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Methyl benzilate

Methyl benzilate structure

Methyl benzilate 

structure
  • CAS No:

    76-89-1

  • Formula:

    C15H14O3

  • Chemical Name:

    Methyl benzilate

  • Synonyms:

    Benzeneacetic acid,α-hydroxy-α-phenyl-,methyl ester;Benzilic acid,methyl ester;Methyl benzilate;Methyl diphenylglycolate;Methyl α-phenylmandelate;Methyl 2-hydroxy-2,2-diphenylacetate;Methyl hydroxydiphenylacetate;Methyl α-hydroxydiphenylacetate;NSC 57672;NSC 624;2-Hydroxy-2,2-diphenylacetic acid methyl ester

Description

WHITE FINE CRYSTALLINE POWDER

Methyl benzilate Basic Attributes

242.27

242.27

2121492

200-991-1

692D4TH3BM

57672|624

DTXSID5058804

2918199010

Characteristics

46.5

2.09550

white crystalline powder

1.189 g/cm3

75.8 °C

187 °C @ Press: 13 Torr

187°C/13mm

1.579

soluble in methanol. Insoluble in water.

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Safety Information

22

22-24/25

Xn

Stable under normal temperatures and pressures.

P264, P270, P301+P312, P330, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 41 companies from 2 notifications to the ECHA C&L Inventory.

Methyl benzilate Use and Manufacturing

Methods of Manufacturing

Benzoin is generated by the reaction of benzaldehyde sodium cyanide, and then reacted with potassium bromate to obtain benzene hydroxy acid, and finally obtained by esterification with methanol. 1. Benzoin Mix 4L of benzaldehyde with 6L of ethanol, add a solution of 60g of sodium cyanide solution in 500ml of water, heat to reflux for 2h, cool, filter, wash with water, and filter to dryness to obtain 4.5kg of product. 2. Preparation of diphenyl glycolic acid Mix 8kg of wet benzoin, 15L of water, 58kg of 16% sodium hydroxide solution and 2kg of potassium bromate, heating and stirring to react for 4h. The reaction mixture was diluted with 2 times water, cooled and acidified with dilute sulfuric acid to control the pH to 7-8, and filtered. The filtrate is acidified to a pH of 1-2 and filtered to obtain about 8kg of crude product. 3. Preparation of methyl diphenylhydroxyacetate Mix 4kg diphenylhydroxy acid with 5L methanol, add 150ml sulfuric acid, and heat to reflux for 2h. Pour into 30L water containing 300g of sodium carbonate, stir and filter to obtain 3kg of crude product. Recrystallize with methanol, add activated carbon for decolorization, and dry at 60°C to obtain about 2.8kg of finished product.

Uses

Used in organic synthesis.

Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-, methyl ester: ACTIVE

Computed Properties

Molecular Weight:242.27
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:242.094294304
Monoisotopic Mass:242.094294304
Topological Polar Surface Area:46.5
Heavy Atom Count:18
Complexity:258
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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