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alpha-Chloralose
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Name

alpha-Chloralose

 EINECS 240-016-7
CAS No. 15879-93-3 Density 1.773 g/cm3
PSA 88.38000 LogP -0.46290
Solubility 0.44 g/100 mL (15 °C) in water Melting Point 178-182 °C
Formula C8H11Cl3O6 Boiling Point 504.4 °C at 760 mmHg
Molecular Weight 309.531 Flash Point 258.9 °C
Transport Information UN 3249 Appearance needle-like crystals or powder
Safety 16-24/25-28-28A Risk Codes 20/22
Molecular Structure Molecular Structure of 15879-93-3 (alpha-Chloralose) Hazard Symbols HarmfulXn
Synonyms

Chloralose(6CI);Chloralose, a- (8CI);a-D-Glucofuranose,1,2-O-(2,2,2-trichloroethylidene)-, (R)-;AGC;AGC(carbohydrate);Alfa 4;Alpha 4;Alphakil;Anhydroglucochloral;Aphosal;Chloralosane;Dorcalm;Dulcidor;Glucochloral;Glucochloralose;Kalmettumsomniferum;Murex;Murex (carbohydrate);Somio;a-Chloralose;a-D-Chloralose;a-Monotrichloroethylidene-D-glucose;

Article Data 11

alpha-Chloralose Synthetic route

7664-93-9

sulfuric acid

75-87-6

chloral

498-07-7

levoglucosan

15879-93-3

α-chloralose

302-17-0

chloral hydrate

50-99-7

D-glucose

A

15879-93-3

α-chloralose

B

O1,O2-<(S)-2,2,2-trichloro-ethylidene>-α-D-glucofuranose; 4 O1,O2;O5,O6-bis-<2,2,2-trichloro-ethylidene>-α-D-glucofuranoses

O1,O2-<(S)-2,2,2-trichloro-ethylidene>-α-D-glucofuranose; 4 O1,O2;O5,O6-bis-<2,2,2-trichloro-ethylidene>-α-D-glucofuranoses

Conditions
ConditionsYield
With sulfuric acid

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

15879-93-3

α-chloralose

Conditions
ConditionsYield
With methanol; sodium methylate
39598-39-5

α-D-chloralose

15879-93-3

α-chloralose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: MeONa; MeOH
View Scheme
50-99-7

D-glucose

104-15-4

toluene-4-sulfonic acid

75-87-6

chloral

15879-93-3

α-chloralose

Conditions
ConditionsYield
In chloroform
15879-93-3

α-chloralose

C8H9Cl3O5

Conditions
ConditionsYield
With 4,4-dimethyl-5-methylene-1,3-dioxolan-2-one; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 25℃; for 24h;90%
77-76-9

2,2-dimethoxy-propane

15879-93-3

α-chloralose

5,6-O-isopropylidene-1,2-O-(R)-trichloroethylidene-α-D-glucofuranose

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 24h;84%
4437-80-3

4,4-dimethyl-5-methylene-1,3-dioxolan-2-one

15879-93-3

α-chloralose

C15H17Cl3O10

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide at 25℃; for 24h;80%
15879-93-3

α-chloralose

124595-32-0

(R)-1,2-O-(2,2,2-trichloroethylidene)-α-D-xylo-1,4-furanodialdose

Conditions
ConditionsYield
With sodium periodate In methanol; water at 20℃; for 2h;78%
With sodium periodate In methanol; water at 20℃; for 4h;76%
With periodic acid
With sodium periodate In methanol; water
15879-93-3

α-chloralose

187029-11-4

1,2-O-R-(2,2,2-trichloroethylidene)-α-D-glucofuranose 3,5,6-phosphite

Conditions
ConditionsYield
With hexaethylphosphorous triamide at 100 - 110℃; for 2h;74%

alpha-Chloralose Chemical Properties

Chemical Name: alpha-Chloralose
IUPAC NAME: (1R)-1-[(2R,3aR,5R,6S,6aR)-6-Hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
CAS No.: 15879-93-3
EINECS: 240-016-7
RTECS: FM9450000
RTECS Class: Agricultural Chemical and Pesticide ;  Tumorigen ;  Human Data
EC Class: Harmful
Molecular Formula: C8H11Cl3O6
Molecular Weight: 309.53 g/mol
Melting Point: 178-182 °C
Density: 1.773 g/cm3 
Flash Point: 258.9 °C
Boiling Point: 504.4 °C at 760 mmHg
Following is the structure of α-d-Glucochloralose (15879-93-3):


Product Categories about α-d-Glucochloralose (15879-93-3) are Biochemistry ; Glucose ; O-Substituted Sugars ; Sugars ; Dextrins、Sugar & Carbohydrates
The chemical synonymous of are (R)-1,2-O-(2,2,2-Trichloroethylidene)-alpha-D-glucofuranose ; 2-O-(2,2,2-Trichloroethylidene)-(R)-alpha-D-glucofuranos ; 2-O-(2,2,2-Trichloroethylidene)-(theta)-alpha-D-glucofuranos ; Alfamat ; Alpha-Chloralos ; Alphakil ; Aphosal ; Chloralosane

alpha-Chloralose Toxicity Data With Reference

1.    

orl-rat LDLo:400 mg/kg

     85ESA3    Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals. 9 (1976),260.
2.    

scu-rat LDLo:200 mg/kg

     27ZIAQ    Drug Dosages in Laboratory Animals-A Handbook C.D. Barnes andL.G. Eltherington,Berkeley, CA.: Univ. of California Press,1973,70.
3.    

orl-mus LD50:200 mg/kg

     FMCHA2    Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1991,C68.
4.    

ipr-mus LD50:175 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 21 (1971),1727.
5.    

orl-dog LD50:250 mg/kg

     RMVEAG    Recueil de Medecine Veterinaire. 154 (1978),137.
6.    

ipr-dog LDLo:400 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 3 (1897),191.
7.    

orl-cat LD50:250 mg/kg

     RMVEAG    Recueil de Medecine Veterinaire. 154 (1978),137.
8.    

ipr-cat LDLo:150 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 3 (1897),191.

alpha-Chloralose Consensus Reports

Reported in EPA TSCA Inventory.

alpha-Chloralose Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of Cl−.
Hazard Codes:
Xn: Harmful 
Risk Statements about α-d-Glucochloralose (15879-93-3):
R20/22 Harmful by inhalation and if swallowed.
Safety Statements about α-d-Glucochloralose (15879-93-3):
S16 Keep away from sources of ignition - No smoking. 
S24/25 Avoid contact with skin and eyes. 
S28A After contact with skin, wash immediately with plenty of water.
Attention:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Do not ingest or inhale.

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