ジドデカノイルペルオキシド

Lauroyl peroxide

HCID 7773CAS 105-74-8

基本情報

標準SMILES
CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC
InChIKey
YIVJZNGAASQVEM-UHFFFAOYSA-N
分子式
C24H46O4
平均分子量
398.6 g/mol
単同位体質量
398.33960995

概要

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.

名称と識別子

優先名称
Lauroyl peroxide
IUPAC
dodecanoyl dodecaneperoxoate
現地名
ジドデカノイルペルオキシド
英語名
Lauroyl peroxide
分子式
C24H46O4
分子量
398.62

名称と別名

Lauroyl peroxide105-74-8DILAUROYL PEROXIDEAlperox CPeroxide, bis(1-oxododecyl)LaurydolDodecanoyl peroxideLauroxPeroxyde de lauroyleLYP 97Laurox QPeroxide, didodecanoyl
名称をさらに表示
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アルペロックスF過酸化ラウロイルジドデカノイルペルオキシドラウロイルパ-オキサイド酸化ラウロイルラウロイル=ペルオキシドLUPEROX® LP, 過酸化ラウロイルラウロイル=ペルオキシド, 97%ラウロックスQラウロイルパーオキサイドジラウロイルパーオキサイドドデカン酸ドデカンペルオキシ酸無水物LPOlauroylLAURYL PEROXIDEDodecanoic peroxyanhydridedodecanoyldilaurylperoxide
LYP 97FPeroxide, bis(1-oxododecyl)-Luperox LP83TLB4N1D5PEROYL LNSC-670DTXSID1059319RefChem:152523

データベース識別子

CAS
105-74-8
PubChem CID
7773
DTXSID
DTXSID1059319
ChEBI
CHEBI:82479
UNII
83TLB4N1D5
EC Number
203-326-3
Nikkaji
J2.853C

物性

構造計算による物性

XLogP
10.5
極性表面積
52.6 Ų
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

実験および物理化学的性質

Chemical ClassesOther Classes -> Peroxides, Organic
Odor · 2 件

Faint pungent, soapy odor

Faint odor

TasteTasteless
Density · 4 件

0.91 at 77 °F (USCG, 1999) - Less dense than water; will float

0.91 @ 25 °C (SOLID)

0.9 g/cm³

0.91 @25 °C

Color/Form · 2 件

White coarse powder

White flakes

Solubility · 3 件

Insol in water; slightly sol in alc

Sol in oils and most organic solvents

Solubility in water: none

物理化学的性質

融点
53 · 53-57 °C(lit.)
沸点
441.76 °C · 441.76°C (rough estimate)
比重(密度)
0 · 0,91 g/cm3
蒸気密度
13.7 · 13.7 (vs air)
蒸気圧
0 Pa · 0Pa at 20℃
屈折率
1.446 · 1.4460 (estimate)
化学的性質 · 1 件

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 .

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]

P210, P234, P235, P240, P280, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

Danger

H242 (99.7%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]

P210, P234, P235, P240, P280, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 5 件

Chemical: Peroxide, bis(1-oxododecyl)

Regulation (EC) No 258/1997

Peroxide, 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/2224

Peroxide, 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.

DOT LabelOrganic Peroxide
Fire Hazards · 2 件

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.

Fire Potential · 4 件

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

Health HazardsContact with liquid irritates eyes and skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999)
Hazards SummaryA skin, eye, and respiratory tract irritant; [ICSC] An irritant; [MSDSonline]

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents: Water, dry chemical, foam, or carbon dioxide (USCG, 1999)

Use water in large amounts, water spray. In case of fire: keep drums, etc., cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

First AidEYES: wash with plenty of water for 15 min. and get medical attention.
Safe StorageFireproof. Separated from combustible substances and reducing agents. Cool.
Fire Fighting Procedures · 3 件

WATER, DRY CHEMICAL, FOAM, OR CARBON DIOXIDE.

Combat fires from behind barrier. Flood discharge area with water. Cool exposed containers with water.

In case of fire, water should be applied by the sprinkler system or by hose from a safe distance, preferably with a fog nozzle. Foam may be necessary instead if the peroxide is diluted in a low density flammable solvent. Portable extinguishers should not be used except for very small fires. Peroxides threatened by fire should be wetted from a safe distance for cooling. /Peroxides, Organic and Inorganic/

Storage Conditions · 4 件

Store in a cool, well-ventilated storage of noncombustible construction, distant from residences. Separate from other stocks, especially vulcanizing agents, easily oxidizable organic materials, and combustible material; avoid fire and sparks. Provide large-quantity storage room with cool sprinkler system. Protect containers against physical damage. Do not open containers in storage room. Do not place in glass-stopper or screw-capped containers because of possible explosion caused by frictional handling.

STORAGE REQUIREMENTS: KEEP AS COOL AS POSSIBLE, BUT BELOW 27 °C. DO NOT ADD HOT MATERIAL.

