(+/-)-4-(1-Hydroxyethyl)benzonitrile TCI H1955

Chemical Identity

CAS No.: 52067-35-3
Purity: >98.0%(GC)

Rp 2.306.850,00

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TCI H1955 (+/-)-4-(1-Hydroxyethyl)benzonitrile is a racemic secondary benzylic alcohol carrying a nitrile group at the para position of the benzene ring. The combination of a single stereogenic centre with the highly versatile nitrile function makes it an important intermediate for organic synthesis laboratories, medicinal chemistry groups, and biocatalysis research. In research practice, racemic compounds of this kind frequently serve as the starting point for obtaining enantiomerically pure material, whether through chemical resolution, enzymatic kinetic resolution, or as an analytical reference standard during the development of chiral chromatography methods.

The property that makes this building block a preferred choice is the presence of two functional groups whose transformation pathways are entirely different. The benzylic hydroxyl group can be oxidised to the corresponding aromatic ketone, converted into a leaving group for nucleophilic substitution, esterified, or eliminated to form an alkene. The nitrile group, meanwhile, is an exceptionally flexible precursor: it can be hydrolysed to a carboxylic acid or an amide, reduced to a primary amine, or converted into a tetrazole, which is widely used as a bioisostere of the carboxylate group in drug design. The nitrile group is also electron-withdrawing, which influences the reactivity of the aromatic ring and the adjacent benzylic centre.

In Indonesian laboratories, this building block is typically used in university and institutional research settings where multi-step synthetic routes are assembled from defined intermediates. It supports method development work in chiral separation, serves as a substrate in enzyme screening studies, and functions as a reference material when analytical procedures are being validated. Because it is supplied by TCI as a catalogue building block, it is well suited to groups that require consistent, documented starting materials for reproducible synthetic and analytical work.

Related TCI products

Chiral resolution studies: the racemic mixture provides both enantiomers in one material, allowing chemical or enzymatic resolution methods to be developed and their separation efficiency measured directly.
Enzymatic kinetic resolution and biocatalysis screening: the secondary benzylic alcohol is a classic substrate class for lipases and alcohol dehydrogenases evaluated in enantioselective transformation research.
Chiral chromatography method development: the racemate serves as an analytical reference for establishing baseline separation of enantiomers on chiral stationary phases during method validation.
Medicinal chemistry intermediate synthesis: the nitrile group allows conversion into amines, amides, carboxylic acids, or tetrazole bioisosteres used in structure-activity relationship exploration.
Multi-step organic synthesis: the two orthogonal functional groups permit selective sequential transformation, letting researchers build complex targets from a single defined, well-characterised starting material.

Brand	TCI (Tokyo Chemical Industry)
CAS number	52067-35-3
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	available in TCI standard research pack sizes; please confirm the currently listed size when ordering
Physical form	—
Storage	store in a cool, dry place in the tightly closed original container, following the manufacturer's stated conditions on the product label

Catalogue code: H1955

Store the material in its tightly closed original container in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible substances such as strong oxidising agents, strong acids, and strong bases. Chemically resistant glass or the supplier's original packaging is the appropriate container; transfer only the quantity required for immediate use. Handle in a fume hood using safety goggles, nitrile gloves, and a laboratory coat, and avoid inhalation of vapours or dust and contact with skin and eyes. Nitrile-containing compounds require particular care, so consult the manufacturer's Safety Data Sheet before use and dispose of residues and contaminated materials through the laboratory's designated chemical waste stream.

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