(2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid

Basic Information

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CAS Number

191605-10-4

Molecular Formula

C20H18O10

Molecular Weight

418.35 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

193-195 ºC

Boiling Point

681.5℃ at 760 mmHg

Density

1.407

Flash Point

241.6°C

Refractive Index

163 ° (C=1, EtOH)

Specific Rotation

167 º (c=1,EtOH)

SMILES

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COC1=CC=C(C=C1)C(=O)OC(C(C(=O)O)OC(=O)C2=CC=C(C=C2)OC)C(=O)O

InChI

InChI=1S/C20H18O10/c1-27-13-7-3-11(4-8-13)19(25)29-15(17(21)22)16(18(23)24)30-20(26)12-5-9-14(28-2)10-6-12/h3-10,15-16H,1-2H3,(H,21,22)(H,23,24)/t15-,16-/m0/s1

InChIKey

KWWCVCFQHGKOMI-HOTGVXAUSA-N

LogP

1.624

Topological Polar Surface Area

145.66 Å²

Hydrogen Bond Donor/Acceptor

2 / 10

Complexity

563

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Sensitiveness

Sensitive to light

Synonyms & References

English

AKOS016843093
(2S,3S)-2,3-bis(4-methoxybenzoyloxy)succinic acid
AS-11927
Di-(p-Methoxybenzoyl)-D-(+)-Tartaric Acid
EC 606-247-6
MFCD07368366
(2S,3S)-2,3-BIS(4-METHOXYBENZOYLOXY)BUTANEDIOIC ACID
EN300-7377917
Di-p-anisoyl-D-tartaric acid
(+)-Di-p-anisoyl-D-tartaric Acid
(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid
AC-3424
(+)-Bis(4-methoxybenzoyl)-D-tartaric Acid
(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinicacid
191605-10-4
SCHEMBL935315
Butanedioic acid, 2,3-bis[(4-methoxybenzoyl)oxy]-, (2S,3S)-
D3490
H10779
CS-W008144
(+)-Di-4-Anisoyl-D-tartaric acid
DTXSID701304214
Dibenzoyl-(+)-P-methoxy-D-tartaric acid
A4227
(2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid
(+)-Di-p-anisoyl-D-tartaric acid
(+)-Di-4-anisoyl-D-tartaric acid
D-Di-p-methyloxyphenyl-tartaric acid
Butanedioicacid, 2,3-bis[(4-methoxybenzoyl)oxy]-, [S-(R*,R*)]-
(2S,3S)-(+)-Di(p-anisoyl)tartaric acid
(S,S)-Di-p-anisoyltartaric acid

MDL Number

MFCD07368366

FAQ

What are the physical and chemical properties of (2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid (CAS: 191605-10-4)?

(2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid is a crystalline solid with a molecular weight of approximately 540.4 g/mol. It has limited water solubility. The compound is known for its stability and reactivity in organic synthesis, particularly in coupling reactions and as a protecting group reagent.

How is (2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid (CAS: 191605-10-4) typically synthesized?

(2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid is typically synthesized via a condensation reaction between succinic acid and 4-methoxybenzoyl chloride, often using a Lewis acid catalyst like aluminum trichloride. The reaction is carried out under anhydrous conditions to achieve high yields and good selectivity.

What industries use (2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid (CAS: 191605-10-4)?

(2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid is used in pharmaceuticals for the protection and modification of reactive functional groups, as well as in the polymer industry for the synthesis of functionalized polymers. It is also applied in the development of sensors and semiconductor materials due to its reactivity and molecular structure.

What precautions should be taken when handling (2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid (CAS: 191605-10-4)?

When handling (2S,3S)-2,3-Bis[(4-methoxybenzoyl)oxy]succinic acid, use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a fume hood to avoid inhalation. Keep the compound away from heat and direct sunlight. In the case of a spill, neutralize with an appropriate base and dispose of according to local regulations. Refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.