1,3-디페닐-1,3-프로판디온
1,3-디페닐-1,3-프로판디온 · DBM · 1,3-diphenylpropane-1,3-dione · 1,3-DIPHENYL-1,3-PROPANEDIONE · 1,3-Diphenylpropanedione · 1,3-diphenyl-3-propanedione · karenzudk2 · phenylphenacylketone
식별자 및 물리적 특성
| CAS No. | 120-46-7 |
|---|---|
| 분자식 | C15H12O2 |
| 평균 분자량 | 224.25 g/mol |
| 단동위원소 질량 | 224.08372962 g/mol |
| SMILES | O=C(CC(=O)c1ccccc1)c1ccccc1 |
| InChIKey | NZZIMKJIVMHWJC-UHFFFAOYSA-N |
| PubChem CID | 8433 |
| ChEMBL | CHEMBL371523 |
| ChEBI | CHEBI:75417 |
| EC No. | 204-398-9 |
| DTXSID | DTXSID3041247 |
| 현지명 | 1,3-디페닐-1,3-프로판디온 |
화학 및 물리적 성질
| XLogP | 3.1 |
|---|---|
| 극성 표면적 | 34.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 17 |
| 형식 전하 | 0 |
| 복잡도 | 243 |
| Physical Description | Large CrystalsDry PowderSolid[Merck Index] Light yellow crystalline powder[Alfa Aesar MSDS] |
| Collision Cross Section | 165.9 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID3041247]154.4 Ų [M-H]- [CCS Type: DTIonization: ESI- |
| 녹는점 | 77-79 °C(lit.) |
| 끓는 점 | 219-221 °C18 mm Hg(lit.) |
| 밀도 | 0.800 g/cm3 |
| 증기압 | 0.01Pa at 20℃ |
| 굴절률 | 1.6600 (estimate) |
| 인화점 | 219-221°C/18mm |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(약간 용해됨, 초음파처리) |
| pKa(산도 계수) | 8.95±0.10(Predicted) |
| 물리적 상태 | 크리스탈 |
| 색상 | 밝은 노란색에서 노란색까지 |
| 용해도 | 에테르, 클로로포름 및 수산화나트륨 수용액에 용해됩니다. 물에 불용성. |
| Merck | 14,3009 |
| BRN | 514910 |
| 헨리 상수 | 7.5×103 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| 안정성 | 안정적인. 강한 산화제와 호환되지 않습니다. |
| 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 |
| InChIKey | NZZIMKJIVMHWJC-UHFFFAOYSA-N |
| SMILES | O=C(CC(=O)c1ccccc1)c2ccccc2 |
| LogP(분배 계수) | 4.59 at 25℃ |
| NIST | 1,3-Propanedione, 1,3-diphenyl-(120-46-7) |
| EPA | 1,3-Propanedione, 1,3-diphenyl- (120-46-7) |
화학적 성질
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.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 32.7% (84 of 257) of reports.WarningH317 (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. |
|---|---|
| 규제 정보 | 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/113711,3-Propanedione, 1,3-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Causes changes in liver and uterine weights in 2-week constant oral studies of mice[RTECS] May cause irritation[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Sens. 1 (66.1%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | TZ1930000 |
| 독성 | rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953. |
| 관세 코드 | 29143900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 22-24/25 |
| 기존화학 물질 | KE-12099 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 11 - Combustible Solids |
용도
출처
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.
용도
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.
제조 및 합성 방법
제조 방법
dibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.