ジドデカノイルペルオキシド
アルペロックスC · アルペロクスF · ラウロイルペルオキシド · ジラウロイルペルオキシド · 過酸化ジドデカノイル · ウラロックスQ · 過酸化ジラウロイル · ラウロックスW-40
識別子と物理属性
| CAS No. | 105-74-8 |
|---|---|
| 分子式 | C24H46O4 |
| 平均分子量 | 398.6 g/mol |
| 単同位体質量 | 398.33960995 g/mol |
| SMILES | CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC |
| InChIKey | YIVJZNGAASQVEM-UHFFFAOYSA-N |
| PubChem CID | 7773 |
| ChEBI | CHEBI:82479 |
| EC No. | 203-326-3 |
| DTXSID | DTXSID1059319 |
| 現地名 | ジドデカノイルペルオキシド |
化学・物理的性質
| XLogP | 10.5 |
|---|---|
| 極性表面積 | 52.6 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 23 |
| 重原子数 | 28 |
| 形式電荷 | 0 |
| 複雑度 | 321 |
| 物質分類 | Other Classes -> Peroxides, Organic |
| 臭い | Faint pungent, soapy odorFaint odor白色の粗粉末、わずかににおい、無味 |
| 味 | Tasteless |
| 密度 | 0.91 at 77 °F (USCG, 1999) - Less dense than waterwill float0.91 @ 25 °C (SOLID)0.9 g/cm³0.91 @25 °C0,91 g/cm3 |
| Color/Form | White coarse powderWhite flakes |
| 溶解度 | Insol in waterslightly sol in alcSol in oils and most organic solventsSolubility in water: noneクロロホルム（微量）、DMSO（微量、超音波処理）油、有機溶剤に可溶。アルコールにわずかに溶ける。水に不溶。 |
| 沸点 | BOILING POINT: DECOMPOSES441.76°C (rough estimate) |
| Decomposition | Becomes shock sensitive on heating, and self-accelerating decomposition sets in at 49 °C. |
| 融点 | 129 °F (USCG, 1999)49 °C49-57 °C53-57 °C(lit.) |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| Physical Description | Lauroyl peroxide appears as a white solid with a faint soapy odor. Less dense than water and insoluble in water. Hence floats on water. Melting point 49 °C. Toxic by ingestion and inhalation. Strong skin irritant. Used as bleaching agent, drying agent for fats, oils and waxes, and as a polymerization catalyst.Dry PowderCBI[ICSC] White granules or crystals[MSDSonline]WHITE POWDER OR SOLID IN VARIOUS FORMS. |
| Stability/Shelf Life | STABLE IF NOT OVERHEATED |
| 蒸気密度 | 13.7 (vs air) |
| 蒸気圧 | 0Pa at 20℃ |
| 屈折率 | 1.4460 (estimate) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 粉 |
| 色 | 白い |
| BRN | 1804936 |
| InChI | 1S/C24H46O4/c1-3-5-7-9-11-13-15-17-19-21-23(25)27-28-24(26)22-20-18-16-14-12-10-8-6-4-2/h3-22H2,1-2H3 |
| InChIKey | YIVJZNGAASQVEM-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC |
| LogP（分配係数） | 10.3 |
| CAS データベース | 105-74-8(CAS DataBase Reference) |
| EPAの化学物質情報 | Peroxide, bis(1-oxododecyl) (105-74-8) |
化学的特性
Dilauroyl peroxide (Lauroyl peroxide) is a tasteless, coarse, white powder. Dilauroyl peroxide is not a deflagration hazard. However, it has been judged an intermediate fire hazard by Noller et al. When all the physical tests available for this peroxide are evaluated collectively, it actually ranks as a low physical hazard .
安全性と法規制
| GHS 分類 | DangerH242: Heating may cause a fire [Danger Self-reactive substances and mixturesOrganic peroxides]P210, P234, P235, P240, P280, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)H242 (99.7%): Heating may cause a fire [Danger Self-reactive substances and mixtures |
|---|---|
| 規制情報 | Chemical: Peroxide, bis(1-oxododecyl)Regulation (EC) No 258/1997Peroxide, bis(1-oxododecyl) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Peroxide, bis(1-oxododecyl) 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: 17-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/2224Peroxide, bis(1-oxododecyl): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 輸送ラベル（DOT） | Organic Peroxide |
| 火災危険 | Behavior in Fire: Can increase the severity of a fire. Becomes sensitive to shock when hot. Containers may explode in a fire. May ignite or explode spontaneously if mixed with flammable materials. (USCG, 1999)Flammable. Risk of fire and explosion on contact with combustible substances or reducing agents. Risk of fire and explosion on warming. |
| 火災の可能性 | FIRE HAZARD: ORGANIC PEROXIDES CONTAIN SUFFICIENT AVAILABLE OXYGEN TO SUPPORT THEIR OWN COMBUSTION EVEN IN A DEFICIENCY OR ABSENCE OF ATMOSPHERIC OXYGEN. /PEROXIDES, ORGANIC/Can increase the severity of a fire. Becomes sensitive to shock when hot. Containers may explode in a fire. May ignite or explode spontaneously if mixed with flammable materials.Fire Precautions (In case of outbreak): Spray water hoses from areas as far as possible and free from possible explosion risk. If fire occurs in the vicinity of this agent, spray abundant water over the containers to protect from overheating. Clean up or salvage operations should not be attempted until the temperature has /dropped sufficiently/.STRONG OXIDIZING MATERIAL |
| 健康有害性 | Contact with liquid irritates eyes and skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999) |
用途
解説
過酸化ジラウロイル．過酸化ラウロイルともいう．エーテル溶媒中で塩化ドデカノイル(CH3(CH2)10COCl)に過酸化ナトリウムを反応させると得られる．無色の結晶．分解点53～55 ℃．加熱によって爆発する．ほとんどの有機溶剤に可溶．溶媒中で分解して，C11H23COO･，C11H23･など寿命の長い遊離基を生じる．ビニルあるいはジエン単量体の遊離基重合開始剤として，乳化重合によるポリスチレン，ポリ(塩化ビニル)，ポリ(メタクリル酸メチル)，ポリエチレンなどの製造，不飽和ポリエステル樹脂の硬化触媒，油脂漂白剤などに用いられる．
用途
重合開始剤、架橋剤
使用
Dilauroyl peroxide is produced by reaction of lauroyl chloride with sodium peroxide. Its major use is as an initiator for vinyl chloride. It is used as a polymerization agent in the plastics industry and as a curing agent for rubber. It has also been used as a burnout agent for acetate yarns. The pharmaceutical industry uses it in topical creams in combination with antibiotics for acne treatment .
一般的な説明
Dilauroyl peroxide appears as a white solid with a faint soapy odor. Less dense than water and insoluble in water. Hence floats on water. Melting point 49 °C. Toxic by ingestion and inhalation. Strong skin irritant. Used as bleaching agent, drying agent for fats, oils and waxes, and as a polymerization catalyst.
製法・合成法
製造方法
Dilauroyl peroxide is the symmetrical peroxide of lauric acid. It is produced by treating lauroyl chloride with hydrogen peroxide in the presence of base:2C11H23COCl + H2O2+ 2NaOH → (C11H23CO2)2 + 2HCl
純化方法
Crystallise it from n-hexane or *benzene and store it below 0o. Potentially EXPLOSIVE. [cf Beilstein 2 IV 1102.]