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2,5-Norbornadiene

2,5-Norbornadiene Structure
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
MOL File:
121-46-0.mol
MSDS File:
SDS
Modify Date:
2024/6/26 14:43:48

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
Odor Very diffusive, gassy-piney, camphoraceous-woody odor
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)
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) 
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(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B33803 Bicyclo[2.2.1]hepta-2,5-diene 98% 121-46-0 5ML ₹1726.2 2022-06-14 Buy
Sigma-Aldrich(India) B33803 Bicyclo[2.2.1]hepta-2,5-diene 98% 121-46-0 100ML ₹4541.55 2022-06-14 Buy
Sigma-Aldrich(India) B33803 Bicyclo[2.2.1]hepta-2,5-diene 98% 121-46-0 500ML ₹15391.95 2022-06-14 Buy
Sigma-Aldrich(India) 8.20918 2,5-Norbornadiene (stabilised) for synthesis 121-46-0 250ML ₹19810.01 2022-06-14 Buy
TCI Chemicals (India) N0346 2,5-Norbornadiene (stabilized with BHT) min. 97.0 % 121-46-0 25ML ₹4000 2022-05-26 Buy
Product number Packaging Price Buy
B33803 5ML ₹1726.2 Buy
B33803 100ML ₹4541.55 Buy
B33803 500ML ₹15391.95 Buy
8.20918 250ML ₹19810.01 Buy
N0346 25ML ₹4000 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 is industrially available as a chemical intermediate. It was not intended for use in perfumes, and it is only occasionally used as such. It serves mainly as a starting material for the manufacture of industrial chemicals, etc.
2,5-Norbornadiene has occasionally been used in Pine needle fragrances to improve the diffusiveness of the fragrance, and to lend initial power and short life to the fragrances which are intended for "short-effect" purposes, e.g. dishwashing detergent fragrances, etc. It is also used as a masking agent when a volatile and powerful material is needed at low cost.

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.]

Global( 167)Suppliers
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JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
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Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21667 55 Inquiry
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