propan-2-one

• ChemBase编号: 105716
• 分子式: C3H6O
• 平均质量: 58.07914
• 单一同位素质量: 58.04186481
• SMILES: CC(=O)C
• Canonical SMILES: CC(=O)C
• InChI: InChI=1S/C3H6O/c1-3(2)4/h1-2H3
• InChIKey: CSCPPACGZOOCGX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: propan-2-one
• IUPAC系统名: Propan-2-one
• IUPAC传统名: acetone
• 别名: 丙酮; 丙酮, ACS; 丙酮,半导体级; 丙酮, 环境级; 丙酮, 光谱级; 丙酮, HPLC级; 丙酮; 丙酮 溶液; Acetone; Dimethyl ketone; β-Ketopropane; Propanone; 2-Propanone; Dimethyl formaldehyde; Pyroacetic spirit (archaic); Acetone; Acetone, ACS; Acetone, Semiconductor Grade; Acetone, Environmental Grade; Acetone, Spectrophotometric Grade; Acetone, HPLC Grade; ACETONE HPLC GRADE; ACETONE ACS REAGENT GRADE; ACETONE, ABSOLV GRADE; ACETONE, HISTOLOGICAL GRADE; ACETONE, GC GRADE; Acetonum; Acetone solution

登记号

• CAS号: 67-64-1
• EC号: 200-662-2; 200-659-6
• MDL号: MFCD00008765
• Beilstein号: 635680; 63580
• 默克索引号: 1466
• PubChem SID: 24859414; 24861111; 162092907; 24883758; 24901643; 24859249; 24856392; 24889417; 24849455; 24878012; 24861579; 24868065; 24865162; 24901644; 24865133; 24867325; 24850797; 24859286; 24885178; 24865952; 24850839; 24854528
• PubChem CID: 180
• CHEBI ID: 15347
• CHEMBL: 14253
• Chemspider ID: 175
• FEMA编号: 3326
• Gmelin ID: 1466
• KEGG ID: D02311
• 医学主题词(MeSH): Acetone
• 美国药典/FDA物质标识码: 1364PS73AF
• 维基百科标题: Acetone
• 欧洲委员会编号: 737
• Flavis Number: 7.05

理论计算性质

• Acid pKa: 19.51124
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.106279805
• LogD (pH = 7.4): 0.106279805
• Log P: 0.106279805
• 摩尔折射率: 16.1948 cm^3
• 极化性: 6.329682 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: APHA: ≤10; Colorless liquid; Liquid
• 熔点: -94 °C(lit.); -94°C; -95.15 - -93.15°C (178 - 180 K); -95.4 °C
• 沸点: 55.85 - 56.85°C (329 - 330 K); 56 °C/760 mmHg(lit.); 56.2 °C at 1013 hPa; 56°C
• 闪点: < -20 °C (method not disclosed); 1.4 °F; -17 °C; -17°C(1°F); -20 - -10 °C; -4 - 14 °F
• 自燃点: 465 °C; 540 °C
• 密度: .7905 - .793 g/cm^3; 0.79 g/mL at 20 °C; 0.790-0.792 g/mL at 20 °C; 0.791; 0.791 g cm^-3; 0.791 g/mL at 25 °C; 0.791 g/mL at 25 °C(lit.)
• 折射率: 1.3590; 1.35900; n20/D 1.3580-1.3600; n20/D 1.359; n20/D 1.359(lit.)
• 蒸汽压: 184 mmHg ( 20 °C); 233 hPa at 20 °C; 24.46–24.60 kPa (at 20 °C)
• 蒸汽密度: 2 (vs air); 2.0 (air = 1)
• 分配系数: -0.042
• 紫外吸收波长: λ: 330 nm Amax: 1.0; λ: 330 nm Amax: 1.00; λ: 335 nm Amax: ≤0.30; λ: 340 nm Amax: ≤0.08; λ: 340 nm Amax: 0.06; λ: 340 nm Amax: 0.10; λ: 350 nm Amax: ≤0.003; λ: 350 nm Amax: 0.01; λ: 350 nm Amax: 0.02; λ: 375-400 nm Amax: 0.005; λ: 400 nm Amax: 0.01
• pKa: 24.2
• pKb: -10.2
• 粘度: 0.3075 cP
• 气味: Pungent, irritating, floral
• 热容: 125.45 J K^-1 mol^-1
• 标准摩尔燃烧焓 (ΔcH^o298): -1.772 MJ mol^-1
• 标准摩尔生成焓 (ΔfH^o298): -250.03-(-248.77) kJ mol^-1
• 标准摩尔熵 (S^o298): 200.4 J K^-1 mol^-1
• 感官: apple; ethereal
• 透光率: 330 nm, ≥15%; 335 nm, ≥50%; 340 nm, ≥80%; 350 nm, ≥98%

