Dibenzoyl-L-tartaric acid monohydrate

Base Information

• Chemical Name: Dibenzoyl-L-tartaric acid monohydrate
• CAS No.: 2743-38-6
• Molecular Formula: C18H14O8
• Molecular Weight: 358.304
• Hs Code.: 29181990
• European Community (EC) Number: 220-374-0
• Mol file: 2743-38-6.mol

Synonyms:Dibenzoyl-L-tartaric acid monohydrate;dibenzoyl-d-tartaric acid monohydrate;MFCD00149119;MFCD00150722;L(-)-Dibenzoyl-L-tartatic acid monohydrate;SCHEMBL365251;BCP10275;AKOS015889279;AC-3426;AS-12420;SY033778;SY033779;FT-0604421;FT-0624639;(+)2,3-dibenzoyl-d-tartaric acid monohydrate;(-)2,3-Dibenzoyl-L-tartaric acid monohydrate;D-1457;D-1460;(+)-O,O inverted exclamation mark -Dibenzoyl-D-tartaric Acid Monohydrate;(-)-O,O inverted exclamation mark -Dibenzoyl-L-tartaric Acid Monohydrate

Chemical Property of Dibenzoyl-L-tartaric acid monohydrate

Chemical Property:

• Appearance/Colour: Odorless white crystalline powder
• Vapor Pressure: 7.4E-19mmHg at 25°C
• Melting Point: 152-155 °C(lit.)
• Refractive Index: -116 ° (C=1, EtOH)
• Boiling Point: 606.6 °C at 760 mmHg
• PKA: 1.85±0.25(Predicted)
• Flash Point: 221.8 °C
• PSA: 127.20000
• Density: 1.438 g/cm³
• LogP: 1.60680
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 376.07943208
• Heavy Atom Count: 27
• Complexity: 483

Purity/Quality:

99% ^*data from raw suppliers

Di-O-benzoylL-TartaricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OC(C(C(=O)O)OC(=O)C2=CC=CC=C2)C(=O)O.O
• Uses: Reagent used to produce chiral salts. (-)-Dibenzoyl-L-tartaric acid, anhydrous is used as a reagent used to produce chiral salts. Also used as organic chemical synthesis intermediate.

Technology Process of Dibenzoyl-L-tartaric acid monohydrate

There total 19 articles about Dibenzoyl-L-tartaric acid monohydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.2%

L-Tartaric acid (87-69-4,138508-61-9) + benzoyl chloride (98-88-4) → O,O'-dibenzoyl-L-tartaric acid (2743-38-6)

Guidance literature:

With copper(II) sulfate; In toluene; for 4h; Reagent/catalyst; Autoclave; Large scale;

Reference yield: 94.0%

(+/-)-O,O'-dibenzoyltartaric anhydride (17637-11-5,64339-95-3,111955-47-6,116780-73-5) → (+/-)-2,3-O-dibenzoyltartaric acid (2743-38-6,17026-42-5,22333-70-6,100632-52-8,111955-48-7)

Guidance literature:

With hydrogenchloride; at 80 - 85 ℃; for 3.5h;

DOI:10.1016/0957-4166(96)00294-7

Reference yield: 39.0%

L-Tartaric acid (87-69-4,138508-61-9) + benzoyl chloride (98-88-4) → (2R,3R)-2-(benzoyloxy)-3-hydroxybutanedioic acid (87172-82-5) + benzoic acid (65-85-0,8013-63-6) + O,O'-dibenzoyl-L-tartaric acid (2743-38-6)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; at 100 - 102 ℃; for 3h;

DOI:10.3998/ark.5550190.0011.b01

upstream raw materials:

L-Tartaric acid

benzoyl chloride

(+/-)-2,3-O-dibenzoyltartaric acid

l-threo-methylphenidate / dibenzoyl L-tartaric acid

Downstream raw materials:

(2R,3R)-2,3-Bis-benzoyloxy-3-carboxy-propionate((R)-2-hydroxy-octyl)-dimethyl-sulfonium;

(2R,3R)-2,3-Bis-benzoyloxy-3-carboxy-propionate((S)-2-hydroxy-octyl)-dimethyl-sulfonium;

O,O'-dibenzoyl-D-tartaric acid

(-)-Mianserin

Refernces

• 1、 Cohen,Kronik,Shanzer,Cahen, David,Liu,Rosenwaks,Lorenz,Ellis. "Molecular control over semiconductor surface electronic properties: Dicarboxylic acids on CdTe, CdSe, GaAs, and InP". . p. 10545 - 10553. Retrieved 1999.
• 2、 -. "A L-dibenzoyl tartaric acid synthesis method". Paragraph 0099-0102. . Retrieved 2017/03/21.
• 3、 Bernas, Urszula,Hajmowicz, Halina,Madura, Izabela D.,Majcher, Monika,Synoradzki, Ludwik,Zawada, Krzysztof. "Tartaric acid and its acyl derivatives. Part 5. Direct synthesis of monoacyltartaric acids and novel mono(benzoyl)tartaric anhydride: Unusual findings in tartaric acid acylation". scheme or table. p. 1 - 12. Retrieved 2010/12/24.