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이소프로필에테르

Diisopropyl Ether

HCID 7914
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
108-20-3
표준 SMILES
CC(C)OC(C)C
InChIKey
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N
분자식
C6H14O
평균 분자량
102.17 g/mol
단동위원소 질량
102.10446507

개요

Diisopropyl ether appears as a clear colorless liquid with an ethereal odor. Flash point -18 °F. Less dense than water. Vapors heavier than air.

이름 및 식별자

우선 이름
Diisopropyl Ether
IUPAC
2-propan-2-yloxypropane
현지명
이소프로필에테르
영어명
Diisopropyl ether
분자식
C6H14O
분자량
102.17

이름 및 동의어

Diisopropyl etherISOPROPYL ETHER108-20-32-IsopropoxypropanePropane, 2,2'-oxybis-Diisopropyl oxideEther, isopropylBis(isopropyl) etherIzopropylowy eterEther isopropylique2,2'-OxybispropaneDTXSID4021890
이름 더 보기
이소프로필에테르디이소프로필산화물디이소프로필에테르2,2-옥시비스프로판2-이소프로폭시프로판디이소프로필옥시드비스(이소프로필)에테르프로판,2,2$$@@-옥시비스-이소프로필에테르아이소프로필 에테르DIPEDiisopropyl etheIsoprpyl etherDiisoproyl etherISOPROPYL ETHER, 1000MG, NEAT
DO7Y998826DTXCID4018902-Isopropoxy propaneRefChem:134066203-560-6diisopropylether2,2'-oxydipropane2-propan-2-yloxypropane

데이터베이스 식별자

CAS
108-20-3
PubChem CID
7914
DTXSID
DTXSID4021890
ChEMBL
CHEMBL3185565
UNII
DO7Y998826
EC Number
203-560-6
Nikkaji
J5.069E

물성

구조 계산 물성보충 중

XLogP
1.5
극성 표면적
9.2 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
7
형식 전하
0
복잡도
33.4

실험 및 물리화학적 성질

Chemical Classes · 2건

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

SolventsSolvents -> Ethers (<C12)
SpringerMaterials PropertiesSchoenflies notation
LogP · 2건

log Kow= 1.52

1.94

Odor · 4건

Sweet, slightly sharp, pungent like camphor and ethyl ether

The odor is more irritating and less pleasant than that of ethyl ether.

Sharp, sweet, ether-like odor.

Ether-like odor

Density · 6건

0.724 at 68 °F (USCG, 1999) - Less dense than water; will float

0.7258 @ 20 °C/4 °C

Bulk density: 6.05 lb/gal @ 15.5 °C; similar to ethyl ether in properties but does tend to form peroxides more readily than ethyl ether

Relative density (water = 1): 0.7

0.73

0.719 @25 °C

Viscosity0.273 centipoise at 20 °F
Color/Form · 3건

Colorless volatile liquid

Colorless liquid.

Colorless liquid

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.4% (1 of 265) of reports.

Danger

H225 (99.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]

유해성 정보

Regulatory Information · 5건

Chemical: Propane, 2,2'-oxybis-

Propane, 2,2'-oxybis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 2,2'-oxybis- 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: 13-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/15860

Propane, 2,2'-oxybis-: HSNO Approval: HSR001131 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3건

Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. Containers may explode when heated. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2건

FLAMMABLE LIQUID.

ONLY ELECTRICAL EQUIPMENT OF EXPLOSION-PROOF TYPE (GROUP C CLASSIFICATION) IS PERMITTED TO BE OPERATED IN ETHER AREAS. ETHER SHOULD NOT BE STORED NEAR POWERFUL OXIDIZERS OR IN AREAS OF HIGH FIRE HAZARD. /ETHERS/

화학 및 산업

약리 정보

Absorption, Distribution and Excretion... ISOPROPYL ETHER IS RAPIDLY ABSORBED BY BLOOD FROM LUNGS OR GI TRACT. ... IT IS PROBABLE THAT MAJOR PORTION OF DOSE IS ELIMINATED THROUGH LUNGS AFTER CESSATION OF EXPOSURE ... .

