beta-Chloralose

Base Information

• Chemical Name: beta-Chloralose
• CAS No.: 15879-93-3
• Molecular Formula: C8H11Cl3O6
• Molecular Weight: 309.531
• Hs Code.: 29400090
• European Community (EC) Number: 240-429-2
• UNII: 7CUN2U7N0Q
• DSSTox Substance ID: DTXSID4046575
• Nikkaji Number: J3.780J
• Wikidata: Q27268085
• Mol file: 15879-93-3.mol

Synonyms:alpha Chloralose;alpha-Chloralose;Anhydroglucochloral;beta Chloralose;beta-Chloralose;Chloralose;Glucochloral;Glucochloralose

Chemical Property of beta-Chloralose

Chemical Property:

• Appearance/Colour: needle-like crystals or powder
• Vapor Pressure: 2.75E-12mmHg at 25°C
• Melting Point: 178-182 °C
• Refractive Index: 1.586
• Boiling Point: 504.4 °C at 760 mmHg
• PKA: 12.89±0.60(Predicted)
• Flash Point: 258.9 °C
• PSA: 88.38000
• Density: 1.773 g/cm³
• LogP: -0.46290
• Solubility.: ethanol: 10 mg/mL or yellow-brown, clear to slightly hazy,
• Water Solubility.: 0.44 g/100 mL (15 ºC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 307.962121
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

98% ^*data from raw suppliers

a-Chloralose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/22-20/21/22
• Safety Statements: 16-24/25-28-28A-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C1C(C2C(O1)OC(O2)C(Cl)(Cl)Cl)O)O)O
• Isomeric SMILES: C([C@H]([C@@H]1[C@@H]([C@@H]2[C@H](O1)O[C@H](O2)C(Cl)(Cl)Cl)O)O)O
• Description: Chloralose, (R)-1,2-O-(2,2,2-trichloroethylidene)- α-D-glucofuranose, is a crystalline powder which is soluble in water, fairly soluble in alcohol, diethyl ether, glacial acetic acid, sparingly soluble in chloroform, practically insoluble in petroleum ether.Chloralose is produced by reaction of glucose with waterfree chloral under heating (21).
• Uses: Coating seeds to protect them from birds. It has been employed widely as an animal anesthetic in the laboratory setting. alpha-chloralose is a true anesthetic or an immobilizing agent with sedative-hypnotic properties has important implications. Canada geese (Branta canadensis) and blue geese (Chen caerulescens) were caught with alpha-chloralose, an oral hypnotic administered on bait. Wild turkeys (Meleagris gallopavo) were captured with alpha-chloralose, an oral anesthetic. Chloralose is used for the control of rodents, particularly mice, and as a bird repellent and a bird narcotic.

Technology Process of beta-Chloralose

There total 9 articles about beta-Chloralose 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: 75.0%

D-Galactose (59-23-4) + chloral (75-87-6) → 1,2-O-[(S)-2,2,2-trichloroethane-1,1-diyl]-α-D-galactofuranose (15879-93-3,16376-36-6,16597-67-4,39598-39-5,68852-14-2,88034-63-3)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.1080/07328303.2011.624285

Reference yield: 52.0%

D-Galactose (10257-28-0) + chloral (75-87-6) → 1,2-O-[(S)-2,2,2-trichloroethane-1,1-diyl]-α-D-galactofuranose (15879-93-3,16376-36-6,16597-67-4,39598-39-5,68852-14-2,88034-63-3)

Guidance literature:

With sulfuric acid; In chloroform; Heating;

DOI:10.1016/0008-6215(83)88390-6

Reference yield:

chloral hydrate (302-17-0) + D-glucose (50-99-7) → α-chloralose (15879-93-3)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01333a035 DOI:10.1021/ja01377a022 DOI:10.1021/ja01289a048

upstream raw materials:

sulfuric acid

chloral

levoglucosan

chloral hydrate

Downstream raw materials:

O³-methyl-D-lyxo-6-deoxy-[2]hexosulose-bis-phenylhydrazone

3-Hydroxy-3-methyl-2-butanone

5,6-O-isopropylidene-3-O-tosyl-1,2-O-trichloroethylidene-α-D-glucofuranose

Acetic acid (3aR,5S,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trichloromethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Refernces

• 1、 Coles et al.. "-". . p. 519,522. Retrieved 1929.
• 2、 Freudenberg,Vajda. "-". . p. 1955,1957. Retrieved 1937.
• 3、 Koek, Goekhan,Salman, Yesim Guel. "A convenient synthesis of a cardiac sugar: "D-digitalose"". experimental part. p. 1 - 9. Retrieved 2012/07/02.
• 4、 Anil, Hueseyin,Yueceer, Levent,Yueceer, Tamara. "1,2-O-Trichloroethylidene-α-D-galactofuranose". . p. 153 - 156. Retrieved 2007/10/02.