3β-フェニル-2β-オキシランカルボン酸エチル

Ethyl 3-phenylglycidate

HCID 8469CAS 121-39-1

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

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

実験および物理化学的性質

pHACID VALUE: NOT MORE THAN 1.0
OdorSTRONG FRUITY ODOR SUGGESTIVE OF STRAWBERRY
TasteSWEET TASTE CORRESPONDING TO FRUITY ODOR
Density · 3 件

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

1.120-1.128 @ 25/25 °C

1.120-1.125

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)

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.)
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.

安全と法規制

GHS分類

GHS Classification · 5 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.;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 · 4 件

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

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;Epoxides;Polymerizable Compounds
Reactivity AlertsPolymerizable

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.;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 · 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.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

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

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)

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

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

化学と産業

薬理情報

Cellular LocationsCytoplasm;Extracellular

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:;• Personal Care
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.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

関連反応

8 件

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