基本情報
- 標準SMILES
CCOC(=O)C1OC1c1ccccc1- InChIKey
GOMAKLPNAAZVCJ-UHFFFAOYSA-N- 分子式
- C11H12O3
- 平均分子量
- 192.21 g/mol
- 単同位体質量
- 192.07864424
名称と識別子
- 優先名称
- Ethyl 3-phenylglycidate
- IUPAC
- ethyl 3-phenyloxirane-2-carboxylate
- 現地名
- 3β-フェニル-2β-オキシランカルボン酸エチル
- 英語名
- Ethyl 3-phenylglycidate
- 分子式
- C11H12O3
- 分子量
- 192.21
名称と別名
名称をさらに表示
データベース識別子
- CAS
121-39-1、54276-44-7- PubChem CID
- 8469
- DTXSID
DTXSID8025886- ChEMBL
CHEMBL1369819- ChEBI
CHEBI:173922- UNII
- 2VVS520ZWM
- EC Number
- 204-467-3
- Nikkaji
- J122.448D
物性
構造計算による物性
- XLogP
- 1.7
- 極性表面積
- 38.8 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
- 4
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 209
実験および物理化学的性質
Density
1.122 (NTP, 1992) - Denser than water; will sink
1.120-1.128 @ 25/25 °C
1.120-1.125
Solubility
Slightly soluble (1-10 mg/ml) (NTP, 1992)
1:6 IN 70% ALCOHOL; 1:1 IN 80% ALCOHOL
Insoluble in water; Soluble in ether, oils
Soluble (in ethanol)
Flash Point
greater than 200 °F (NTP, 1992)
100 °C
Boiling Point
509 to 518 °F at 760 mmHg (NTP, 1992)
96 °C (0.5 mm Hg)
Refractive Index
INDEX OF REFRACTION: 1.5190-1.5230 (1.516-1.521) AT 20 °C
1.516-1.521
Physical Description
Ethyl-3-phenylglycidate appears as clear pale yellow or yellow liquid. (NTP, 1992)
Colorless to pale yellow liquid with a strong fruity odor like strawberries; [HSDB]
Clear, Colourless to pale yellow liquid; Strong fruity aroma suggestive of strawberry
物理化学的性質
- 融点
- 17 · 17-18 °C
- 沸点
- 96 °C/0.5 · 96 °C/0.5 mmHg (lit.)
- 比重(密度)
- 1.102 g/mL · 1.102 g/mL at 25 °C (lit.)
- 蒸気圧
- 0.12 Pa · 0.12Pa at 24℃
- FEMA
- 2454 · 2454 | ETHYL 3-PHENYLGLYCIDATE
- 屈折率
- 20 · n20/D 1.518(lit.)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- Insoluble in water
- 外見
- 液体
- 色
- 無色透明~黄色
- 臭い (Odor)
- 100 %で。甘いストロベリーベリーフローラルトロピカル · 100.00%で。甘いストロベリーベリーフローラルトロピカル
- においのタイプ
- フルーティーな
- 由来生物
- synthetic
- 水溶解度
- 748.4 mg/L · 748.4mg/L at 24℃
- JECFA Number
- 1576 · 1576
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。
- 主な用途
- フレーバーそして香料
- 化粧品成分の機能
- 香料
- InChI
- 1S/C11H12O3/c1-2-13-11(12)10-9(14-10)8-6-4-3-5-7-8/h3-7,9-10H,2H2,1H3
- InChIKey
- GOMAKLPNAAZVCJ-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C1OC1c2ccccc2
- LogP
- 2.4 at · 2.4 at 20℃
- CAS データベース
- 121 · 121-39-1(CAS DataBase Reference)
- EPAの化学物質情報
- 3 · Ethyl 3-phenylglycidate (121-39-1)
化学的性質
化学的特性Ethyl 3-Phenylglycidate is a colorless liquid with a strawberry-like odor.It is prepared by treating ethyl cinnamatewith peracetic acid or by condensation of benzaldehyde with ethyl chloroacetate (in the aforementioned Darzens reaction, R == H).Theglycidate is used as a long-lasting fragrancematerial for creating harmonic, fruity notes in household and fine fragrances.
