홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /화합물

디벤질에테르

Dibenzyl ether

HCID 7657
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
103-50-4
표준 SMILES
c1ccc(COCc2ccccc2)cc1
InChIKey
MHDVGSVTJDSBDK-UHFFFAOYSA-N
분자식
C14H14O
평균 분자량
198.26 g/mol
단동위원소 질량
198.10446507

개요

Dibenzyl ether is a colorless liquid with a mild odor.

이름 및 식별자

우선 이름
Dibenzyl ether
IUPAC
phenylmethoxymethylbenzene
현지명
디벤질에테르
영어명
Benzyl ether
분자식
C14H14O
분자량
198.26

이름 및 동의어

DIBENZYL ETHERBenzyl ether103-50-4Benzyl oxideDibenzyletherPlastikator BABA (plasticizer)Ether, dibenzylPlasticator BAFEMA Number 2371FEMA No. 23711,1-(Oxybis(methylene))bisbenzene
이름 더 보기
다이벤질에터디벤질에테르다이벤질 에터1,1-(옥시비스(메틸렌))비스벤젠다이벤질 에테르다이벤질 옥사이드벤질 에테르벤질 옥사이드벤질에테르(Oxybis(Methylene))dibenzeneFEMA 2371benzyloxideibenzyletherDibenzylatherDibenzyl etheplasticatorba
Benzene, 1,1'-(oxybis(methylene))bis-DTXSID5025819Benzene, 1,1'-[oxybis(methylene)]bis-Benzene, 1,1'-oxybis(methylene-2O6CNO27RJDTXCID005819NSC-5931CHEBI:87411

데이터베이스 식별자

CAS
103-50-4
PubChem CID
7657
DTXSID
DTXSID5025819
ChEMBL
CHEMBL152299
ChEBI
CHEBI:87411
UNII
2O6CNO27RJ
EC Number
203-118-2
Nikkaji
J1.181I

물성

구조 계산 물성

XLogP
3.3
극성 표면적
9.2 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
4
무거운 원자 수
15
형식 전하
0
복잡도
137

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Ethers, Other
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (Dibenzyl ether) -> IFRA transparency List
LogP · 3건

Log Kow = 3.31

3.31

3.31

Odor · 2건

FAINT, ALMOND ODOR

VERY SLIGHT ODOR OF BENZALDEHYDE

TasteMUSHROOM TASTE
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3건

1.0428 at 68 °F (USCG, 1999) - Denser than water; will sink

0.99735 AT 25 °C/4 °C

1.040-1.045

Flavoring AgentsEU Flavoring substances
ViscosityLiquid viscosity = 8.719X10-3 Pa.s @ melting point
Color/Form · 2건

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.1% (3 of 2222) of reports.

Warning

H317 (65.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2222 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 5건

Chemical: Benzene, 1,1'-[oxybis(methylene)]bis-

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

Benzene, 1,1'-[oxybis(methylene)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,1'-[oxybis(methylene)]bis- 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)

REACH registered substance: Dibenzyl ether (EC: 203-118-2)

Benzene, 1,1'-[oxybis(methylene)]bis-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsInhalation may cause nausea because of disagreeable odor. Contact of liquid with eyes causes mild irritation. Prolonged exposure of skin to liquid causes reddening and irritation. Ingestion produces nausea. (USCG, 1999)
Hazards SummaryInhalation of high concentrations can cause CNS depression; [HSDB] Irritating to the skin; [Hawley] Will not decompose if used and stored according to specifications; [MSDSonline]
FDA Requirements · 1건

화학 및 산업

약리 정보

Cellular LocationsMembrane

용도 및 제조

Uses · 6건

Used as a plasticizer for nitrocellulose and synthetic rubber, a perfume solvent, a flavoring agent, and in cements; [HSDB]

PLASTICIZER FOR NITROCELLULOSE; SOLVENT IN PERFUMERY

PLASTICIZER FOR SYNTHETIC RUBBER

IT IS USED PARTICULARLY IN CEMENTS BASED ON POLYVINYL ACETATE EMULSIONS...

SYNTHETIC FLAVORING INGREDIENT

For more Uses (Complete) data for DIBENZYL ETHER (11 total), please visit the HSDB record page.