용도 및 제조

Uses · 6건

Used as a solvent for resins, waxes, oils, dyes, and surface coatings; [ACGIH]

Painting (Solvents) [Category: Paint]

Solvent for animal, vegetable, mineral oils, waxes and resins; extraction of acetic acid from aq solutions; solvent for dyes in presence of small amt of alcohol; spotting compositions; paint & varnish; rubber cements.

Isopropyl ether is used as a solvent in the Israel Mining Industries acid cleaning process for extraction of cationic impurities. /anionic impurities to a much lesser extent/

Isopropyl ether is used as a solvent to separate polonium from lead and bismuth.

Extraction agent (phosphoric acid, phenol purification); solvent (paints, stain removers)

Impurities · 3건

COMMERCIAL VARIETY MAY CONTAIN APPROX 3% OF ISOPROPYL ALC, LESS THAN 0.01% OF SULFUR & LESS THAN 0.04% OF PEROXIDE.

The dehydration of isopropyl alcohol with sulfuric acid produces propylene as an impurity in the production of isopropyl ether. The amounts of propylene by-product will vary with type of catalyst and reaction conditions.

Isopropyl ether autooxidizes to form peroxides and hydroperoxides at 20 °C with UV radiation or in the presence of a photosensitizer, eg, benzophenone

U.S. Imports(1984) 2.49X10+8 g
U.S. Production · 2건

2023: 40,000,000 - <55,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 G

Consumer UsesFuel agents
Industry UsesFuel agents

관련 반응

2,836건
반응 기록 만들기
HRID 1024 반응식
HRID 1024반응물로uspto-grants-1998_03
HRID 1081 반응식
HRID 1081반응물로uspto-grants-1998_03
HRID 2923 반응식
HRID 2923용매로uspto-grants-1998_03
HRID 4594 반응식
HRID 4594반응물로uspto-grants-1988_02
HRID 4595 반응식
HRID 4595반응물로uspto-grants-1988_02
HRID 5089 반응식
HRID 5089용매로uspto-grants-1993_09
HRID 5514 반응식
HRID 5514용매로uspto-grants-1993_09
HRID 5520 반응식
HRID 5520반응물로uspto-grants-1993_09
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Solubility · 6건

0.2 % (NIOSH, 2024)

Sol of commercial grade in water, 1.71% @ 19 °C; miscible with most organic solvents.

Sol in acetone; miscible in ethyl alcohol, ethyl ether

MISCIBLE WITH MOST ORG SOLVENTS

Water solubility = 8,800 mg/l @ 20 °C

Soluble in oxygenated solvents

Flash Point · 6건

-18 °F (USCG, 1999)

-28 °C

-18 °F (-28 °C) (closed cup)

-28 °C

-18 °F

-18 °F

Boiling Point · 6건

156 °F at 760 mmHg (USCG, 1999)

68.5 °C

69 °C

154 °F

68.5 °C @760 [mm Hg]

154 °F

DecompositionWhen heated to decomposition it emits acrid smoke and fumes.

물리화학적 성질

녹는점
-85.5 °C · -85.5 °C
끓는 점
68 · 68-69 °C(lit.)
밀도
0.725 g/mL · 0.725 g/mL at 25 °C(lit.)
증기 밀도
3.5 · 3.5 (vs air)
증기압
120 mm · 120 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.367(lit.)
인화점
29 °F · −29 °F
저장 조건
30 °C · Store below +30°C.
용해도
3.11 g/L · 3.11g/L
물리적 상태
액체
색상
25 · APHA: ≤25
냄새
달콤하고 약간 날카로운; 특유의 매운맛; 미묘한; 앰퍼와 에틸에테르처럼요.
수소이온지수(pH)
7 · 7 (20°C)
폭발한계
1 · 1-21%, 100°F
수용성
9 g/L · 9g/L(20℃)
비열
2.12 J/ · Cp(liquid): 2.12 J/(g·K), at 25℃
Merck
14 · 14,5212
BRN
1731256 · 1731256
Henry's Law Constant
2.57 at · 2.57 at 25 °C (headspace-GC, Arp and Schmidt, 2004)
Dielectric constant
3.9 · 3.9(25℃)
안정성
Extremely flammable. This material is a serious fire and explosion risk. Vapour may travel considerable distances to an ignition source, which need not be an open flame, but may be a hot plate, steam pipe, etc. Vapour may be ignited by the static electricty which can build up when isopropyl ether is being poured from one vessel
InChI
1S/C6H14O/c1-5(2)7-6(3)4/h5-6H,1-4H3
InChIKey
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N
SMILES
CC(C)OC(C)C
LogP
2.4 at · 2.4 at 20℃
표면장력
17.74 mN/m · 17.74mN/m at 293.15K
NIST
Diisopropyl ether(108-20-3)
EPA
Isopropyl ether (108-20-3)
화학적 성질 · 1건

