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2,5-Norbornadiene

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CAS:121-46-0
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CAS:121-46-0
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CAS:121-46-0
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2,5-Norbornadiene manufacturers

  • 2,5-Norbornadiene
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  • 2025-04-23
  • CAS:121-46-0
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 10 mt
  • 2,5-Norbornadiene
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  • 2025-03-21
  • CAS:121-46-0
  • Min. Order: 1KG
  • Purity: 99%
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  • 2,5-Norbornadiene
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  • 2023-12-26
  • CAS:121-46-0
  • Min. Order: 1KG
  • Purity: 99%
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2,5-Norbornadiene Basic information
Product Name:2,5-Norbornadiene
Synonyms: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
CAS:121-46-0
MF:C7H8
MW:92.14
EINECS:204-472-0
Product Categories:Norbornene Derivatives;Pharmaceutical intermediate;Self Assembly &;Organic Building Blocks;Micro/NanoElectronics;Materials Science;Lithography Monomers;Cyclic;Contact Printing;Chemical Synthesis;Building Blocks;Alkenes;Alicyclic/Etch-Resistant Monomers;Photochromic Compounds;Functional Materials;Azobenzene, etc. (Photochromic Compounds)
Mol File:121-46-0.mol
2,5-Norbornadiene Structure
2,5-Norbornadiene Chemical 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.)
Fp 12 °F
storage temp. Store below +30°C.
solubility Chloroform (Sparingly)
form A liquid
color Colorless to Almost colorless
OdorVery diffusive, gassy-piney, camphoraceous-woody odor
explosive limit1.6-6.3%(V)
Water Solubility Immiscible with water.
λmax195nm(EtOH)(lit.)
BRN 506224
Stability:Volatile
InChIKeySJYNFBVQFBRSIB-UHFFFAOYSA-N
LogP2.67 at 25℃ and pH7
Surface tension64.3-64.4mN/m at 900μg/L and 20.3℃
CAS DataBase Reference121-46-0(CAS DataBase Reference)
NIST Chemistry Reference2,5-Norbornadiene(121-46-0)
EPA Substance Registry System2,5-Norbornadiene (121-46-0)
Safety Information
Hazard Codes F
Risk Statements 11
Safety Statements 16-23
RIDADR UN 2251 3/PG 2
WGK Germany 2
RTECS RB6535000
13
Autoignition Temperature350 °C
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29021990
ToxicityLD50 orl-rat: 890 mg/kg SHELL*
MSDS Information
ProviderLanguage
2,5-Norbornadiene English
SigmaAldrich English
ALFA English
2,5-Norbornadiene Usage And Synthesis
Chemical Properties2,5-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.
Uses2,5-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.
Uses2,5-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.
Preparation2,5-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 Description2,5-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 ReactionsHighly flammable. Insoluble in water.
Reactivity Profile2,5-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 HazardInhalation 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 ProfilePoison 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 MethodsPurify the diene by distillation from activated alumina [Landis & Halpern J Am Chem Soc 109 1746 1987]. [Beilstein 5 IV 879.]
Tag:2,5-Norbornadiene(121-46-0) Related Product Information
Androstenedione 5-ETHYLIDENE-2-NORBORNENE Diallyl phthalate 1,3-Cyclopentadiene TRANS-1,3-PENTADIENE DL-ALPHA-AMINOPIMELIC ACID Norbornene Dicyclopentadiene 7-TERT-BUTOXY-2,5-NORBORNADIENE HEPTACHLOR BIS(NORBORNADIENE)RHODIUM (I) TETRAFLUOROBORATE 7-CHLORONORBORNADIENE cis-5-Norbornadiene-endo-2,3-dicarboxylic anhydride TRIS(NORBORNADIENE)(ACETYLACETONATO)IRIDIUM(III),Tris-(norbornadiene)acetylacetonateiridium(III),Tris(norbornadiene)(acetylacetonato)iridium(III),98%(99.9%-Ir) (S,S)-1,2-BIS[(TERT-BUTYL)METHYLPHOSPHINO]ETHANE[ETA-(2,5-NORBORNADIENE)]RHODIUM(I) TETRAFLUOROBORATE DICHLORO(NORBORNADIENE)PLATINUM (II) (BICYCLO[2.2.1]HEPTA-2,5-DIENE)CHLORORHODIUM(I) DIMER EXO-NORBORNEOL

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