Benzoin

Product Information

Molecular Formula:
C14H12O2
Molecular Weight:
212.25
Description
Benzoin is a hydroxy ketone attached to two phenyl groups. It is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin. It is not a constituent of benzoin resin obtained from the benzoin tree or tincture of benzoin. It has been used as a catalyst in photoinitiation.
Synonyms
2-Hydroxy-2-phenylacetophenone; 2-Hydroxy-1,2-diphenylethan-1-one; Acetophenone, 2-hydroxy-2-phenyl-; (RS)-Benzoin; (±)-2-Hydroxy-1,2-diphenylethanone; DL-Benzoin; AHA 4100; Benzoylphenylcarbinol; Desyl alcohol; NSC 8082; R 401; S 19 (benzoin); Seikuol Z; Wy 42956; α-Benzoylbenzenemethanol; α-Hydroxy-α-phenylacetophenone; α-Hydroxybenzyl phenyl ketone; (±)-Benzoin; 1,2-Diphenyl-2-hydroxyethanone; 1,2-Diphenyl-2-oxoethanol
IUPAC Name
2-hydroxy-1,2-diphenylethanone
Canonical SMILES
C1=CC=C(C=C1)C(C(=O)C2=CC=CC=C2)O
InChI
InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
InChI Key
ISAOCJYIOMOJEB-UHFFFAOYSA-N
Boiling Point
344°C at 760.0 Torr
Melting Point
137°C
Flash Point
338 °F
Purity
≥95%
Density
1.310 g/cm3
Solubility
Soluble in DMSO (Slightly), Methanol (Slightly)
Appearance
White Solid
Storage
Store at 2-8°C
Grade
reagent grade
Refractive Index
1.609
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
2.13
Vapor Pressure
0.0±0.8 mmHg at 25°C
Odor
SWEET NON-DESCRIPT ODOR

Computed Properties

XLogP3
2.1
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
3
Exact Mass
212.083729621 g/mol
Monoisotopic Mass
212.083729621 g/mol
Topological Polar Surface Area
37.3Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
225
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-11033516-B1 Combination therapies with disulfiram 2020-09-18
US-11028217-B1 Thermoplastic polyurethane compositions comprising nitro-substituted polyester diols 2020-03-13
EP-3677244-A2 Compositions comprising multilamellar vesicles 2020-02-04
EP-3842798-A1 Colorimetric drug test strip using porous support material 2019-12-23
US-2021190697-A1 Colorimetric drug test strip using porous support material 2019-12-23
US-2021194054-A1 Gelation reagent for forming gel electrolyte and methods relating thereto 2019-12-23
EP-3838969-A1 Two-steps light and heat curable resin composition 2019-12-20
US-2021189182-A1 Adhesive film and laminate film including the same 2019-12-20
US-2021189189-A1 Pressure-sensitive adhesive tape 2019-12-20
US-2021189190-A1 Double-sided pressure-sensitive adhesive tape 2019-12-20

Literatures

PMID Publication Date Title Journal
23190005 2013-04-01 Citrus fruit and fabacea secondary metabolites potently and selectively block TRPM3 British journal of pharmacology
23122121 2013-01-15 A simple GC-MS method for the screening of betulinic, corosolic, maslinic, oleanolic and ursolic acid contents in commercial botanicals used as food supplement ingredients Food chemistry
22498277 2012-11-01 Ultrasonic studies of intermolecular interactions in binary mixtures of 4-methoxy benzoin with various solvents: Excess molar functions of ultrasonic parameters at different concentrations and in different solvents Ultrasonics sonochemistry
22959206 2012-10-01 Design, synthesis and identification of a new class of triarylmethyl amine compounds as inhibitors of apolipoprotein E production Bioorganic & medicinal chemistry letters
22819448 2012-09-15 The novel phloroglucinol derivative BFP induces apoptosis of glioma cancer through reactive oxygen species and endoplasmic reticulum stress pathways Phytomedicine : international journal of phytotherapy and phytopharmacology
22835872 2012-09-01 Design, synthesis and molecular simulation studies of dihydrostilbene derivatives as potent tyrosinase inhibitors Bioorganic & medicinal chemistry letters
22831386 2012-08-03 Biomass conversion to high value chemicals: from furfural to chiral hydrofuroins in two steps Organic letters
22731396 2012-07-20 On the organocatalytic activity of N-heterocyclic carbenes: role of sulfur in thiamine The Journal of organic chemistry
22190402 2012-05-01 Arylalkyl ketones, benzophenones, desoxybenzoins and chalcones inhibit TNF-α induced expression of ICAM-1: structure-activity analysis Archiv der Pharmazie
22455795 2012-04-18 Imidazol(in)ium hydrogen carbonates as a genuine source of N-heterocyclic carbenes (NHCs): applications to the facile preparation of NHC metal complexes and to NHC-organocatalyzed molecular and macromolecular syntheses Journal of the American Chemical Society
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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