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5-Vinyl-2-norbornene

HCID 18273
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
117110-17-5
Standard SMILES
C=CC1CC2C=CC1C2
InChIKey
INYHZQLKOKTDAI-UHFFFAOYSA-N
Molecular formula
C9H12
Average molar mass
120.19 g/mol
Monoisotopic mass
120.09390038

Names & identifiers

Preferred name
5-Vinyl-2-norbornene
IUPAC
5-ethenylbicyclo[2.2.1]hept-2-ene
English name
Vinylnorbornene
Molecular formula
C9H12
Molecular weight
120.19

Names & synonyms

5-Vinyl-2-norbornene3048-64-42-VinylnorborneneVINYLNORBORNENE5-Vinylnorbornene2-Vinyl-5-norbornene2-Norbornene, 5-vinyl-5-Vinylnorborn-2-ene5-Vinylbicyclo[2.2.1]hept-2-ene2-Vinylbicyclo(2.2.1)hept-5-eneDTXSID60292505-Vinylbicyclo(2.2.1)hept-2-ene
Show more names
O26JW4DH9IDTXCID8092502-Vinylbicyclo[2.2.1]hept-5-eneNSC-61529RefChem:9135865,2-VNB221-259-85-ethenylbicyclo[2.2.1]hept-2-ene

Database identifiers

CAS
117110-17-5、117110-18-6、23890-32-6、25093-48-5、3048-64-4
PubChem CID
18273
DTXSID
DTXSID6029250
ChEMBL
CHEMBL3186510
EC Number
221-259-8
Nikkaji
J1.819H

Properties

Computed structural propertiesFilling in

XLogP
2.7
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
9
Formal charge
0
Complexity
155

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aliphatics, Unsaturated
SpringerMaterials PropertiesBoiling point
DecompositionWhen heated to decomp ... emits acrid smoke and fumes.
Vapor Pressure6.0 [mmHg]
Physical Description · 2 items

Liquid

Liquid; [IUCLID]

Physicochemical properties

Symbol(GHS)
2 · GHS02,GHS07
Signal word
Warning
Hazard statements
226 · H226-H315-H319
Precautionary statements
210 · P210-P302+P352-P305+P351+P338

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 2.8% (3 of 108) of reports.

Danger

H225 (38%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P331, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 108 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 3 items

Bicyclo[2.2.1]hept-2-ene, 5-ethenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Bicyclo[2.2.1]hept-2-ene, 5-ethenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 5-vinylnorborn-2-ene (EC: 221-259-8)

Bicyclo2.2.1hept-2-ene, 5-ethenyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary · 1 item

No information available on clinical effects; Causes skin necrosis when applied to the tails of mice; Oral LD50 (rat) = 5700 mg/kg; [HSDB] In lethal concentration studies, rats have tremor, ataxia, and spastic paralysis; [ChemIDplus] A skin and eye irritant; A lachrymator; [MSDSonline]

Hazard Classes and Categories · 2 items

Flam. Liq. 2 (38%)

Flammable liquids - Category 3

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used to improve processing and storage (cold-flow) properties of polypentenamer; [HSDB]

Copolymers of cyclopentene with bicyclic and polycyclic monomers have been described in the patent literature. Comonomers such as ... vinylnorbornene, ... are used in amounts ranging from < 1% to about 10% in order to improve processing and storage (cold-flow) properties of polypentenamer

U.S. Production2023: 48,464,083 lb
Consumer UsesAdhesion/cohesion promoter
Industry UsesChain transfer agent
General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

Bicyclo[2.2.1]hept-2-ene, 5-ethenyl-: ACTIVE

Related reactions

15 records
New reaction record
HRID 402920 reaction equation
HRID 402920As reactantuspto-grants-2014_06
HRID 579474 reaction equation
HRID 579474As reactantuspto-grants-2015_05
HRID 807189 reaction equation
HRID 807189As reactantTest data from https://doi.org/10.1039/C8SC04228D
HRID 864879 reaction equation
HRID 864879As reactantuspto-grants-1996_10
HRID 983565 reaction equation
HRID 983565As reactantuspto-grants-2005_03
HRID 983566 reaction equation
HRID 983566As reactantuspto-grants-2005_03
HRID 983567 reaction equation
HRID 983567As reactantuspto-grants-2005_03
HRID 1165283 reaction equation
HRID 1165283As reactantuspto-grants-1990_03
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Compound notes

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Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Non-Human Toxicity ExcerptsThe preparation caused necrosis when applied to the skin of the mouse tail.
Toxicity DataLC50 (rat) = 2,231 ppm/4h
Non-Human Toxicity ValuesWhen administered orally to rats, the LD50 value of vinylnorbornene was 5.7 g/kg.

Safety data

Signal word
Warning
Symbol(GHS)
GHS02,GHS07
Hazard statements
H226-H315-H319
Precautionary statements
P210-P302+P352-P305+P351+P338