Diisopropyl ether(Isopropyl ether) is highly flammable, with a wide flammable range of 1.4%–21% in air. Boiling point is 156°F (68°C), flash point is 18°F (27°C), and ignition temperature is 830°F (443°C). Vapor density is 3.5, which is heavier than air. In addition to flammability, isopropyl ether is toxic by inhalation and a strong irritant, with a TLV of 250 ppm in air. Diisopropyl ether is an excellent solvent for natural oils, mineral oils, and waxes. It is used as an extracting agent and reaction medium in chemical and pharmaceutical syntheses.

Health Hazards · 2건

Inhalation causes anesthesia, nausea, headache, dizziness, and irritation of the eyes and nose. Contact of liquid with eyes causes only minor injury; repeated contact with skin will remove natural oils and may cause dermatitis. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards SummaryThe odor is more irritating and less pleasant than that of ethyl ether. [ACGIH] A skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC]
DOT ID and Guide · 2건

1159 127

1159 127

Reactive GroupEthers
EC ClassificationSymbol: F; R: 11-19-66-67; S: (2)-9-16-29-33; Note: C
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable
OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 500 ppm (2100 mg/cu m).

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Use water spray, AFFF, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Rest. Refer for medical attention .

Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3건

Excerpt from NIOSH Pocket Guide for Isopropyl ether:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Cool. Keep in the dark. Keep in a well-ventilated room. Store only if stabilized.
Firefighting HazardsVAPORS ARE HEAVIER THAN AIR & MAY TRAVEL TO A SOURCE OF IGNITION & FLASH BACK. LIQUID FLOATS ON WATER & MAY TRAVEL TO A SOURCE OF IGNITION & SPREAD FIRE. ETHER TENDS TO FORM UNSTABLE, EXPLOSIVE PEROXIDES ON STANDING.
Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).

200.0 [ppm]

Fire Fighting ProceduresAlcohol foam, CO2, foam, dry chemical.
Storage ConditionsStore in cool, dry, well-ventilated location. Separate from acids & oxidizing materials.
Cleanup Methods · 1건

1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in a safe place (such as fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected and atomized in a suitable combustion chamber.

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Disposal Methods · 5건

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.

Isopropylether may be disposed of by atomizing in a suitable combustion chamber.

Isopropyl ether is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.

The following wastewater treatment technologies have been investigated for isopropyl ether: Concentration process: Biological treatment.

For more Disposal Methods (Complete) data for ISOPROPYL ETHER (8 total), please visit the HSDB record page.