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: AL3150000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1090; 1230; UN1090
• 德国WGK号: 1; 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 2YE
• 危险公开号: 11-23/24/25-39/23/24/25; 11-36-66-67; 23/24/25-39/23/24/25; R:11-36-66-67; R11, R36, R66, R67
• 安全公开号: 16-26; 36/37-45; 7-16-36/37-45; 9-16-26; 9-16-26-46; S:9-16-26; S2, S9, S16, S26
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 127
• TSCA收录: 是
• 欧盟危险品索引: 606-001-00-8
• GHS危险品标识: GHS exclamation mark; GHS flame; GHS02; GHS06; GHS07; GHS08
• GHS警示词: DANGER; Danger
• NFPA704:
  

  3

  1

  0
• 半数致死量: 3000 mg/kg (oral, mouse), 20000 mg/kg (dermal, rabbit), LC₅₀ = 19000 mg/m^3 (inhalation)
• 爆炸极限: 13.2 %; 13.2–57.0%
• GHS危险声明: 225, 319, 336; H225-H319-H336; H301-H311-H331-H370
• GHS警示性声明: 210, 261, 305+351+338; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338; P260-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, Heavyweight Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1090 3/PG 2; UN 1230 3/PG 2
• 欧盟补充危害声明: Repeated exposure may cause skin dryness or cracking.
• 保存温度: 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (173.210); FDA 21 CFR (175.105); FDA 21 CFR (175.320); FDA 21 CFR (176.180); FDA 21 CFR (176.300)

