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2,5-Norbornadiene

CAS No.
121-46-0
Chemical Name:
2,5-Norbornadiene
Synonyms
Norbornadiene;BICYCLO[2.2.1]HEPTA-2,5-DIENE;Norborna-2,5-diene;Bicyclo[2.2.1]heptadiene;BICYCLO[2.2.1]-2,5-HEPTADIENE;Norbornadine;2,5-NORBORNADINE;Bicycloheptadiene;2,5-NORBORNADIENE;Dicycloheptadiene
CBNumber:
CB7406300
Molecular Formula:
C7H8
Molecular Weight:
92.14
MDL Number:
MFCD00082301
MOL File:
121-46-0.mol
MSDS File:
SDS
Last updated:2023-12-26 11:30:52

2,5-Norbornadiene Properties

Melting point -20--19°C
Boiling point 89 °C(lit.)
Density 0.906 g/mL at 25 °C(lit.)
vapor pressure 69 hPa (20 °C)
refractive index n20/D 1.470(lit.)
Flash point 12 °F
storage temp. Store below +30°C.
solubility Chloroform (Sparingly)
form A liquid
color Colorless to Almost colorless
explosive limit 1.6-6.3%(V)
Water Solubility Immiscible with water.
λmax 195nm(EtOH)(lit.)
BRN 506224
Stability Volatile
InChIKey SJYNFBVQFBRSIB-UHFFFAOYSA-N
LogP 2.67 at 25℃ and pH7
Surface tension 64.3-64.4mN/m at 900μg/L and 20.3℃
CAS DataBase Reference 121-46-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII W9ZTQ75ZUS
NIST Chemistry Reference 2,5-Norbornadiene(121-46-0)
EPA Substance Registry System 2,5-Norbornadiene (121-46-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  F
Risk Statements  11
Safety Statements  16-23
RIDADR  UN 2251 3/PG 2
WGK Germany  2
RTECS  RB6535000
13
Autoignition Temperature 350 °C
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29021990
Toxicity LD50 orl-rat: 890 mg/kg SHELL*
NFPA 704
3
1 1

2,5-Norbornadiene price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B33803 Bicyclo[2.2.1]hepta-2,5-diene 98% 121-46-0 5ml $40.3 2024-03-01 Buy
Sigma-Aldrich B33803 Bicyclo[2.2.1]hepta-2,5-diene 98% 121-46-0 100ml $232 2024-03-01 Buy
Sigma-Aldrich 8.20918 2,5-Norbornadiene (stabilised) for synthesis 121-46-0 250ML $212 2024-03-01 Buy
TCI Chemical N0346 2,5-Norbornadiene (stabilized with BHT) >97.0%(GC) 121-46-0 25mL $55 2024-03-01 Buy
TCI Chemical N0346 2,5-Norbornadiene (stabilized with BHT) >97.0%(GC) 121-46-0 100mL $158 2024-03-01 Buy
Product number Packaging Price Buy
B33803 5ml $40.3 Buy
B33803 100ml $232 Buy
8.20918 250ML $212 Buy
N0346 25mL $55 Buy
N0346 100mL $158 Buy

2,5-Norbornadiene Chemical Properties,Uses,Production

Chemical Properties

2,5-Norbornadiene, also known as dicycloheptadiene, is a clear colorless to slightly yellow liquid that is soluble in petroleum ether and insoluble in water. Commercially available goods usually contain 500 ppm of 2,6-di-tert-butyl-p-methylphenol (BHT) as a stabilizer. Analyzing the structural characteristics of NBD, it can be found that it has good reaction properties and can synthesize a variety of organic compounds through addition or substitution reactions at the double bond.

Uses

2,5-Norbornadiene is used as an intermediate in prostaglandin synthesis and shows anti-ethylene effect on plants. It acts as a starting material for the synthesis of diamantane and as an acetylene transfer agent for instance, in reaction with 3,6-di-2-pyridyl-1,2,4,5-tetrazine. It is also a useful dienophile in Diels-Alder reactions.

