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Cyclopentene oxide structure

Cyclopentene oxide

Cyclopentene oxide, with the chemical formula C5H8O and CAS registry number 285-67-6, is a compound known for its applications in organic synthesis. This colorless liquid, also referred to as oxacyclopentene, is characterized by its cyclic structure and oxygen functional group. It is commonly used as a building block in the production of various chemicals, including pharmaceuticals and agrochemicals. Cyclopentene oxide is also used as a reagent in the synthesis of other compounds, offering a versatile platform for the introduction of oxygen into different molecules. It is important to handle this compound with care, as it may be flammable and harmful if ingested or inhaled. Overall, Cyclopentene oxide plays a crucial role in the development of new chemical compounds and has a wide range of applications in the chemical industry.
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1. Names and Identifiers
1.1 Name
Cyclopentene oxide
1.2 Synonyms
(±)-6-Oxabicyclo[3.1.0]hexane; 1,2-cyclopentane oxide; 1,2-epoxy-cyclopentan; 1,2-Epoxycyclopentane; 1,2-Epoxycyclopentane Cyclopentene oxide 6-Oxabicyclo[3.1.0]hexane; 1,2-Epoxycyclopentane Cyclopentene oxide6-Oxabicyclo[3.1.0]hexane; 1,2-Epoxycyclopentane, Cyclopentene oxide; 6-Oxabicyclo[3.1.0]hexane; 6-OXABICYCLOHEXANE; cis-1,2-Epoxycyclopentane; Cyclopentane oxide; Cyclopentane, 1,2-epoxy-; Cyclopentene epoxide; Cyclopentene Oxide; cyclopentene oxide radical cation; Cyclopentene Oxide 6-Oxabicyclo[3.1.0]hexane; Cyclopentene oxide,1,2-Epoxycyclopentane, 6-Oxabicyclo[3.1.0]hexane; Cyclopentene Oxide6-Oxabicyclo[3.1.0]hexane; Cyclopentene, oxide; cyclopenteneepoxide; EINECS 206-005-6; Epoxycyclopentane; meso-cyclopentene oxide; MFCD00005161; NSC 148216; NSC 196230;
1.3 CAS No.
285-67-6
1.4 CID
9244
1.5 EINECS
206-005-6
1.6 Molecular Formula
C5H8O
1.7 Inchi
InChI=1S/C5H8O/c1-2-4-5(3-1)6-4/h4-5H,1-3H2
1.8 InChkey
GJEZBVHHZQAEDB-UHFFFAOYSA-N
1.9 Canonical Smiles
C1CC2C(C1)O2
1.10 Isomers Smiles
C1CC2C(C1)O2
2. Properties
2.1 Appearance
Clear colorless to very faintly yellow Liquid
2.2 Storage
2-8°C
2.3 Chemical Properties
Clear colorless to very faintly yellow liquid Cyclopentene oxide Preparation Products And Raw materials Raw materials
2.4 Color/Form
Clear colorless to very faintly yellow
2.5 Water Solubility
Immiscible with water.
2.6 Spectral Properties
IR: 3:137D (Aldrich Library of Infrared Spectra, Aldrich Chemical Co, Milwaukee, WI)
NMR: 1:147B (Aldrich Library of Mass Spectra, Aldrich Chemical Co, Milwaukee, WI)
MASS: 35 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
2.7 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Description

Cyclopentene oxide, with the chemical formula C5H8O, has the CAS number 285-67-6. It is a cyclic ether compound that appears as a colorless liquid with a sweet odor. The basic structure of cyclopentene oxide consists of a five-membered ring with an oxygen atom attached. This compound is soluble in organic solvents but insoluble in water. Cyclopentene oxide should be handled with caution as it may cause irritation to the skin, eyes, and respiratory system. It is important to avoid direct contact and inhalation of the substance. In case of ingestion, immediate medical attention is required. Proper safety measures should be taken when working with cyclopentene oxide to prevent any potential hazards.

Applicable Fields

Chemical Synthesis: Cyclopentene oxide is commonly used as a reagent in organic synthesis. Its purpose in this field involves its ability to undergo various reactions, such as ring-opening reactions and nucleophilic additions. The mechanism of action in chemical synthesis relies on the reactivity of the epoxide group, which can participate in different chemical transformations.

Polymerization: This compound can also be used as a monomer in polymerization reactions. Its purpose in this field involves its ability to undergo polymerization reactions, leading to the formation of polymers with desirable properties. The mechanism of action in polymerization involves the opening of the epoxide ring and the subsequent bonding of monomer units to form a polymer chain.

Storage

Conditions: Store in a cool and dry place, away from direct sunlight.

3.2 Methods of Manufacturing
PROBABLY BY REACTION OF CYCLOPENTENE WITH A PEROXY ACID, EG, PERACETIC ACID
4. Safety and Handling
4.1 Report

Reported in EPA TSCA Inventory.

4.2 Safety

Safety Information of Cyclopentene oxide (CAS NO.285-67-6):
Hazard Codes:F,Xi
Risk Statements:
11:  Highly Flammable
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

4.3 Specification

 Cyclopentene oxide , its CAS NO. is 285-67-6, the synonyms are Cyclopentane, 1,2-epoxy- ; Cyclopentene epoxide ; Epoxycyclopentane ; cis-1,2-Epoxycyclopentane ; 1,2-Epoxycyclopentane ; 6-Oxabicyclo(3.1.0)hexane .

4.4 Toxicity
1.    

mmo-sat 15 µmol/plate

    MUREAV    Mutation Research. 90 (1981),67.
2.    

mmo-klp 2 mmol/L

    MUREAV    Mutation Research. 89 (1981),269.
3.    

sce-ham:lng 40 mmol/L

    MUREAV    Mutation Research. 249 (1991),55.
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Flammable liquids, Category 2

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H225 Highly flammable liquid and vapour

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P210 Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.

P233 Keep container tightly closed.

P240 Ground and bond container and receiving equipment.

P241 Use explosion-proof [electrical/ventilating/lighting/...] equipment.

P242 Use non-sparking tools.

P243 Take action to prevent static discharges.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P264 Wash ... thoroughly after handling.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

Response

P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower].

P370+P378 In case of fire: Use ... to extinguish.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

Storage

P403+P235 Store in a well-ventilated place. Keep cool.

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

6. NMR Spectrum
Mass spectrum (electron ionization)  
7. Synthesis Route
285-67-6Total: 34 Synthesis Route
 
142-29-0
142-29-0 64 Suppliers
 
285-67-6
285-67-6 121 Suppliers
 
137-43-9
137-43-9 7 Suppliers
 
285-67-6
285-67-6 121 Suppliers
8. Precursor and Product
precursor:
product:
9. Computed Properties
10.Other Information
Usage
Cyclopentene oxide is used to prepare beta-amino alcohols by reacting with aromatic amines using bismuth trichloride as a catalyst.
Storage Conditions
PROBABLY BY REACTION OF CYCLOPENTENE WITH A PEROXY ACID, EG, PERACETIC ACID
Production
(1979) NOT PRODUCED COMMERCIALLY IN U.S.|(1981) NOT PRODUCED COMMERCIALLY IN U.S.
Manufacturing Info
6-Oxabicyclo[3.1.0]hexane: ACTIVE
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12. Related Questions
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13. Realated Product Infomation
 
 
 
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