ChemicalBook--->CAS DataBase List--->95-11-4

95-11-4

95-11-4 Structure

95-11-4 Structure
IdentificationMore
[Name]

5-Norbornene-2-carbonitrile
[CAS]

95-11-4
[Synonyms]

5-NORBORNENE-2-CARBONITRILE
BICYCLO[2.2.1]-5-HEPTENE-2-CARBONITRILE
BICYCLO[2.2.1]HEPT-5-ENE-2-CARBONITRILE
TIMTEC-BB SBB007934
5-Cyanobicyclo[2.2.1]hept-2-ene
5-NORBORNENE-2-CARBONITRILE, 98%, MIXTUR E OF ISOMERS
5-norbornene-2-carbonitrile, mixture of isomers
2-Cyano-5-norbornene
2-Cyanobicyclo[2.2.1]hept-5-ene
5-Cyano-2-norbornene
Bicyclo[2.2.1]-5-hepten-2-carbonitrile
5-Norbornene-2-carbonitrile, 98%, mixture of endo and exo
5-Norbornene-2-carbonitrile, mixture of endo and exo
2-Cyanonorborn-5-ene
Bicyclo[2.2.1]hept-2-ene-5-carbonitrile
Norborn-5-ene-2-carbonitrile
[EINECS(EC#)]

202-391-5
[Molecular Formula]

C8H9N
[MDL Number]

MFCD00167563
[Molecular Weight]

119.16
[MOL File]

95-11-4.mol
Chemical PropertiesBack Directory
[Appearance]

clear colourless liquid
[Melting point ]

12-14 °C(lit.)
[Boiling point ]

82-86 °C10 mm Hg(lit.)
[density ]

0.999 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.488(lit.)
[Fp ]

150 °F
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[color ]

Light yellow to Amber to Dark green
[InChI]

InChI=1S/C8H9N/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-8H,3-4H2
[InChIKey]

BMAXQTDMWYDIJX-UHFFFAOYSA-N
[SMILES]

C12CC(C=C1)CC2C#N
[CAS DataBase Reference]

95-11-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Bicyclo[2.2.1]hept-5-ene-2-carbonitrile(95-11-4)
[EPA Substance Registry System]

95-11-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

3
[RTECS ]

RB7930000
[HS Code ]

29269090
[Toxicity]

LD50 ivn-mus: 10 mg/kg CSLNX* NX#00780
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5-Norbornene-2-carbonitrile(95-11-4).msds
Hazard InformationBack Directory
[Chemical Properties]

clear colourless liquid
[Uses]

Bicyclo[2.2.1]hept-2-ene-5-carbonitrile is used in method for continuously preparing cyanonorbornene by using microchannel reactor.
[General Description]

The hydrogenation of 5-norbornene-2-carbonitrile was studied using real-time mass spectrometric analysis.
[Safety Profile]

A poison by intravenous route.When heated to decomposition it emits toxic vapors ofNOx.
[Synthesis]

2-Nonene, 2,6-dimethyl-

67403-76-3

2,5-Norbornadiene

121-46-0

Dihydromyrcene

2436-90-0

5-Norbornene-2-carbonitrile

95-11-4

The general procedure for the synthesis of 3,7-dimethylocta-1,6-diene and bicyclo[2.2.1]hept-5-ene-2-carbonitrile from the compound (CAS:67403-76-3) and dicycloheptadiene was as follows: to a 4 mL screw-capped vial in an argon-protected glove box were added sequentially the compound 69 (82.6 mg, 0.50 mmol), norepiglottidiene 8 (51 μL, 0.5 mmol), hexane solution of 1.0 M AIMe2Cl (50 μL, 10.0 mol%, 0.05 mmol), Ni(COD)2 (3.45 mg, 2.5 mol%, 12.5 μmol), and DPEphos (6.75 mg, 2.5 mol%, 12.5 μmol) in THF ( 1.0 mL) solution. The vials were removed from the glove box and the reaction temperature was controlled at 28°C. The reaction mixture was stirred at 28 °C for 16 h and then concentrated under reduced pressure. The residue was purified by silica gel fast column chromatography (100% pentane as eluent) to afford product 70 (49.0 mg, 71% yield). The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3) and 13C NMR (125 MHz, CDCl3) as follows: 1H NMR δ 5.74-5.64 (m, 1H), 5.13-5.06 (m, 1H), 4.99-4.88 (m, 2H), 2.12 (p, J=7.0 Hz, 1H ), 2.01-1.89 (m, 2H), 1.68 (s, 3H), 1.60 (s, 3H), 1.35-1.26 (m, 2H), 0.99 (d, J=6.9Hz, 3H); 13C NMR δ 144.91, 131.44, 124.80, 112.61, 37.51, 36.89, 25.88, 20.30, 17.83.

[References]

[1] Patent: WO2017/93149, 2017, A1. Location in patent: Page/Page column 28
Spectrum DetailBack Directory
[Spectrum Detail]

5-Norbornene-2-carbonitrile(95-11-4)1HNMR
5-Norbornene-2-carbonitrile(95-11-4)Raman
5-Norbornene-2-carbonitrile(95-11-4)FT-IR
5-Norbornene-2-carbonitrile(95-11-4)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Norbornene-2-carbonitrile, mixture of endo and exo, 98%(95-11-4)
[Sigma Aldrich]

95-11-4(sigmaaldrich)
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