ChemicalBook > CAS DataBase List > 1,3,5,7-Cyclooctatetraene

1,3,5,7-Cyclooctatetraene

Product Name
1,3,5,7-Cyclooctatetraene
CAS No.
629-20-9
Chemical Name
1,3,5,7-Cyclooctatetraene
Synonyms
COT;ESTF;C-COT;TPL-2;1,3,5,7-c;1,3,5,7-COT;[8]Annulene;Cot active mouse;CYCLOOCTATETRAENE;CycloctateTraene.
CBNumber
CB7164468
Molecular Formula
C8H8
Formula Weight
104.15
MOL File
629-20-9.mol
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1,3,5,7-Cyclooctatetraene Property

Melting point:
-5--3 °C (lit.)
Boiling point:
142-143 °C (lit.)
Density 
0.925 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.537(lit.)
Flash point:
72 °F
storage temp. 
-20°C
solubility 
Chloroform (Soluble), Methanol (Soluble)
form 
Liquid
Specific Gravity
0.943
color 
Turbid yellow to yellow-brown
Water Solubility 
Not miscible or difficult to mix in water.
Sensitive 
Light Sensitive
BRN 
2496800
Dielectric constant
2.46
Stability:
Stability Unstable - commercial product may be stabilized by the addition of a small amount of hydroquinone. May form explosive peroxides in storage. Do not distill to small volume. Readily forms explosive mixtures with air. Flammable. Incompatible with air, strong oxidizing agents.
LogP
3.080
CAS DataBase Reference
629-20-9(CAS DataBase Reference)
EPA Substance Registry System
1,3,5,7-Cyclooctatetraene (629-20-9)
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Safety

Hazard Codes 
Xn,Xi,T
Risk Statements 
10-36/37/38-65-61
Safety Statements 
26-62-45-53
RIDADR 
UN 2358 3/PG 2
WGK Germany 
3
RTECS 
GY0175600
8-10
TSCA 
Y
HazardClass 
3
PackingGroup 
II
HS Code 
29021900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P331Do NOT induce vomiting.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SAB4500410
Product name
Anti-COT antibody produced in rabbit
Purity
affinity isolated antibody
Packaging
100μG
Price
$506
Updated
2024/03/01
Sigma-Aldrich
Product number
138924
Product name
Cyclooctatetraene
Purity
98%
Packaging
1g
Price
$61.5
Updated
2024/03/01
Sigma-Aldrich
Product number
138924
Product name
Cyclooctatetraene
Purity
98%
Packaging
5g
Price
$198
Updated
2024/03/01
TCI Chemical
Product number
C0505
Product name
1,3,5,7-Cyclooctatetraene (stabilized with HQ)
Purity
>98.0%(GC)
Packaging
1mL
Price
$64
Updated
2024/03/01
TCI Chemical
Product number
C0505
Product name
1,3,5,7-Cyclooctatetraene (stabilized with HQ)
Purity
>98.0%(GC)
Packaging
5mL
Price
$188
Updated
2024/03/01
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1,3,5,7-Cyclooctatetraene Chemical Properties,Usage,Production

Chemical Properties

1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C8H8. It is also known as [8]annulene. This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature. Because of its stoichiometric relationship to benzene, COT has been the subject of much research and some controversy.

Physical properties

Cyclooctatetraene (COT) is a poster child for nonaromatic molecules. An isomer of tub-shaped COT, with one of the ring double bonds changed from the usual cis form to a trans one, lies some 23 kcal/mol higher in energy.
Cyclooctatetraene is an 8p electron system and has a triplet ground state if the p electrons are delocalized. It is antiaromatic hence highly unstable and reactive. It adopts a non-planar boat conformation to attain stability with alternating single and double bonds and hence behaves like a polyolefin.
Cyclooctatetraene is a nonaromatic 4n π-conjugated system with a non-planar tub-shaped geometry and potential energy surfaces at the ground state.

Uses

Used in the synthesis of highly organic film for silicon surfaces to improve its chemical and physical properties. 1 Used in liquid state organic dye lasers. 2 Used as triplet state quencher to reduce dye blinking. 3

Uses

1,3,5,7-Cyclooctatetraene is used in the synthesis of highly organic film for silicon surfaces to improve its chemical and physical properties. It is also used in liquid state organic dye lasers, as triplet state quencher to reduce dye blinking.

Uses

COT may be functionalized by two side groups which can be used as active anode materials for rechargeable batteries. High capacity and voltage organic cathodes may be developed by using COT that can be fused with carbon molecules.

Definition

ChEBI: An antiaromatic annulene that is cyclooctane having four double bonds at positions 1, 3, 5 and 7.

Synthesis Reference(s)

Tetrahedron Letters, 21, p. 4791, 1980 DOI: 10.1016/0040-4039(80)80141-9

General Description

A colorless liquid. May irritate skin and eyes. Less dense than water and insoluble in water. Flash point 70°F. Vapors heavier than air. Used to make rubber.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

1,3,5,7-CYCLOOCTATETRAENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Purification Methods

Purify the triene by shaking 3mL with 20mL of 10% aqueous AgNO3 for 15minutes, then filtering off the AgNO3 complex which precipitates. The precipitate is dissolved in water and added to cold concentrated ammonia to regenerate the cyclooctatetraene which is fractionally distilled under vacuum onto molecular sieves and stored at 0o. It is passed through a dry alumina column before use [Broadley et al. J Chem Soc, Dalton Trans 373 1986]. [Beilstein 5 I 228, 5 IV 1331.]

1,3,5,7-Cyclooctatetraene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3,5,7-Cyclooctatetraene manufacturers

Henan Fengda Chemical Co., Ltd
Product
1,3,5,7-Cyclooctatetraene 629-20-9
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-26

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