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥99.5%; ≥99.9%; ≥97%; ≥99%; ≥99% (GC); ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); ≥99.7% (GC); ≥99.8%; ≥99.8% (GC); ≥99.9%; ≥99.9% (GC); 99.5%; 99.5+%; 99.9%; 99+%
• 浓度: 2000 μg/mL in methanol: water (9:1); 5000 μg/mL in methanol: water (9:1)
• 级别: absolute; ACS; ACS reagent; ACS spectrophotometric grade; analytical standard; B&J Brand (product of Burdick & Jackson); capillary GC grade; CHROMASOLV®; CHROMASOLV® Plus; for analysis of dioxins, furans and PCB; for chromatography; for HPLC; for pesticide residue analysis; for residue analysis; for UV-spectroscopy; histological grade; HPLC; JIS special grade; Laboratory Reagent; natural; NI; Ph Eur; PRA grade; puriss.; puriss. p.a.; purum; REAGENT; ReagentPlus®; SAJ first grade; semiconductor grade MOS PURANAL™ (Honeywell 17921); semiconductor grade PURANAL™ (Honeywell 17825); semiconductor grade ULSI PURANAL™ (Honeywell 17014); semiconductor grade VLSI PURANAL™ (Honeywell 17617)
• 包装: ampule of 1 mL
• 适用性: complies for appearance of solution; complies for identity (IR); in accordance for miscibility; passes test for GC-MS of dioxins, furans, PCBs; suitable for 1000 per JIS; suitable for 300 per JIS; suitable for 3000 per JIS; suitable for 5000 per JIS; suitable for determination of dioxins; suitable for PCB analysis
• 蒸发残渣: <0.0001%; <0.0002%; <0.001%; ≤0.0002%; ≤0.0003%; ≤0.001%; ≤0.002%
• 杂质: <0.5% water; <50 ppm phenol; ≤0.0001% heavy metals (as Pb); ≤0.0002% benzene; ≤0.0002% benzene (GC); ≤0.0002% KMnO4 red. matter (as O); ≤0.0003 meq/g Titr. acid; ≤0.0003% KMnO4-reducing matter (as O); ≤0.0005% non-volatile matter; ≤0.0006 meq/g Titr. base; ≤0.0008% free alkali (as NH3); ≤0.001% aldehydes (as HCHO); ≤0.001% free alkali (as NH3); ≤0.001% non-volatile matter; ≤0.0015% free acid (as CH3COOH); ≤0.002% acetaldehyde; ≤0.002% aldehyde (as HCHO); ≤0.002% aldehyde as formaldehyde; ≤0.002% formaldehyde; ≤0.002% free acid (as CH3COOH); ≤0.002% non-volatile matter; ≤0.003% free acid (as CH3COOH); ≤0.005% isopropanol (GC); ≤0.01% ethanol (GC); ≤0.05% 2-propanol; ≤0.05% 2-propanol (GC); ≤0.05% isopropanol; ≤0.05% methanol; ≤0.05% methanol (GC); ≤0.1% water (Karl Fischer); ≤0.2% water (Karl Fischer); ≤0.3% water (Karl Fischer); ≤0.4% water; ≤0.5% water; ≤1 ng/mL organic residue (GC/FID, as hexadecane); ≤1% water; ≤1.0 ppb Fluorescence (quinine) at 365 nm; ≤5 ng/L suitability for residue analysis; acidity or alkalinity, complies; MnO4 reducers, passes test; reducing matter, complies; related subst., complies (GC); residual solvents, complies; water-insoluble matter, complies
• 痕量阳离子: Al: ≤0.5 mg/kg; Al: ≤0.5 ppm; B: ≤0.02 ppm; Ba: ≤0.1 mg/kg; Ba: ≤0.1 ppm; Bi: ≤0.1 mg/kg; Bi: ≤0.1 ppm; Ca: ≤0.5 mg/kg; Ca: ≤0.5 ppm; Cd: ≤0.05 mg/kg; Cd: ≤0.05 ppm; Co: ≤0.01 ppm; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cr: ≤0.02 ppm; Cu: ≤0.02 mg/kg; Cu: ≤0.02 ppm; Fe: ≤0.1 mg/kg; Fe: ≤0.1 ppm; K: ≤0.5 mg/kg; K: ≤0.5 ppm; Li: ≤0.1 mg/kg; Li: ≤0.1 ppm; Mg: ≤0.1 mg/kg; Mg: ≤0.1 ppm; Mn: ≤0.01 ppm; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Mo: ≤0.1 ppm; Na: ≤0.5 mg/kg; Na: ≤0.5 ppm; Ni: ≤0.02 mg/kg; Ni: ≤0.02 ppm; Pb: ≤0.02 ppm; Pb: ≤0.1 mg/kg; Sn: ≤0.1 ppm; Sr: ≤0.1 mg/kg; Sr: ≤0.1 ppm; Zn: ≤0.05 ppm; Zn: ≤0.1 mg/kg
• 其他组分: 20.0 % (v/v) acetonitrile
• 有效期: (limited shelf life, expiry date on the label)
• 提纯方法: glass distillation
• 品质说明: meets analytical specification of Ph. Eur., BP, NF
• λ: 1 cm path, H2O reference; H2O reference
• Halogenated residue (GC/ECD): <10 ng/L (as heptachlor epoxide); <2 ng/L (as lindane)
• 特征: standard type calibration
• 药典: testing & handling conforms to Pharmacopeia
• 线性分子式: CH3COCH3

详细说明

MP Biomedicals - 02193834

HPLC Grade Reagent
Purity: 99.9+%

MP Biomedicals - 02193832

ACS Reagent Grade
Purity: >99.5%

Sigma Aldrich - W332607

包装
1 kg in glass bottle
8 kg in steel drum
1 sample in glass bottle
20 kg in comp drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 40268

Other Notes
仅供欧洲地区
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
PURANAL 商标 Honeywell Specialty Chemicals Seelze GmbH

Sigma Aldrich - 00570

Other Notes
可能实行销售限制
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 40308

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
PURANAL 商标 Honeywell Specialty Chemicals Seelze GmbH

Sigma Aldrich - 00585

Other Notes
可能实行销售限制
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 154598

包装
1, 6×1, 2, 4×2, 4×4 L in glass bottle
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 414689

Application
用于环境分析
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
包装
4×4 L in glass bottle
玻璃瓶装

Sigma Aldrich - 179973

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
包装
1, 6×1, 4, 4×4 L in glass bottle
20 L in steel drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 34480

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 90872

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 32201

包装
本品也提供玻璃瓶包装。
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 40289

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
PURANAL 商标 Honeywell Specialty Chemicals Seelze GmbH

Sigma Aldrich - W332615

包装
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
4 kg in steel drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 00566

General description
可以成本价获得专用手册 (85475)
Other Notes
可能实行销售限制
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 00580

Other Notes
可能实行销售限制
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 00560

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 323969

Application
用于农残分析
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
包装
4×4 L in glass bottle