U.S. Production · 3건

2021: 700 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

IFRA Fragrance Standards · 6건

Dibenzyl ether

Phenylmethoxymethylbenzene; Benzene, 1,1'-[oxybis(methylene)]bis-; Benzyl ether; Benzyl oxide; Dibenzyl oxide; 1,1'-[Oxybis(methylene)]dibenzene

IFRA_STD_027.pdf

49

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Methods of Manufacturing · 2건

...by reduction of benzaldehyde in presence of (Co(CO)4)2.

AS BY-PRODUCT IN PREPN OF BENZYL ALCOHOL BY HYDROLYSIS OF BENZYL CHLORIDE; BY USING CONCN CAUSTIC INSTEAD OF CARBONATE, YIELDS CAN BE IMPROVED TO 50% OR HIGHER.

Formulations/PreparationsGRADE: TECHNICAL
Use Classification · 6건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

관련 반응

115건
반응 기록 만들기
HRID 2405 반응식
HRID 2405생성물로uspto-grants-1998_03
HRID 22157 반응식
HRID 22157생성물로uspto-grants-1995_06
HRID 36092 반응식
HRID 36092생성물로uspto-grants-1995_05
HRID 36093 반응식
HRID 36093생성물로uspto-grants-1995_05
HRID 36094 반응식
HRID 36094생성물로uspto-grants-1995_05
HRID 118617 반응식
HRID 118617반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 162144 반응식
HRID 162144반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 176804 반응식
HRID 176804생성물로반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
1 / 15 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기

COLORLESS LIQUID

VERY PALE YELLOW

Solubility · 6건

less than 1 mg/mL at 70 °F (NTP, 1992)

PRACTICALLY INSOL IN WATER; MISCIBLE WITH ETHANOL, ETHER, CHLOROFORM, ACETONE

Water solubility = 40 mg/L at 35 °C

0.04 mg/mL at 35 °C

Insoluble in water, miscible in oils

soluble (in ethanol)

물리화학적 성질

녹는점
3.6 °C · 3.6 °C (38.5 °F; 276.8 K)
끓는 점
298 °C · 298 °C (568 °F; 571 K)
밀도
1.043 g/cm3 · 1.043 g/cm3 (20 °C)
증기압
1 Pa · <1 Pa (25 °C)
FEMA
2371 · 2371 | DIBENZYL ETHER
굴절률
1.56 · 1.56
인화점
135 °C · 135 °C
저장 조건
2 · 2-8°C
용해도
42 mg/l · 42mg/l 불용성
물리적 상태
liquid
색상
colorless
냄새
100 %에서 · 100.00%에서. 달콤한 과일 체리 흙빛 버섯 장미 플라스틱
냄새 유형
땅의
생물학적 소스
synthetic
수용성
불용성
Merck
14 · 14,1132
JECFA Number
1256 · 1256
BRN
1911156 · 1911156
Henry's Law Constant
1.5 · 1.5×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant
3.86 · 3.8599999999999999
안정성
안정적인. 타기 쉬운. 강산, 강산화제와 호환되지 않습니다.
화장품 원료 기능
향수
InChI
1S/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChIKey
MHDVGSVTJDSBDK-UHFFFAOYSA-N
SMILES
C(OCc1ccccc1)c2ccccc2
LogP
3.31 · 3.31
NIST
1 · Benzene, 1,1'-[oxybis(methylene)]bis-(103-50-4)
EPA
Benzyl ether (103-50-4)

화학적 성질

Dibenzyl ether is a clear, almost colorless liquid. It is miscible with alcohols and ethers, but insoluble in water. Dibenzyl ether is used as special solvent and delustering agent for textiles.

Dibenzyl ether is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

Reactive GroupEthers
Reactivity AlertsPeroxidizable Compound
Reactivity Profile · 1건

DIBENZYL ETHER can act as a base to form salts with strong acids and addition complexes with Lewis acids. May react violently with strong oxidizing agents. Burns readily but relatively inert in other reactions, which typically involve the breaking of the carbon-oxygen bond.

Air and Water ReactionsOxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. Insoluble in water.
NFPA Hazard Classification · 3건

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

0 - Materials that in themselves are normally stable, even under fire conditions.

