| Identification | More | [Name]
5-Norbornene-2-methanol | [CAS]
95-12-5 | [Synonyms]
2-HYDROXYMETHYL-1-BICYCLO(2.2.1)HEPT-5-ENE
2-HYDROXYMETHYL-5-NORBORNENE
5-NORBORNENE-2-METHANOL
BICYCLO[2.2.1]5-HEPTENE-2-METHANOL
BICYCLO(2,2,1)HEPT-5-ENE-2-METHANOL
TIMTEC-BB SBB008580
2-(Hydroxymethyl)bicyclo(2.2.1)hept-5-ene
2-Hydroxymethyl-1-bicyclo[2.2.1]-5-ene
5-Hydroxymethyl-2-norbornene
5-Hydroxymethylbicyclo(2.2.1)hept-2-ene
Bicyclo[2.2.1]hept-5-en-2-ylmethanol
Cyclol
5-NORBORNENE-2-METHANOL, 98%, MIXTURE OF ENDO AND EXO
5-Norbronene-2-methanol
5-NORBORNENE-2-METHANOL(NMO)MIXTURE OF ENDO AND EXO
5-NORBORNENE-2-METHANOL (MIXTURE OF ENDO AND EXO)
5-Norbornene-2-methanol (exo/endo)
5-Hydroxymethylnorborn-2-ene
Bicyclo[2.2.1]hepta-2-ene-5-methanol
Bicyclo[2.2.1]hepta-5-ene-2-methanol | [EINECS(EC#)]
202-392-0 | [Molecular Formula]
C8H12O | [MDL Number]
MFCD00167571 | [Molecular Weight]
124.18 | [MOL File]
95-12-5.mol |
| Chemical Properties | Back Directory | [Definition]
Stable, colorless liquid. Miscible with most common organic solvents; slightly soluble in hot water. Combustible. | [Boiling point ]
97 °C/20 mmHg (lit.) | [density ]
1.027 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.500(lit.)
| [Fp ]
188 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [pka]
14.92±0.10(Predicted) | [color ]
Colorless to Almost colorless | [Optical Rotation]
Consistent with structure | [InChI]
1S/C8H12O/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-9H,3-5H2/t6-,7+,8?/m0/s1 | [InChIKey]
LUMNWCHHXDUKFI-KJFJCRTCSA-N | [SMILES]
OCC1C[C@@H]2C[C@H]1C=C2 | [Uses]
Monomer for the modification of condensation
and addition polymers for coatings. | [CAS DataBase Reference]
95-12-5(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Norbornene-2-methanol(95-12-5) | [EPA Substance Registry System]
95-12-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3
| [TSCA ]
TSCA listed | [HS Code ]
2906190090 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [General Description]
Co-polymerization of 5-norbornene-2-methanol with ethylene using heterogeneous silica supported catalysts has been reported. | [Synthesis]
Cyclopentadiene was mixed with acryl alcohol in a pressure reactor at a molar ratio of 1:2.4 and the reaction was carried out at 170-180 °C and a pressure of 4-5 atm to give 5-norbornene-2-methanol. The product had a yield of 74%, a boiling point of 82-83 °C (10 mmHg), a refractive index nD20 of 1.4970, and a density d420 of 1.027 g/cm3. IR spectra showed characteristic absorption peaks: 3500 cm?1 (OH stretching vibration), 2930-2895 cm?1 and 2880-2830 cm?1 (C-H stretching vibration), 1200 -1100 cm?1 (C-O stretching vibration).1H NMR spectral data (δ, ppm; J, Hz): 0.45 (1H, H6exo, dd, J = 4.1, 13.4), 1.19 (1H, H7anti, t, J = 7.9), 1.44 (1H, H6endo, t, J = 4.1), 1.68-1.72 (1H , H7syn, m), 2.86 (1H, H5, m), 3.29 (1H, H4, m), 3.36-3.46 (2H, C8H2, m), 3.46 (1H, H1, ddd, J = 4.4, 4.6, 4.8), 3.92 (1H, OH, br s), 6.00-6.08 (2H, H2, H3, m).13C NMR spectral data (δC, ppm): 28.8 (C6), 41.8 (C5), 42.3 (C1), 43.6 (C4), 49.4 (C7), 65.8 (C8), 132.3 (C3), 137.8 (C2). | [References]
[1] Petroleum Chemistry, 2000, vol. 40, # 4, p. 272 - 274
[2] Russian Journal of General Chemistry, 2018, vol. 88, # 10, p. 2204 - 2208
[3] Zh. Obshch. Khim., 2018, vol. 88, # 10, p. 1718 - 1722,5
[4] Russian Journal of Organic Chemistry, 2003, vol. 39, # 7, p. 947 - 951
[5] Russian Journal of Applied Chemistry, 2008, vol. 81, # 10, p. 1803 - 1807 |
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