STORAGE REQUIREMENTS: BECAUSE OF THEIR INSTABILITY, MANY PEROXIDES ARE STORED AND HANDLED IN INERT VEHICLE SUCH AS DIMETHYL PHTHALATE. /PEROXIDES, ORG/

STORAGE REQUIREMENTS: IN COMMERCIAL HANDLING, SHOCK-SENSITIVE PEROXIDES ARE DILUTED WITH SOME INACTIVE VEHICLE (EG DIMETHYL PHTHALATE). /PEROXIDES, ORGANIC/

毒性情報

Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Signs and Symptoms · 3 件

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Human Toxicity Excerpts · 2 件

PROLONGED INHALATION OF THE VAPORS /OF ORGANIC PEROXIDES/ RESULTS IN HEADACHE AND THROAT IRRITATION AND SPLASHES IN THE EYE CAN BE DAMAGING. PROLONGED SKIN CONTACT...MAY CAUSE IRRITATION AND BLISTERING. /ORGANIC PEROXIDES/

The main toxic effect of most peroxides is irritation of skin, mucous membranes and eyes. Prolonged or intense skin contact or splashes in the eyes may cause severe injury. ... /Peroxides, Organic and Inorganic/

Carcinogen Classification · 5 件

Lauroyl peroxide

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 36: (1985) Allyl Compounds, Aldehydes, Epoxides and Peroxides

1999

1998

Non-Human Toxicity Excerpts · 5 件

ANIMAL TOXICITY STUDIES HAVE INDICATED...THAT EFFECTS OF ORGANIC PEROXIDES MAY BE CUMULATIVE. /PEROXIDES, ORG/

...HAS BEEN SHOWN TO BE NONINJURIOUS WHEN APPLIED TO RABBIT EYES IN POWDER FORM.

MALE RATS GIVEN LAUROYL PEROXIDE IN EQUIV TO 0.02 OR 0.004 LD50 & LD33 WITH FOOD FOR 4 MO. DECR HEMOGLOBIN & ERYTHROCYTES, INCR RETICULOCYTES IN PERIPHERAL BLOOD, INCR METHEMOGLOBIN FORMATION, DECR BLOOD SULFHYDRYL GROUP & BLOOD PEROXIDASE.

After a single topical application of either 10, 20, or 40 mg of lauroyl peroxide...on the dorsal mouse skin, the epidermal thickness increased markedly. No major inflammatory or vascular alterations were noted. ... Lauroyl peroxide-induced hyperplasia was characterized by a sustained production of dark basal keratinocytes, which constituted approximately 10% of the basal cell population during the first week after single topical application. Although /lauroyl peroxide/ was inactive either as an initiator or as a complete carcinogen, it was...effective... when used as a skin tumor promoter in a 2-stage carcinogenesis protocol.

For more Non-Human Toxicity Excerpts (Complete) data for DILAUROYL PEROXIDE (8 total), please visit the HSDB record page.

Populations at Special RiskIndividuals with eye, skin, and chronic respiratory diseases /may be/ at an increased risk. /Hydrogen peroxide/

法規制情報

FDA RequirementsDilauroyl peroxide is an indirect food additive for use only as a component of adhesives.

安全データ

wgk
1
tsca
TSCA listed
rtecs
OF2625000
ridadr
UN 3106 5.2
hs_code
29159000
risk_code
7

化学と産業

用途と製造

Uses · 6 件

Used as a bleaching agent, drying agent (fats, oils, and waxes), polymerization catalyst, curing agent (rubber and resins), burn-out agent for acetate yarns; and topical drug for acne; [HSDB]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

Bleaching agent, intermediate, and drying agent for fats, oils and waxes; polymerization catalyst.

...an initiator for vinyl chloride...a polymerization agent in the plastics industry and as a curing agent for rubber...burn-out agent for acetate yarns...pharmaceutical industry uses it in topical creams in combination with antibiotics for acne treatment.

USED AS BLEACH FOR FLOUR, VEGETABLE OILS, FATS AND WAXES; AS POLYMERIZATION AGENT IN PLASTICS INDUSTRY

AS CURING AGENT FOR RUBBER; AS BURN-OUT AGENT FOR ACETATE YARNS; IN COSMETICS & PHARMACEUTICALS INDUSTRY

U.S. Production · 3 件

2023: <75,000 lb

(1977) AT LEAST 4.54X10+7 G

(1982) 1.20X10+8 G

Industry UsesCBI
Methods of Manufacturing · 3 件

PREPN: FORMATION OF THE PEROXIDES IS BY DIRECT ATMOSPHERIC OXIDATION, BY PHOTOSENSITIZED OXYGEN OXIDATION, OR BY ACID-CATALYZED HYDROGEN PEROXIDE ON THE APPROPRIATE C STRUCTURE. /ORG PEROXIDES/

REACTION OF LAUROYL CHLORIDE WITH SODIUM PEROXIDE

Reaction of lauroyl chloride with hydrogen peroxide

Formulations/Preparations · 5 件

97-98%: dry or wetted with water.

Grades: technical (about 95%).

Laurox

LAUROX Q

For more Formulations/Preparations (Complete) data for DILAUROYL PEROXIDE (7 total), please visit the HSDB record page.

General Manufacturing Information · 3 件

CBI

Peroxide, bis(1-oxododecyl): ACTIVE

Use: Composite material for dental fillings

応用分野 · 4 件

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.

調製方法

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.]

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関連反応

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