Peroxide Forming Chemical · 4건

Dibenzyl ether

D: Other compounds that may form peroxides

1 samples had 1 ppm peroxide; age &gt;1 yrs;

Kelly

Hazard Classes and Categories · 5건

Skin Sens. 1B (65.6%)

Skin Irrit. 2 (100%)

Acute toxicity (Oral) - Category 5

Hazardous to the aquatic environment (Acute) - Category 1

Skin sensitization - Category 1B

안전 및 보호

Fire FightingFire Extinguishing Agents Not to Be Used: Water or foam may cause frothing.
First Aid · 1건

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 · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, 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 60-70% ethanol followed by washing with a 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.

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 2건

IT WOULD NOT APPEAR THAT DIBENZYL ETHER HAS CAUSED POISONING IN THE FACTORY BUT ITS VOLATILITY...IS RELATIVELY HIGH, & USUAL PROTECTIVE MEASURES MUST BE TAKEN...PROVISION OF GOOD VENTILATION IS MOST IMPORTANT.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

Personal Protective Equipment (PPE)Goggles or face shield; rubber gloves (USCG, 1999)

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1500(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that dibenzyl ether will have slight mobility in soil(SRC). Volatilization of dibenzyl ether is not expected to occur from moist soils, based on an estimated Henry's Law constant of 8.3X10-8 atm-cu m/mol(4) or from dry soils based on an experimental vapor pressure of 1.03X10-3 mm Hg(5). According to a MITI biodegradation test, biodegradation of dibenzyl ether is not expected to be an important fate process in soil(6). However, another study with seawater and river water indicated biodegradation may be rapid(7).

AQUATIC FATE: An estimated Koc value of 1500(SRC), determined from an experimental log Kow(1) and a recommended regression-derived equation(2), indicates that dibenzyl ether would adsorb to suspended solids and sediment(2,SRC) in the water. Dibenzyl ether will be essentially non-volatile from water surfaces based on an estimated Henry's Law constant of 8.3X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Experimental BCF values of 171-429 and 187-345(5) suggest that bioconcentrate of dibenzyl ether will be high aquatic organisms(SRC) according to a classification scheme(4). According to a MITI biodegradation test, biodegradation of dibenzyl ether is not expected to be an important fate process in water(5). However, another study with seawater and river water indicated biodegradation may be rapid(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dibenzyl ether, which has an experimental vapor pressure of 1.03X10-3 mm Hg at 25 °C(2) will exist as a vapor in the ambient atmosphere. Vapor-phase dibenzyl ether is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 18 hours(3,SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1건

The Koc of dibenzyl ether is estimated as approximately 1500(SRC), using an experimental log Kow of 3.31(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that dibenzyl ether has slight mobility in soil(SRC).

Human Toxicity ExcerptsIRRITANT &.../SRP: CNS DEPRESSANT/ IN HIGH CONCN.
Artificial Pollution Sources · 1건

Dibenzyl ether's production and use as a synthetic flavoring ingredient(1), a plasticizer for synthetic rubber(2), a plasticizer for nitrocellulose(3) and a solvent in perfumery(3) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1건

A two-week biodegradation study using 30 mg/l sludge and a dibenzyl ether concentration of 100 mg/l gave a theoretical BOD of 0%(1). The estimated half-life for dibenzyl ether in Rhine river water (Netherlands) is 0.4 days(2) but this was based upon monitoring data and may include processes other than biodegradation. Biodegradation of dibenzyl ether in river and sea water was 27 and 40%, respectively, after a 3-day cultivation period(3).

Sediment/Soil ConcentrationsSEDIMENT: Dibenzyl ether was identified in the Niagara River watershed (Bloody Run Creek) in sediment at a level of 0.5-2 ppm(1).
Environmental Bioconcentration · 1건

An estimated BCF value of 190 was calculated for dibenzyl ether(SRC), using an experimental log Kow of 3.31(1) and a recommended regression-derived equation(2). An 8-week bioconcentration study using carp and dibenzyl ether concentrations of 0.2 mg/l and 0.02 mg/l gave bioconcentration factors of 171-429 and 187-345, respectively(4). According to a classification scheme(3), these experimental BCF values suggest that bioconcentration in aquatic organisms is high(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for dibenzyl ether is estimated as 8.3X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that dibenzyl ether will be essentially nonvolatile from water surfaces(2,SRC). Dibenzyl ether's vapor pressure, 1.03X10-3 mm Hg(3) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil may not occur(SRC).

