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3β-フェニル-2β-オキシランカルボン酸エチル

Ethyl 3-phenylglycidate

HCID 8469
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
121-39-1
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

概要

Ethyl-3-phenylglycidate appears as clear pale yellow or yellow liquid. (NTP, 1992)

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

Ethyl 3-phenylglycidate121-39-1Ethyl 3-phenyloxirane-2-carboxylateEthyl phenylglycidateETHYL 2,3-EPOXY-3-PHENYLPROPIONATEOxiranecarboxylic acid, 3-phenyl-, ethyl esterGlycidic acid, 3-phenyl-, ethyl esterFEMA No. 2454DTXSID80258863-Phenylglycidic acid, ethyl esterEthyl 3-phenyl-2,3-epoxypropionateEthyl alpha,beta-epoxyhydrocinnamate
名称をさらに表示
(2R,3R)-3-フェニルオキシラン-2-カルボン酸エチル3β-フェニルオキシラン-2β-カルボン酸エチル3-フェニル-2-オキシランカルボン酸エチル(2R)-3β-フェニルオキシラン-2β-カルボン酸エチル3-フェニルオキシラン-2-カルボン酸エチル3α-フェニルオキシラン-2α-カルボン酸エチル3β-フェニル-2β-オキシランカルボン酸エチル3α-フェニル-2α-オキシランカルボン酸エチル(2S,3S)-3-フェニルオキシラン-2-カルボン酸エチルエチルフェニルグリシデ-ト3-フェニルグリシド酸エチル3-フェニルグリシド酸エチル (cis-, trans-混合物)3-フェニルオキシランカルボン酸エチル (cis-, trans-混合物)3‐フェニルグリシド酸エチル3-フェニルグリシド酸エチル(CIS-, TRANS-混合物)FEMA 2454ethyl3-phenyloxiraneβ-epoxyhydrocinnamatestrawberry glycidate 2ethyl3-phenyloxirane-2-ETHYL PHENYLGLYCIDATE FCCEthyl 3-Phenylglycidate ETHYL A B-EPOXYHYDROCINNAMATE
2VVS520ZWMEthyl alpha,beta-epoxy-alpha-phenylpropionateNSC-8899DTXCID9058862-Oxiranecarboxylic acid, 3-phenyl-, ethyl ester3-EPGethyl-3-phenylglycidateRefChem:138719

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

Chemical ClassesOther Classes -> Other Aromatic Compounds
pHACID VALUE: NOT MORE THAN 1.0
FragrancesFragrance Ingredient (Ethyl 3-phenylglycidate) -> IFRA transparency List
OdorSTRONG FRUITY ODOR SUGGESTIVE OF STRAWBERRY
TasteSWEET TASTE CORRESPONDING TO FRUITY ODOR
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3 件

1.122 (NTP, 1992) - Denser than water; will sink

1.120-1.128 @ 25/25 °C

1.120-1.125

Flavoring AgentsEU Flavoring substances
Color/FormCOLORLESS TO PALE-YELLOW LIQUID
Solubility · 4 件

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 · 2 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 4 件

Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

REACH registered substance: Ethyl 3-phenyloxirane-2-carboxylate (EC: 204-467-3)

Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Hazards SummaryA mutagen; [RTECS] No sensitization reactions in 25 human volunteers; [HSDB] May polymerize in contact with catalysts or heat; [CAMEO] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]
FDA RequirementsFDA 121.1164
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity AlertsPolymerizable
Reactivity Profile · 1 件

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.

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Uses · 5 件

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 · 2 件

(1979) No Data

(1981) No Data

U.S. Imports · 2 件

(1980) 6.01X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1981) 1.82X10+3 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 2 件

(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1981) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Methods of Manufacturing · 2 件

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

Household ProductsInformation on 3 consumer products that contain Ethyl 3-Phenylglycidate in the following categories is provided:
Use Classification · 3 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information

関連反応

8 件
反応記録を作成
HRID 134881 の反応式
HRID 134881反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 1099013 の反応式
HRID 1099013反応物としてuspto-grants-2012_03
HRID 1546825 の反応式
HRID 1546825反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (1/10)
HRID 1572713 の反応式
HRID 1572713反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (1/10)
HRID 1593281 の反応式
HRID 1593281反応物としてuspto-grants-2007_11
HRID 1593294 の反応式
HRID 1593294反応物としてuspto-grants-2007_11
HRID 2267616 の反応式
HRID 2267616反応物としてuspto-grants-2010_12
HRID 2267631 の反応式
HRID 2267631反応物としてuspto-grants-2010_12

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

greater than 200 °F (NTP, 1992)

100 °C

Boiling Point · 2 件

509 to 518 °F at 760 mmHg (NTP, 1992)

96 °C (0.5 mm Hg)

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 · 1 件

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.

Air and Water ReactionsSlightly water soluble.
Hazard Classes and CategoriesSkin Sens. 1B (99.6%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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 · 1 件

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.

Personal Protective Equipment (PPE) · 1 件

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 · 1 件

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.

Non-Human Toxicity ExcerptsETHYL PHENYLGLYCIDATE APPLIED FULL STRENGTH TO INTACT OR ABRADED RABBIT SKIN UNDER OCCLUSION WAS NOT IRRITATING.

法規制情報

FDA RequirementsFDA 121.1164

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)
· 6 件

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 · 4 件

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

アントラキノン-2-スルホン酸ナトリウム一水和物エタノールギ酸エチルプロピオン酸トルエンナトリウムトリエチルアミンベンズアルデヒド酢酸ヨウ化エチルクロロ酢酸エチル