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15879-93-3

Basic Information
CAS No.: 15879-93-3
Name: a-D-Glucofuranose,1,2-O-[(1R)-2,2,2-trichloroethylidene]-
Article Data: 11
Cas Database
Molecular Structure:
Molecular Structure of 15879-93-3 (a-D-Glucofuranose,1,2-O-[(1R)-2,2,2-trichloroethylidene]-)
Formula: C8H11Cl3O6
Molecular Weight: 309.531
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;
EINECS: 240-016-7
Density: 1.773 g/cm3
Melting Point: 178-182 °C
Boiling Point: 504.4 °C at 760 mmHg
Flash Point: 258.9 °C
Solubility: 0.44 g/100 mL (15 °C) in water
Appearance: needle-like crystals or powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/22
Safety: 16-24/25-28-28A
Transport Information: UN 3249
PSA: 88.38000
LogP: -0.46290
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%
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Chemistry

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

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.

Consensus Reports

Reported in EPA TSCA Inventory.

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.