Sigma Aldrich - 31062

Analysis Note
可将货号和批号通过传真发送到 +49-05137-8238-120 索取符合 EN 10204 的详细检验证书 B。
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 179124

Other Notes
Pure-Pac® II 容器需要 Micromatic MacroValve 连接器 (Z560723) 来分配溶剂。
包装
1, 6×1, 2, 4×2, 2.5, 4×2.5, 4, 4×4 L in glass bottle
20 L in steel drum
4×4 L in poly bottle
50 L in Pure-Pac™ 2
View returnable container options.
200 L in steel drum
500, 6×500 mL in glass bottle
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
Pure-Pac 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 534064

包装
20 L in steel drum
500 mL in poly bottle
4, 4×4 L in poly bottle
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0460

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0530

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 24201

包装
2.5, 4×2.5 L-GL in glass bottle
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 323772

包装
2 L in glass bottle
500 mL in glass bottle
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 01-0490

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0492

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 673781

包装
1, 6×1, 4, 4×4 L in aluminum bottle
200 L in steel drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0494

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 439126

包装
18 L in VerSA-Flow™
2×10 L in Nowpak™
20 L in Nowpak™
4, 4×4 L in PVC coated
50L 密封复合材料桶包装；2×10L、20L NOWPAK HDPE 瓶包装；4L、4×4L 带聚合物涂层瓶包装；18L VerSA-Flow® 容器包装
50 L in comp drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
CHROMASOLV 注册商标 Sigma-Aldrich Laborchemikalien GmbH
Pure-Pac 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 01-0470

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0475

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 443638

Other Notes
含 MnO4- 还原剂
包装
1 L in safety can
200 L in steel drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 650501

Application
适用于 HPLC、分光光度法、环境检测
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
包装
1, 6×1, 4, 4×4 L in glass bottle
法律信息
CHROMASOLV 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 320110

包装
1 L in glass bottle
4, 4×4 L in PVC coated
View returnable container options.
200 L in Pure-Pac™ 1
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 34850

包装
1, 6×1, 2.5, 4×2.5, 72×2.5 L in glass bottle
View returnable container options.
45 L in ss drum
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
CHROMASOLV 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 01-0520

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 01-0493

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 65469

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 40204

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
PURANAL 商标 Honeywell Specialty Chemicals Seelze GmbH

Sigma Aldrich - 686530

包装
20 L in Nowpak™
4×4 L in glass bottle

Sigma Aldrich - 01-0480

Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

Sigma Aldrich - 270725

Other Notes
Pure-Pac® II 容器需要 Micromatic MacroValve 连接器 (Z560723) 来分配溶剂。
包装
1, 6×1, 2, 4×2, 4, 4×4 L in glass bottle
20, 50 L in Pure-Pac™ 2
View returnable container options.
100 mL in glass bottle
56, 200 L in Pure-Pac™ 1
Application
Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.
法律信息
CHROMASOLV 注册商标 Sigma-Aldrich Laborchemikalien GmbH
Pure-Pac 注册商标 Sigma-Aldrich Co. LLC

参考文献

• Precursor of dimethyldioxirane, by reaction with K monopersulfate, and isolation in solution by low temperature distillation. For details, see: Chem. Ber., 124, 2377 (1991). It is an excellent reagent for rapid, stereospecific epoxidation of alkenes under mild conditions: J. Org. Chem., 50, 2847 (1985); Org. Synth. Coll., 9, 288 (1998). For improved work-up procedure allowing the possibility of more concentrated solutions or the isolation of acetone-free material, see: Tetrahedron Lett., 37, 3585 (1996). For biphasic, environmentally-friendly system (EtOAc-H₂ O), see: Org. Process Res. Dev., 6, 407 (2002). Selective oxidation of phosphorus ylides occurs under mild conditions, providing a route to vicinal tricarbonyl derivatives: J. Org. Chem., 60, 8231 (1995). For conversion of ɑ-bromo-?-dicarbonyls to vicinal tricarbonyls, see: Tetrahedron Lett., 36, 7735 (1995). For formation of singlet oxygen by deoxygenation of heteroaromatic N-oxides, e.g. 4-diethylaminopyridine N-oxide, see: J. Chem. Soc., Chem.Commun., 1831 (1995). For reviews of dioxiranes, see: Acc. Chem. Res., 22, 205 (1989); Chem. Rev., 89, 1187 (1989).