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DL-Benzoin, also known as benzoin gum and benzoin resin, is a spice derived from the resin of several benzoin trees. It is characterized by its white or light yellow prismatic crystal form and is insoluble in cold water, slightly soluble in hot water and ether, and soluble in ethanol. DL-Benzoin exhibits chemical properties such as reducing Fehling's solution and reacting with concentrated sulfuric acid to produce bibenzoyl.

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  • 579-44-2 Structure
  • Basic information

    1. Product Name: DL-Benzoin
    2. Synonyms: 2-Hydroxy-1,2-Diphenyetanone;Benzoin,99%;α-hydroxyl-α-phenylaceto-phenone;2-hydroxy-1,2-diphenylethan-1-one;2-HYDROXY-1,2-DIPHENYLETHANONE;2-HYDROXY-1,2-DIPHENYETHANONE;1,2-DIPHENYL-2-HYDROXYETHANONE;ALPHA-HYDROXY-ALPHA-PHENYLACETOPHENONE
    3. CAS NO:579-44-2
    4. Molecular Formula: C14H12O2
    5. Molecular Weight: 212.24
    6. EINECS: 204-331-3
    7. Product Categories: Nutraceuticals
    8. Mol File: 579-44-2.mol
  • Chemical Properties

    1. Melting Point: 134-138 °C(lit.)
    2. Boiling Point: 194 °C12 mm Hg(lit.)
    3. Flash Point: 181°C
    4. Appearance: /
    5. Density: 1,31 g/cm3
    6. Vapor Pressure: 2.78E-05mmHg at 25°C
    7. Refractive Index: 1.6000 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. Water Solubility: 0.3g/L(25 oC)
    11. CAS DataBase Reference: DL-Benzoin(CAS DataBase Reference)
    12. NIST Chemistry Reference: DL-Benzoin(579-44-2)
    13. EPA Substance Registry System: DL-Benzoin(579-44-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. WGK Germany: 2
    5. RTECS: DI1590000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 579-44-2(Hazardous Substances Data)

579-44-2 Usage

Uses

Used in Medicine:
DL-Benzoin is used as an antioxidant and anti-aging agent due to its beneficial properties in the medical field. It also serves as a diuretic when consumed orally and can be utilized as an expectorant for the treatment of chronic bronchitis.
Used in Cosmetics:
DL-Benzoin is widely used as an additive in the cosmetics industry, specifically in products such as perfume, soap, detergent, and vanishing cream, thanks to its pleasant fragrance and various beneficial properties.

Synthesis

The mixtrue of benzaldehyde and ethanol was adjusted to pH 7-8 with sodium hydroxide solution, refluxed with 3% sodium cyanide at 75-80℃ for 0.5h. The solution was cooled down to -10 °C and filtered to give DL-Benzoin, 90%.

Check Digit Verification of cas no

The CAS Registry Mumber 579-44-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 9 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 579-44:
(5*5)+(4*7)+(3*9)+(2*4)+(1*4)=92
92 % 10 = 2
So 579-44-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H

579-44-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name DL-Benzoin

1.2 Other means of identification

Product number -
Other names Ethanone, 2-hydroxy-1,2-diphenyl-, (±)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:579-44-2 SDS

579-44-2Relevant articles and documents

Asymmetric Hydrogenation Cazalyzed by Bis(disubstitiuted glyoximato)cobalt(II)-Chiral Cocatalyst System. Effect of Structural Variation of Ligands and Hydrogen Pressure

Ohgo, Yoshiaki,Tashiro, Yasuhisa,Takeuchi, Seiji

, p. 1549 - 1551 (1987)

The reaction rate was extremely enhanced by increasing the basicity of the axial ligand of and by increasing the hydrogen pressure without decreasing the enantioselectivity.Substituting one and two methyl groups of the dimethylglyoxime liga

Synthesis and immobilization of amylose derivatives bearing a 4-terf-butylbenzoate group at the 2-position and 3,5-dichlorophenylcarbamate/3- (triethoxysilyl)propylcarbamate groups at 3- And 6-positions as chiral packing material for HPLC

Shen, Jun,Ikai, Tomoyuki,Shen, Xiande,Okamoto, Yoshio

, p. 442 - 444 (2010)

Two novel amylose derivatives 2a and 2b bearing A-tertbutylbenzoate at the 2-position and 3,5-dichlorophenylcarbamate/3-(triethoxysilyl)propylcarbamate residues at 3- and 6positions were successfully synthesized and immobilized onto silica gel, and their chiral recognition abilities were evaluated as chiral packing materials (CPMs) for high-performance liquid chromatography. These immobilized CPMs exhibited recognition ability similar to conventional coated CPM, and for some racemates, comparable or better resolutions were observed even compared to commercial immobilized amylose- or cellulosebased columns.

