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527750

Sigma-Aldrich

4-(Hydroxymethyl)benzonitrile

95%

Synonym(s):

4-Cyanobenzyl alcohol

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About This Item

Linear Formula:
HOCH2C6H4CN
CAS Number:
874-89-5
Molecular Weight:
133.15
Beilstein:
2206193
MDL number:
MFCD00870633
UNSPSC Code:
12352100
PubChem Substance ID:
24874643
NACRES:
NA.22

Assay

95%

mp

39-43 °C (lit.)

functional group

hydroxyl
nitrile

SMILES string

OCc1ccc(cc1)C#N

InChI

1S/C8H7NO/c9-5-7-1-3-8(6-10)4-2-7/h1-4,10H,6H2

InChI key

XAASLEJRGFPHEV-UHFFFAOYSA-N

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General description

4-(Hydroxymethyl)benzonitrile can be synthesized via hydrosilylation reaction in the presence of Fe complex Bu4N[Fe(CO)3(NO)] [catalyst]. It can also be prepared from 4-(aminomethyl) benzyl alcohol.

Application

4-(Hydroxymethyl)benzonitrile [p-(hydroxymethyl)benzonitrile] may be used to synthesize p-((vinyloxy)methyl)benzonitrile (VOMBN).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1444898V
1444900
1444898
1433823
1434972

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Bergstra?er U, et al.
Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 219-219 (2014)
Vinyl monomers bearing chromophore moieties and their polymers. VIII. synthesis and fluorescence behavior of a vinyloxy monomer having an electron-accepting chromophore moiety, p-((vinyloxy) methyl) benzonitrile, and its polymers.
Du FS, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 37(2), 179-187 (1999)
Bu4N [Fe (CO)3(NO)]-Catalyzed Hydrosilylation of Aldehydes and Ketones.
Dieskau AP, et al.
European Journal of Organic Chemistry, 27, 5291-5296 (2011)

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