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771953

Sigma-Aldrich

exo-5-Norbornene-2-methanol

≥99% (exo)

Synonym(s):

exo-5-Norbornenyl methyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C8H12O
CAS Number:
Molecular Weight:
124.18
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

≥99% (exo)

form

liquid

refractive index

n20/D 1.499

bp

200-205/760 mmHg

density

1.030 at 25 °C

SMILES string

OCC1C[C@@H]2C[C@H]1C=C2

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

InChI key

LUMNWCHHXDUKFI-KJFJCRTCSA-N

General description

Exo-5-Norbornene-2-methanol is a norbornene derivative which is widely used as a monomer in the synthesis of polynorbornenes by vinyl polymerisation or ring opening methathesis polymerisation (ROMP). They are also used as a monomer or an intermediate in the synthesis of photoresist materials. This material is also widely used as an intermediate in the synthesis of pharmaceutically and biologically active compounds.

Application

Used as a monomer in the synthesis of polynorbornenes by ring opening metathesis polymerisation.

Features and Benefits

  • Produces polymers with high thermal stability and transparency which are useful for optical applications.

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Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

195.0 °F

Flash Point(C)

90.55 °C


Certificates of Analysis (COA)

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Water-soluble polymers from acid-functionalized norbornenes
Lienkamp, K., Kins, C. F., Alfred, S. F., Madkour, A. E., & Tew, G. N.
Journal of Polymer Science Part A: Polymer Chemistry, 47(5), 1266-1273 (2009)
Stereo-Selective Synthesis of 5-Norbornene-2-exo-carboxylic Acid-Rapid Isomerization and Kinetically Selective Hydrolysis.
Kanao, M., Otake, A., Tsuchiya, K., & Ogino, K.
International Journal of Organic Chemistry, 2, 26-30 (2012)

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