독성 정보

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity ValuesLC50 Pimephales promelas (fathead minnow) 91.7 mg/l 96 hr flow-through bioassay, wt 0.12 g, water hardness 45.5 mg/l CaCO3, temp: 25 + or - 1 °C, pH 7.5, dissolved oxygen greater than 60% of saturation
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is expected to have high mobility in soil(SRC). Volatilization of isopropyl ether from moist soil surfaces is expected to be important(3,SRC) given an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). The potential for volatilization of isopropyl ether from dry soil surfaces may exist(SRC) based on a vapor pressure of 149 mm Hg(5). Isopropyl ether is not expected to hydrolyze in soil due to lack of hydrolyzable functional groups(3). Aqueous screening test data from studies using activated sludge or sewage inocula(6,7) suggest that isopropyl ether may be resistant to biodegradation in environmental media(SRC). Many ethers are known to be resistant to biodegradation(8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Isopropyl ether is expected to volatilize rapidly from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). Estimated volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(3,SRC). Isopropyl ether is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Isopropyl ether will not significantly photooxidize via reaction with photochemically produced hydroxyl radicals in the water(6). According to a classification scheme(7), an estimated BCF of 8(3,SRC), from isopropyl ether's log Kow(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Isopropyl ether may be resistant to biodegradation in environmental media based upon screening test data from studies using activated sludge or sewage inocula(8,9,SRC). Many ethers are known to be resistant to biodegradation(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropyl ether, which has a vapor pressure of 149 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isopropyl 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 21 hours(3,SRC). The half-life for the reaction of isopropyl ether with nitrate radicals is estimated as 9 seconds(4,SRC). Direct photolysis will not be an important removal process since aliphatic ethers do not absorb light at wavelengths >290 nm(5).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2건

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5건

Cough. Drowsiness. Sore throat.

Dry skin. Redness.

Redness.

Further see Inhalation.

irritation eyes, skin, nose; resp discomfort; dermatitis; In Animals: drowsiness, dizziness, unconsciousness, narcosis

Effluent Concentrations · 1건

Isopropyl ether has been detected in 10 out of 63 samples of industrial effluents collected from a wide variety of industries across the USA (dates not reported)(1). Six of the positive samples contained <10 ug/L isopropyl ether, 3 samples contained 10-100 ug/L and 1 sample contained >100 ug/L(1). Samples of landfill gas from an unspecified landfill which had for more than 15 months accepted municipal and industrial solid wastes and unspecified liquid wastes contained 220 mg/cu m isopropyl ether(2).

Medical Surveillance · 1건

Employees should be screened for history of certain medical conditions /chronic respiratory disease or skin disease/ which might place the employee at increased risk from isopropylether exposure. In persons with impaired pulmonary function, especially those with obstructive airway diseases, the breathing of isopropylether might cause exacerbation of symptoms due to its irritant properties. Isopropylether is a defatting agent and can cause dermatitis on prolonged exposure. Persons with existing skin disorders may be more susceptible to the effects of this agent. Any employee developing the above-listed conditions should be referred for further medical examination. /Chronic respiratory disease or skin disease/

Soil Adsorption/Mobility · 1건

The Koc of isopropyl ether is estimated as approximately 160(SRC), using a log Kow of 1.52(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that isopropyl ether is expected to have high mobility in soil(SRC).

Atmospheric ConcentrationsIsopropyl ether was identified, but not quantified, at 4 of 7 sites in the Kanawha Valley, WV, sampled in Sept 1977(1).
Human Toxicity Excerpts · 5건

Toxic symptoms similar to ethyl ether.

MILDLY IRRITATING TO SKIN, MUCOUS MEMBRANES. INHALATION OF HIGH CONCENTRATIONS CAUSES /CNS DEPRESSION/, UNCONSCIOUSNESS. DEATH MAY OCCUR DUE TO RESP PARALYSIS. /ETHYL ETHER/

Isopropyl ether has an anesthetic action very much like ethyl ether, but is somewhat more toxic.

Human exposure to 500 ppm over a 15 min period caused no irritation, but irritation of the eyes and nose was noted at 800 ppm for 5 min with some respiratory discomfort. Industrial exposure has caused but few cases of death or serious injury. Repeated skin contact would be expected to cause dermatitis.

... a group of subjects exposed for 15 minutes at 500 ppm did not consider the exposure to be irritating. At a concentration of 300 ppm, however, about one-third of the subjects objected to the unpleasant odor, while at 800 ppm for five minutes most subjects reported irritation of the eyes and nose.

Artificial Pollution SourcesIsopropyl ether's production and use as an extraction agent and as a solvent in paints/stain removers(1) may result in its release to the environment through various waste streams(SRC).