Benzaldehyde lyase (BAL)-catalyzed enantioselective CC bond formation in deep-eutectic-solvents-buffer mixtures

Maugeri, Zaira,Dominguez De Maria, Pablo

, p. 120 - 123 (2014)

Deep-eutectic-solvents (DES) have emerged in the last decades as promising bio-based and biodegradable neoteric solvents for biocatalysis, with examples covering different enzymes (mostly hydrolases) and whole-cells (baker's yeast). This paper explores fo

Asymmetric reduction of benzil to (S)-benzoin with Penicillium claviforme IAM 7294 in a liquid-liquid interface bioreactor (L-L IBR)

Oda, Shinobu,Isshiki, Kunio

, p. 1364 - 1367 (2008)

The asymmetric reduction of benzyl to (S)-benzoin with Penicillium claviforme IAM 7294 was applied to a liquid-liquid interface bioreactor (L-L IBR) using a unique polymeric material, ballooned microsphere (MS). The L-L IBR showed superior performance, as

A holoenzyme model of thiamin dependent enzyme; asymmetrical acyloin condensation using a lipid catalyst in a bilayer membrane

Yamashita, Keiji

, p. 4817 - 4820 (1995)

Within a DPPC bilayer membrane, the lipid catalyst 1, having a thiazolium salt unit in the head group, exhibited catalytic activity and enantioselectivity in the acyloin condensation of benzaldehyde. The activity and enantioselectivity were strongly depen

105. A novel asymmetric benzoin reaction catalyzed by a chiral triazolium salt: Preliminary communication

Enders, Dieter,Breuer, Klaus,Teles, J. Henrique

, p. 1217 - 1221 (1996)

Using the chiral triazolium salt 1 as catalyst, a novel asymmetric variant of the benzoin reaction is reported. For the first time, the scope of the method is extended to a broader range of aromatic aldehydes 2, affording the acyloins 3a-h in yields of 22

Fungal deracemization of benzoin

Demir, Ayhan S,Hamamci, Haluk,Sesenoglu, Ozge,Neslihanoglu, Rahsan,Asikoglu, Beril,Capanoglu, Doga

, p. 6447 - 6449 (2002)

An enzyme system of Rhizopus oryzae (ATCC 9363) catalyzes the inversion of the chirality of benzoin via a deracemization reaction and, depending on the pH of the medium, both enantiomers of benzoin are obtained in good yield and high ee starting from rac-

Optimised dynamic kinetic resolution of benzoin by a chemoenzymatic approach in 2-MeTHF

Hoyos, Pilar,Quezada, M. Alberto,Sinisterra, Jose Vicente,Alcantara, Andres R.

, p. 20 - 24 (2011)

Different influential parameters in the Dynamic Kinetic Resolution of racemic benzoin via lipase-ruthenium catalyst enantioselective transesterification have been improved in order to develop a more productive process. In this sense, 2-Methyltetrahydrofur

SmI2-(Chiral Auxiliary)-Induced Asymmetric Reduction

Takeuchi, Seiji,Ohgo, Yoshiaki

, p. 403 - 404 (1988)

Benzyl was reduced to benzoin with 56.2 percent ee by a system of SmI2-THF-HMPA in the presence of quinidine.

Asymmetric Reactions. X. Asymmetric Hydrogenation Catalyzed by Bis(dimethylglyoximato)cobalt(II)-Chiral Cocatalyst (Amino Alcohol) System

Ohgo, Yoshiaki,Takeuchi, Seiji,Natori, Yukikazu,Yoshimura, Juji

, p. 2124 - 2135 (1981)

The catalytic asymmetric hydrogenations of α-diketones, α-keto carboxylates, α-(acylamino)acrylates, α-phenylacrylophenone, and α-phenylacrylate were examined with bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst (amino alcohol) and with simple achiral

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