Uses

2,5-Norbornadiene has an anti-ethylene effect on plants and inhibits polyphenol oxidase, peroxidase and phenylalanine ammonia lyase activities.

Preparation

2,5-Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. Norbornadiene can be formed by a Diels-Alder reaction between cyclopentadiene and acetylene.

General Description

2,5-norbornadiene, stabilized appears as a colorless liquid. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. When heated will polymerize and at decomposition emits acrid smoke and irritating fumes.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

2,5-NORBORNADIENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Violent explosions at low temperatures in ammonia synthesis gas units have been traced to the addition products of dienes and nitrogen dioxide [Bretherick, 5th Ed., 1995].

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.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by inhalation. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Purify the diene by distillation from activated alumina [Landis & Halpern J Am Chem Soc 109 1746 1987]. [Beilstein 5 IV 879.]

278-06-8
121-46-0
Synthesis of 2,5-Norbornadiene from QUADRICYCLANE
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View Lastest Price from 2,5-Norbornadiene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,5-Norbornadiene pictures 2023-12-26 2,5-Norbornadiene
121-46-0
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2,5-Norbornadiene pictures 2023-09-06 2,5-Norbornadiene
121-46-0
US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
2,5-Norbornadiene pictures 2023-08-02 2,5-Norbornadiene
121-46-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Bicyclo[2.2.1]hepta-2,5-diene, 97%, stabilized with 0.05 - 0.25% BHT, 97% (1s,4s)-Bbicyclo[2.2.1]hepta-2,5-diene Bicyclo[2.2.1]hepta-2,5-diene 98% 2,5-Norbornadiene  Bicyclo[2.2.1]hepta-2,5-diene, stabilized with 0.05 - 0.25% BHT Bicycol(2.2.1)hepta-2.5-diene (2.5-norbornadiene) Bicyclo[2.2.1]hepta-2,5-diene, stabilized Bicycloheptadiene 2,5-Nornornadiene, stabilized, 97+% BICYCLOHEPTA-2,5-DIENE 2,5-NORBORNADIENE , STABILIZED WITH 250 PPM BHT BICYCLO(2.2.1)HEPTA-2,5-DIENE (2,5-NORBORNADIENE) 2,5-Norbornadiene, 97%, stab with 250 ppm BHT 2,5-Norbornadiene (stabilized with BHT) Bicyclo[2.2.1]hepta-2,5-diene ,97% Bicyclo[2.2.1]hepta- Bicyclo2.2.1ühepta-2,5-diene, 99% 5 - Norbornene -2,3 acid 2,5-Nornornadiene,97+%,stabilized 2,5-Norbornadiene (stabilised) for synthesis 3,6-Methano-1,4-cyclohexadiene 8,9,10-trinorborna-2,5-diene bicyclo(2.2.1)heptadiene bicyclo[2.2.1]hepta-2,5-diene,(Norbornadiene) 2,5-DICYCLOHEPTADIENE 2,5-NORBORNADIENE 2,5-NORBORNADINE Dicycloheptadiene Norbornadine 2,5-Norbornadiene(stabilizedwithBHT)> 2,5-NORBORNADIENE (STABILISED) FOR SYNTH 2,5-Norbornadiene ISO 9001:2015 REACH Norborna-2,5-diene Bicyclo[2.2.1]heptadiene Norbornadiene BICYCLO[2.2.1]HEPTA-2,5-DIENE BICYCLO[2.2.1]-2,5-HEPTADIENE 121-46-0 Azobenzene, etc. (Photochromic Compounds) Photochromic Compounds Cyclic Organic Building Blocks Building Blocks Alkenes Norbornene Derivatives Pharmaceutical intermediate Azobenzene, etc. (Photochromic Compounds) Functional Materials Photochromic Compounds Alicyclic/Etch-Resistant Monomers Alkenes Building Blocks Chemical Synthesis Contact Printing Cyclic Lithography Monomers Materials Science Micro/NanoElectronics