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of dibenzyl ether with photochemically produced hydroxyl radicals has been estimated as 2.1X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 18 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Probable Routes of Human ExposureGeneral and occupational exposure to ethers, such as dibenzyl ether(SRC), can occur through dermal contact, inhalation, and ingestion(1).
Environmental Water Concentrations · 2건

DRINKING WATER: Dibenzyl ether was qualitatively identified in Japanese tap water(1).

SURFACE WATER: Dibenzyl ether was identified in the Niagara River watershed at 70 ppm in the 102nd Street Bay area and in Bloody Run Creek water at a level of 0.1-1 ppb(1). Dibenzyl ether was also qualitatively identified in the Niagara River(2). Dibenzyl ether was detected in the River Rhine at three different locations in the Netherlands: Lobith, 0.3 ug/l; Maassluis, 0.01 and 0.1 ug/l; and at Gorinchem, 0.03 ug/l(3).

규제 정보

FDA Requirements · 1건

Dibenzyl ether is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
DQ6125000
ridadr
UN 3082 9/PG 3
독성
LD50 orally in Rabbit: 2500 mg/kg
HS 번호
2909309090
risk_code
36/37/38-51/53
hazard_code
Xi,N
safety_code
23-61
포장분류
III
위험 등급
9
기존화학 물질
KE-27708
F 고인화성물질
9
자연 발화 온도
470 °C
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Skin Sens. 1B
스토리지 클래스
10 - Combustible liquids
유해 물질 데이터
103-50-4(Hazardous Substances Data)

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2건

Benzene, 1,1'-[oxybis(methylene)]bis-: ACTIVE

IT PLASTICIZES VINYL RESINS, PARTICULARLY POLYVINYL ACETATE, GIVING FLEXIBLE FILMS...

Restriction Limits in the Finished Product (%) · 6건

4e-05 [Products applied to the lips]

0.0028 [Products applied to the axillae]

0.0002 [Products applied to the face/body using fingertips]

0.012 [Products related to fine fragrances]

0.0023 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]

0.00024 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]

응용 분야 · 2건

용도Benzyl ether is used as an effective GFP friendly tissue clearing medium for mouse brains. It is also used in a study to develop a detailed protocol for performing 3D imaging of solvent-cleared organs and its application to various microscopy techniques. It is also employed as a plasticizer for nitrocellulose and synthetic rubber, a solvent in perfumery, and a flavoring agent in chewing gums and baked goods. It can also be used as a plasticizer for nitrocellulose and a solvent in spices.

일반 설명Colorless liquid with a mild odor.

제조 방법

(Co(CO)4)2의 존재 하에 벤즈알데하이드의 환원에 의해 제조됨 염화 벤질의 가수분해에 의한 벤질 알코올의 생성물에 의해 제조됨; 탄산염 대신 농축된 부식제를 사용함으로서 제조됨, 산출물은 50 % 또는 더 높은 비율로 개선될 수 있음

As a by-product in the preparation of benzyl alcohol by hydrolysis of benzyl chloride; by using a concentrated caustic instead of carbonate, yields can be improved to 50% or higher.

상·하류 제품 정보

상류 원료

염화벤질벤질 알코올벤질클로로메틸에테르Benzyl 4-Phenylbutanoate벤질에틸에테르1-AdamantanolBenzyl 2-bromoacetate벤질벤조에이트4-Phenylbutyric acidBenzyl propargyl ether1,3-Diphenyl-1,1,3,3-tetramethyldisiloxane벤즈알데하이드

하류 제품

말톨에틸하이드록시피론아디프산디벤질에스테르1-메틸-1,4-사이클로헥사다이엔HexaphenyldisiloxaneSEC-부틸에테르벤조일브로마이드

추가 설명

정의ChEBI: Dibenzyl ether is a benzyl ether in which the oxygen atom is connected to two benzyl groups. It has a role as a metabolite.