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248533

Sigma-Aldrich

5-Norbornene-2-methanol

98%, mixture of endo and exo

Synonym(s):

2-(Hydroxymethyl)bicyclo[2.2.1]hept-5-ene, 2-Hydroxymethyl-5-norbornene, 2-Norbornen-5-methanol, 5-(Hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5-Hydroxymethyl-2-norbornene, Bicyclo[2.2.1]hept-5-en-2-ylmethanol, Norbornene-5-methyl alcohol, [Bicyclo[2.2.1]hept-5-en-2-yl]methanol

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About This Item

Empirical Formula (Hill Notation):
C8H12O
CAS Number:
95-12-5
Molecular Weight:
124.18
EC Number:
202-392-0
MDL number:
MFCD00167571
UNSPSC Code:
12352100
PubChem Substance ID:
24854934
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.500 (lit.)

bp

97 °C/20 mmHg (lit.)

density

1.027 g/mL at 25 °C (lit.)

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

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General description

Co-polymerization of 5-norbornene-2-methanol with ethylene using heterogeneous silica supported catalysts has been reported.

Application

5-Norbornene-2-methanol has been used in the preparation of:
  • 4-(norborn-2-ene-5-ylmethyleneoxy)-2,2′:6′,2′′-terpyridine
  • 5- {[(3,5-di-t-butyl-4-hydroxy-benzoyl)oxy]methyl}-2-norbornene (BHBN)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of a polynorbornene containing 3, 5-di-TERT-butyl-4-hydroxybenzoyl group.
Tienkopatchev MA, et al.
Polymer Bull., 34(4), 385-391 (1995)
Access to heterogeneous atom-transfer radical polymerization (ATRP) catalysts based on dipyridylamine and terpyridine via ring-opening metathesis polymerization (ROMP).
Kroll R, et al.
Macromolecular Chemistry and Physics, 202(5), 645-653 (2001)
Homogeneous and heterogeneous metallocene/MAO-catalyzed polymerization of functionalized olefins.
Goretzki R and Fink G.
Macromolecular Chemistry and Physics, 200(4), 881-886 (1999)
Zhen Zhang et al.
Polymers, 12(4) (2020-04-16)
Injectable, covalently cross-linked hydrogels have been widely investigated in drug delivery systems due to their superior mechanical properties and long-term stability. Conventional covalently cross-linked hydrogels are formed by chemical reactions that may interfere with natural biochemical processes. In this work

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