安全と法規制
GHS分類
GHS Classification
Warning
H317 (99.6%): 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 1593 reports by companies from 6 notifications to the ECHA C&L Inventory.;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.
危険有害性情報
Regulatory Information
Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22103
Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.
安全と保護具
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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all 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 alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
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)
毒性情報
Human Toxicity Excerpts
TESTED AT 4% IN PETROLATUM, IT PRODUCED NO IRRITATION AFTER A 48-HOUR CLOSED-PATCH TEST IN 25 HUMAN SUBJECTS. A MAXIMIZATION TEST WAS CARRIED OUT ON 25 VOLUNTEERS. THE MATERIAL WAS TESTED AT A CONCENTRATION OF 4% IN PETROLATUM AND PRODUCED NO SENSITIZATION REACTIONS.
法規制情報
Regulatory Information
Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22103
Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- MB4970000
- 毒性
- The acute oral LD50 value in rats was reported as 2.3 ml/kg (2.0-2.6 ml/ kg) (Shelanski, 1973b). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Shelanski, 1973a).
- hs_code
- 29189990
- risk_code
- 36/37/38
- 化審法
- (3)-1729
- 消防法
- 危-4-3-III
- hazard_code
- Xi
- safety_code
- 23-24/25
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 121-39-1(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used as a flavor ingredient and a fragrance in soaps, detergents, creams, lotions, and perfumes; [HSDB]
AS FRAGRANCE IN SOAPS, DETERGENTS, CREAMS, LOTIONS, PERFUME
IN BERRY & CHERRY FOOD FLAVORINGS
FLAVORING AGENT IN GELATINS, PUDDINGS & BAKED GOODS
FLAVORING AGENT IN CANDY, ICE CREAM & BEVERAGES
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1980) 6.01X10+5 GRAMS (PRINCPL CUSTMS DISTS)
(1981) 1.82X10+3 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production
(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS
(1981) PROBABLY GREATER THAN 4.54X10+5 GRAMS
Methods of Manufacturing
BY THE REACTION OF BENZALDEHYDE AND THE ETHYL ESTER OF MONOCHLORACETIC ACID IN THE PRESENCE OF AN ALKALINE CONDENSING AGENT: BEDOUKIAN PZ, PERFUMERY AND FLAVORING SYNTHETICS 2ND EDITION, 297 (1967), ELSEVIER PUBLISHING COMPANY, NEW YORK.
REACTION OF BENZALDEHYDE WITH ETHYL MONOCHLORACETATE IN PRESENCE OF AN ALKALINE CONDENSING AGENT; REACTION OF THE SILVER SALT OF PHENYL GLYCIDIC ACID WITH ETHYL IODIDE
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
2-Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: ACTIVE
ASSAY: 99% MIN (98%).
CONCENTRATION IN FINAL PRODUCT (%): SOAP: USUAL 0.01, MAXIMUM 0.1; DETERGENT: USUAL 0.001, MAXIMUM 0.01; CREAMS, LOTIONS: USUAL 0.01, MAXIMUM 0.05; PERFUME: USUAL 0.15, MAXIMUM 0.4.
REPORTED USES: NON-ALCOHOLIC BEVERAGES 4.6 PPM, ICE CREAMS, ICES, ETC 12 PPM, CANDY 18 PPM, BAKED GOODS 20 PPM, GELATINS AND PUDDINGS 10-70 PPM.
THE COUNCIL OF EUROPE (1970) INCLUDED ETHYL PHENYLGLYCIDATE IN ITS LIST OF TEMPORARILY ADMISSIBLE ARTIFICIAL FLAVORING SUBSTANCES.
FEMA 2454
応用分野
用途香料・香辛料
天然物の起源Apparently has not been reported to occur in nature.
使用Ethyl 3-Phenyloxirane-2-carboxylate is used in preparation method of early-strength viscosity-breaking Polycarboxylate water reducer containing three viscosity-breaking group and used as concrete additive.
一般的な説明Clear pale yellow or yellow liquid.
調製方法
製造方法Usually prepared by the reaction of benzaldehyde and the ethyl ester of monochloracetic acid in the presence of an alkaline condensing agent; by reacting the silver salt of phenyl glycidic acid with ethyl iodide.
上流・下流製品情報
上流原料
サプライヤー50 社
関連反応
関連ノート
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