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Diethylstilbestrol

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Name

Diethylstilbestrol

EINECS 200-278-5
CAS No. 56-53-1 Density 1.107 g/cm3
PSA 40.46000 LogP 4.82860
Solubility practically insoluble in water Melting Point 170-172 °C(lit.)
Formula C18H20O2 Boiling Point 407.1 °C at 760 mmHg
Molecular Weight 268.356 Flash Point 186.9 °C
Transport Information UN 3077 9/PG 3 Appearance White solid
Safety 53-36/37/39-45-60-61 Risk Codes 45-61-36/37/38-51/53-40
Molecular Structure Molecular Structure of 56-53-1 (Diethylstilbestrol) Hazard Symbols ToxicT, DangerousN
Synonyms

4,4'-Stilbenediol,a,a'-diethyl-, (E)- (8CI);4,4'-Stilbenediol, a,a'-diethyl-, trans- (4CI);Phenol, 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-,(E)-;(E)-3,4-Bis(4-hydroxyphenyl)-3-hexene;(E)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol;(E)-Diethylstilbestrol;4,4'-Dihydroxy-a,b-diethylstilbene;4,4'-Dihydroxydiethylstilbene;Agostilben;Antigestil;Bertrol;Bio-des;Bufon;Comestrol;Cyren;Cyren A;DEB;DES;DES (synthetic estrogen);Dawe's destrol;Di-Estryl;Diethylstilbestrol;Distilbene;Domestrol;Estrobene;Estromenin;Estrosyn;Fonatol;Hi-Bestrol;Microest;Milestrol;NSC 3070;Oestromensyl;Palestrol;Serral;Sexocretin;Sibol;Stilbetin;Stilboefral;Stilboestrol;Synthoestrin;Synthofolin;Syntofolin;trans-4,4'-Dihydroxy-a,b-diethylstilbene;trans-Diethylstilbestrol;trans-a,a'-Diethyl-4,4'-stilbenediol;a,a'-Diethyl-4,4'-stilbenediol;a,a'-Diethylstilbenediol;

Article Data 46

Diethylstilbestrol Synthetic route

130-79-0

Diethylstilbestrol dimethyl ether

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
Stage #1: Diethylstilbestrol dimethyl ether With boron tribromide In dichloromethane at -78 - 20℃; for 2h; Inert atmosphere;
Stage #2: With water In dichloromethane at 0℃; for 0.5h;
63%
With boron tribromide-dimethyl sulfide complex In 1,2-dichloro-ethane at 83.5℃; for 576h;50.2%
With potassium hydroxide; Dipropylene glycol at 215 - 235℃;
70-70-2

4-hydroxypropiophenone

A

56-53-1

diethylstilbestrol

B

7507-01-9

3,4-bis(4-hydroxyphenyl)-3,4-hexanediol

C

22610-99-7

cis-3,4-Bis(p-hydroxyphenyl)-3-hexene

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yield given;A n/a
B 27%
C n/a
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yields of byproduct given;A n/a
B 27%
C n/a
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yield given. Title compound not separated from byproducts;A n/a
B 27%
C n/a
10467-10-4

ethylmagnesium iodide

70244-10-9

4.4'-diethoxy-α.α'-diethyl-trans-stilbene

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 190 - 200℃;
10467-10-4

ethylmagnesium iodide

130-79-0

Diethylstilbestrol dimethyl ether

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 180 - 190℃;
at 180 - 190℃;
10467-10-4

ethylmagnesium iodide

4.4'-dipropyloxy-α.α'-diethyl-trans-stilbene

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 190 - 200℃;
10467-10-4

ethylmagnesium iodide

4.4'-dibutyloxy-α.α'-diethyl-trans-stilbene

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 190 - 200℃;
917-64-6

methyl magnesium iodide

130-79-0

Diethylstilbestrol dimethyl ether

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 170 - 175℃;
at 170 - 175℃;
at 170 - 175℃;
at 170 - 175℃;
64-17-5

ethanol

22610-99-7

cis-3,4-Bis(p-hydroxyphenyl)-3-hexene

56-53-1

diethylstilbestrol

130-79-0

Diethylstilbestrol dimethyl ether

phenylmagnesium bromide

56-53-1

diethylstilbestrol

Conditions
ConditionsYield
at 220℃;
at 220℃;
130-79-0

Diethylstilbestrol dimethyl ether

A

56-53-1

diethylstilbestrol

B

18839-90-2

(E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol

Conditions
ConditionsYield
With potassium hydroxide; ethoxyethoxyethanol

Diethylstilbestrol Chemical Properties

The Molecular formula of  Diethylstilbestrol(56-53-1): C18H20O2
The Molecular Weight of  Diethylstilbestrol(56-53-1): 268.35
Molecular Structure : 
EINECS: 200-278-5
Melting point: 170-172 °C(lit.)
storage temp.: 0-6°C
solubility  methanol: 0.1 g/mL, clear, faintly yellow
Water Solubility: PRACTICALLY INSOLUBLE
Synonyms: LABOTEST-BB LT00233101;ALPHA,ALPHA'-DIETHYL-(E)-4,4'-STILBENEDIOL;DOMESTROL;GRAFESTROL;ESTROSYN;DIETHYLSTILBESTEROL;FONATOL;ALPHA;

Diethylstilbestrol Uses

Diethylstilbestrol(56-53-1) is a kind of  hormone class medicine.

Diethylstilbestrol Toxicity Data With Reference

The TOXICITY of 
1.human TDLo skin 60ug/kg/14D (0.06mg/kg)
  Effect: SKIN AND APPENDAGES (SKIN): BREAST: OTHER
  American Industrial Hygiene Association Journal. Vol. 20, Pg. 469, 1959.
2.mouse LD50 intraperitoneal 538mg/kg (538mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
3.mouse LD50 intravenous 300mg/kg (300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 666, 1968.
4.mouse LD50 oral > 3gm/kg (3000mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
5.mouse LDLo subcutaneous 500mg/kg (500mg/kg)   Klinische Wochenscrift. Vol. 18, Pg. 156, 1939.
6.rat LD50 intraperitoneal 34mg/kg (34mg/kg)   Toxicology and Applied Pharmacology. Vol. 24, Pg. 142, 1973.
7.rat LD50 oral > 3gm/kg (3000mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
8.women TDLo oral 375ug/kg/30D- (0.375mg/kg)
  Effect: BEHAVIORAL: TOXIC PSYCHOSIS,BEHAVIORAL: EXCITEMENT
  American Journal of Psychiatry. Vol. 151, Pg. 1246, 1994.

Diethylstilbestrol Safety Profile

The Hazard Codes of Diethylstilbestrol(56-53-1):   T,  N
HazardClass: 6.1(b)
The Risk Statements information of Diethylstilbestrol(56-53-1):
40:  Limited evidence of a carcinogenic effect 
45:  May cause cancer 
61:  May cause harm to the unborn child 
36/37/38:  Irritating to eyes, respiratory system and skin 
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
The Safety Statements information of Diethylstilbestrol(56-53-1):
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
53:  Avoid exposure - obtain special instruction before use 
60:  This material and/or its container must be disposed of as hazardous waste 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: WJ5600000
F: 10
PackingGroup: III
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