carbonate solution, and very slightly soluble in water. It is used as a colorimetric reagent for the determination of uranium.

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 32.7% (84 of 257) of reports.

Warning

H317 (66.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 257 reports by companies from 6 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 84 of 257 reports by companies.；There are 5 notifications provided by 173 of 257 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 4 件

Chemical: 1,3-Propanedione, 1,3-diphenyl-

1,3-Propanedione, 1,3-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanedione, 1,3-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 13-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11371

1,3-Propanedione, 1,3-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses changes in liver and uterine weights in 2-week constant oral studies of mice; [RTECS] May cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Sens. 1 (66.1%)

法規制情報

Regulatory Information · 4 件

Chemical: 1,3-Propanedione, 1,3-diphenyl-

1,3-Propanedione, 1,3-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanedione, 1,3-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 13-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11371

1,3-Propanedione, 1,3-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk
3
tsca
TSCA listed
rtecs
TZ1930000
毒性
rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953.
hs_code
29143900
risk_code
36/37/38

化学と産業

用途と製造

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA]
U.S. Production2023: 700,000 - <850,000 lb；2022: 850,000 - <1,000,000 lb；2021: 550,000 - <700,000 lb；2020: 700,000 - <850,000 lb
Consumer UsesHeat stabilizer；Other
Industry UsesProcessing aids not otherwise specified；Heat stabilizer；Other
Use Classification · 2 件

Plastics -> Other stabilisers

Plastics -> Polymer Type -> PVC (soft); PVC (rigid); PET

General Manufacturing Information · 2 件

Plastics Material and Resin Manufacturing；All Other Chemical Product and Preparation Manufacturing；Plastics Product Manufacturing

1,3-Propanedione, 1,3-diphenyl-: ACTIVE

応用分野 · 4 件

解説ジベンゾイルメタン略称DBM．エノール形，ケト形が存在する．カルコンの二臭化物にナトリウムメトキシドを作用させ，ついで塩酸と加熱すると得られる．ケト形は融点81 ℃．エノール形は融点72 ℃(Z形)および78 ℃(E形)がある．沸点219～221 ℃(2.4 kPa)．種々の金属イオンとキレート錯イオンを生じ，これらの抽出剤として使用できる．とくにEDTAと併用してウラン(Ⅵ)の選択的抽出や，Cdの分離に用いられる．

用途有機合成原料、金属の抽出，分離用キレート剤、ウランの吸光光度法による発色試薬。

天然物の起源Dibenzoylmethane(DBM) is a 1,3-diketone derivative of acetylacetone that has both methyl groups replaced with phenyl groups.Although smaller in size and lacking hydroxyl and methoxy groups，DBM resembles the turmeric spice curcumin (CUR),a diferuloylmethane. Both molecules are metal-chelating agents，contain a B-diketone flanked by two aryl groups,and exhibit anti-proliferative and anticarcinogenic activity. In addition to sharing structural similarity with DBM,CUR,which is also a naturally occurring compound is found in the plant Curcuma longa and has numerous medicinal uses.DBM and its many naturally occurring derivatives are minor constituentsof licorice. DBM has been isolated from licorice root extracts and otherspecies of Glycyrrhiza.

使用Dibenzoylmethane is a new kind of PVC heat stabilizer, it has better transparency, nontoxic and odorless. In case of combined use with Calcium/Zinc, Barium/Zin and other heat stabilizer, it can greatly improve the initial color, transparency, long term stability of PVC, and also can improve the precipitation and “zinc burning” problem during the process. It has very good synergy with zinc soaps, and can protect the PVC color. This material can absorb UV at 290nm, which has the effect as light stabilizer and act as long term stabilizer for PVC products.

調製方法

製造方法dibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.

純化方法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.]

上流・下流製品情報

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
補足説明 · 1 件

定義ChEBI: 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.

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