규제 정보

State Drinking Water Guidelines(NH) NEW HAMPSHIRE 120 ug/L

안전 데이터

OEB
A
OEL
TWA: 500 ppm (2100 mg/m3)
wgk
1
IDLA
1,400 ppm [10% LEL]
tsca
TSCA listed
rtecs
TZ5425000
ridadr
UN 1159
독성
LD50 in 14 day old, young adult, adult rats (ml/kg): 6.4, 16.5, 16.0 orally (Kimura)
HS 번호
2909 19 90
risk_code
11-19-66-67-52/53
hazard_code
F
safety_code
9-16-29-33-61
포장분류
II
위험 등급
3
기존화학 물질
KE-27717
F 고인화성물질
10
자연 발화 온도
827 °F
Hazard Classifications
Flam. Liq. 2STOT SE 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
108-20-3(Hazardous Substances Data)
Methods of Manufacturing · 2건

PREPARED ... AS BY-PRODUCT OF PRODN OF ISOPROPYL ALC FROM CRACKED GASOLINE.

Obtained in large quantities as a by-product from the manufacture of isopropyl alcohol from propylene by the sulfuric acid process.

Formulations/Preparations · 3건

Grade: technical.

Purity: 94+%. May contain 0.01% hydroquinone or other inhibitor to prevent peroxide formation

USUALLY CONTAINS P-BENZYLAMINOPHENOL AS STABILIZER.

Use ClassificationFood Additives -> EXTRACTION_SOLVENT -> JECFA Functional Classes
General Manufacturing Information · 2건

Pharmaceutical and Medicine Manufacturing

Propane, 2,2'-oxybis-: ACTIVE

응용 분야 · 3건

개요Diisopropyl ether [108-20-3], also known as 2-isopropoxyisopropane or isopropyl ether, is a clear, colorless, mobile, highly flammable liquid with a characteristic ethereal odor. Its solubility in water is low, but it is soluble in organic solvents and readily forms explosive peroxides. It has a higher boiling point, a lower vapor pressure, and a lower water solubility than diethyl ether, which means that diisopropyl ether can be recovered without significant loss after use as a solvent or as an extractant.

용도Isopropyl ether is used as a solvent for oils,waxes, resins, and dyes; and as a varnishremover.

일반 설명Diisopropyl ether appears as a clear colorless liquid with an ethereal odor. Flash point -18°F. Less dense than water. Vapors heavier than air.

제조 방법

Diisopropyl ether can be prepared by liquid-phase dehydration of 2-propanol at 130 – 190°C and 1.96– 7.85 MPa over acidic catalysts containing aluminum.

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황화 수소디이소프로필 황산염이소프로필알코올

하류 제품

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one비타민 E 아세테이트2,3-Dimethyl-pyridin-4-ylamineN-ethyl perfluorooctylsulfonylaminoacetateZopicloneAcemetacinPhenyl(piperidin-4-yl)methanoneN-Cyanoimido-S,S-dimethyl-dithiocarbonateEthyl 3-bromo-2-(bromomethyl)propionate1-아세틸-4-벤조일피페리딘N-아크릴옥시석신이미드4-Amino-3-nitroquinolineNizofenone2,6-디이소프로필페놀4-Hydroxy-6-aminopyrimidine에틸5-니트로인돌-2-카르복실레이트4-Hydrazino-6-hydroxypyrimidineEflornithine2-(피페라진-1-일)-아세트산N-(2-페닐에틸)-아미드1-(2-피리딘-2-일-에틸)-피페라진마니디핀사이클렌(4-Amino-3-nitrophenyl)-(2-thienyl)methanoneCHILLIORANGEMifepristone3-Butoxyphenol4-Chloro-3-nitroquinoline이프로다이온3,4-Dichloro-N-methylaniline1-BOC-4-(4-포밀페닐)피페라진1R,3R-chrysanthemic acidCeftazidiMeEthyl 5-amino-1H-indole-2-carboxylateTiclopidine1-Acetyl-4-piperidinecarboxylic acid(4-메톡시-3-니트로페닐)-(티오펜-2-일)메탄온Methyl 8-aminoquinoline-4-carboxylate3-Bromo-2-(bromomethyl)propionic acid6-Chloropyrimidin-4(3H)-one2-피롤리디노에틸클로라이드염산염