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
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 to light yellow powder
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
Related CAS
579-44-2 (Deleted CAS)
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 |
