基本情報
- CAS
6197-30-4- 標準SMILES
CCCCC(CC)COC(=O)C(C#N)=C(c1ccccc1)c1ccccc1- InChIKey
FMJSMJQBSVNSBF-UHFFFAOYSA-N- 分子式
- C24H27NO2
- 平均分子量
- 361.5 g/mol
- 単同位体質量
- 361.2041791
概要
2-ethylhexyl-2-cyano-3,3-diphenylacrylate is a yellow viscous liquid. Insoluble in water. (NTP, 1992)
名称と識別子
- 優先名称
- Octocrylene
- IUPAC
- 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
- 現地名
- オクトクリレン
- 英語名
- Octocrylene
- 分子式
- C24H27NO2
- 分子量
- 361.48
名称と別名
名称をさらに表示
データベース識別子
- CAS
6197-30-4- PubChem CID
- 22571
- DTXSID
DTXSID9025299- ChEMBL
CHEMBL1201147- ChEBI
CHEBI:135526- UNII
- 5A68WGF6WM
- EC Number
- 228-250-8
- Nikkaji
- J8.358E
物性
構造計算による物性
- XLogP
- 7.1
- 極性表面積
- 50.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 10
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 510
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
Physical Description
2-ethylhexyl-2-cyano-3,3-diphenylacrylate is a yellow viscous liquid. Insoluble in water. (NTP, 1992)
Liquid
物理化学的性質
- 融点
- -10 °C · -10 °C (lit.)
- 沸点
- 218 °C/1.5 · 218 °C/1.5 mmHg (lit.)
- 比重(密度)
- 1.051 g/mL · 1.051 g/mL at 25 °C (lit.)
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 20 · n20/D 1.567(lit.)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 15 · 15-25°C
- 溶解性
- クロロホルム(微量)、メタノール(微量)
- 外見
- Oil
- 色
- 無色~淡黄色
- 臭い (Odor)
- Mild characteristic odor
- Merck
- 14 · 14,6756
- 化粧品成分の機能
- 光安定剤紫外線吸収剤UVフィルター
- InChI
- 1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3
- InChIKey
- FMJSMJQBSVNSBF-UHFFFAOYSA-N
- SMILES
- CCCCC(CC)COC(=O)\C(C#N)=C(/c1ccccc1)c2ccccc2
- LogP
- 6.1 at · 6.1 at 23℃
- CAS データベース
- 6197 · 6197-30-4(CAS DataBase Reference)
- EPAの化学物質情報
- 2 · 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate (6197-30-4)
- Absorption
- 303 nm · uv max: 303 nm
化学的性質
化学的特性Clear yellow viscous liquid with mild characteristic odor, Miscible in methanol, n-butanol, ethyl acetate, mineral oil, hexane, toluene. Immiscible in water. Octocrylene is an effective oil soluble liquid UV‐B filter. It has excellent dissolving properties for crystalline UV filters.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 2.5% (16 of 645) of reports.
Warning
H410 (42.6%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 645 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: 2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester
2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester 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: 09-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14858
Octocrylene: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
2-ETHYLHEXYL-2-CYANO-3,3-DIPHENYLACRYLATE is an acrylate ester derivative. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
安全と保護具
Fire Fighting
This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with toluene followed by washing with a strong soap and water solution. Do no reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- UD3328750
- 毒性
- LD50 orl-rat: >5 g/kg NTIS** OTS0556792
- hs_code
- 29269095
- risk_code
- 52
- 化審法
- (4)-262
- 消防法
- 危-4-4-III
- safety_code
- 29/56
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1
- ストレージクラス
- 10 - Combustible liquids
- 危険度評価(NFPA 704基準/消防庁データ)
- 人的[青]=0
化学と産業
薬理情報
Mechanism of Action
Octocrylene is an effective oil soluble liquid UV‐B filter. It has excellent dissolving properties for crystalline UV filters. Due to its outstanding photostability it is used as photostabilizer. Conjugated acrylate portion absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths in the range of 280-320 nm which protects the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, which functions as an emollient due to it's hydrophobicity.
用途と製造
Use Classification
Fragrance Ingredients
Cosmetics -> Uv absorber; Uv filter
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester: ACTIVE
応用分野
説明Octocrylene (OCT) is a viscous, clear, colorlesss oi introduced in commercial sunscreens and anti-ageing creams about 15 years ago. It is the 2-ethylhexyl ester of 2-cyano-3,3-diphenylacrylic acid, with the extended conjugation of the acid portion that absorbs UVB and short-wave UVA (ultraviolet) rays, with wavelengths from 280 to 320 nm, which promote tanning but also contribute to the onset of sunburn and skin cancer. It is used in various body care products, in concentrations up to 10%, to provide an adequate sun-protection factor or to protect the body care formulations themselves from UV radiation[1].
使用Octocrylene is an ingredient used in sunscreens for its ability to absorb UV rays, protecting the skin from sun damage. It is chemically related to cinnamates. It can be used to boost SPF and improve water resistance in a given formulation. Octocrylene is photostable and can improve the photostability of other sunscreens. It is expensive and can present difficulties in formulation.
一般的な説明Yellow viscous liquid. Insoluble in water.
上流・下流製品情報
上流原料
下流製品
サプライヤー100 社
補足説明
定義本品は、次の化学式で表されるジフェニル化合物である。
定義ChEBI: Octocrylene is a diarylmethane. It is an ester formed by the condensation of a diphenylcyanoacrylate with 2-ethylhexanol, used in sunscreens and cosmetics.
関連反応
化合物ノート
読み込み中…