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| CAS No.: | 1464-53-5 |
|---|---|
| Name: | 1,3-BUTADIENE DIEPOXIDE |
| Article Data: | 28 |
| Molecular Structure: | |
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|
|
| Formula: | C4H6 O2 |
| Molecular Weight: | 86.0904 |
| Synonyms: | Butane,1,2:3,4-diepoxy- (6CI,8CI);1,1'-Bi[ethylene oxide];1,2:3,4-Diepoxybutane;1,3-Butadiene diepoxide;Bioxirane;Butadiene diepoxide;Butadiene dioxide;Butane diepoxide;Diepoxybutane;Dioxybutadiene;NSC 629; |
| EINECS: | 215-979-1 |
| Density: | 1.751g/cm3 |
| Melting Point: |
2-4 °C(lit.) |
| Boiling Point: |
56-58 °C25 mm Hg(lit.) |
| Flash Point: | 40°C |
| Solubility: | Soluble in water (1000 g/L). |
| Appearance: | clear colorless to very slightly yellow liquid |
| Hazard Symbols: |
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| Risk Codes: | 45-46-24/25-26-34 |
| Safety: | Confirmed carcinogen with experimental tumorigenic data. Poison by ingestion, inhalation, skin contact, and intraperitoneal routes. Human mutation data reported. A severe skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. |
| Transport Information: | UN 3384 6.1/PG 1 |
| PSA: | 25.06000 |
| LogP: | -0.21600 |
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- 1464-53-5
rac-1,2,3,4-diepoxybutane
| Conditions | Yield |
|---|---|
| With potassium hydroxide In diethyl ether; water at 20℃; for 1h; | 97% |
| Conditions | Yield |
|---|---|
| Stage #1: meso-erythritol With pyridine; p-toluenesulfonyl chloride at 3 - 7℃; for 16h; Stage #2: With potassium hydroxide In dichloromethane for 2.5h; | A 37% B n/a |
| Conditions | Yield |
|---|---|
| With Perbenzoic acid; chloroform | |
| With manganese(II) sulfate; dihydrogen peroxide; sodium oxalate; oxalic acid; N,N',N''-trimethyl-1,4,7-triazacyclononane In acetonitrile at 4.9℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
| With 3,3-dimethyldioxirane In acetone at -15℃; for 2.5h; Title compound not separated from byproducts; |
| Conditions | Yield |
|---|---|
| With potassium hydroxide; diethyl ether dianhydride of inactive cleavable erythritol; |
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 1464-53-5
rac-1,2,3,4-diepoxybutane
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| With rongalite; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; regioselective reaction; | 94% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide In tetrahydrofuran at -30℃; for 1h; | 93% |
| With copper(I) bromide In tetrahydrofuran at -30 - 0℃; for 2h; | 72% |
| Conditions | Yield |
|---|---|
| With rongalite; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; regioselective reaction; | 93% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide In diethyl ether at -30℃; for 1h; | 86% |
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Consensus Reports
NTP 10th Report on Carcinogens. EPA Extremely Hazardous Substances List. EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.
Specification
The 1,1'-Bi(ethylene oxide), with the cas registry number 1464-53-5, has its systematic name of 2-(oxiran-2-yl)oxirane. This is a kind of light yellow liquid. When store, it should be kept in the dry, cool, well-ventilated room with the temperature of 0-6°C, away from the food material. This chemical is mainly used in curing polymers ; crosslinking textile fibers and to prevent spoilage.
The characteristics of this chemical are as followings: (1)#H bond acceptors: 2 ; (2)#Freely Rotating Bonds: 1; (3)Polar Surface Area: 25.06; (4)Index of Refraction: 1.546; (5)Molar Refractivity: 19.7 cm3; (6)Molar Volume: 62.2 cm3; (7)Polarizability: 7.81× 10-24 cm3; (8)Surface Tension: 63.3 dyne/cm; (9)Density: 1.383 g/cm3; (10)Flash Point: 45.6 °C; (11)Enthalpy of Vaporization: 35.98 kJ/mol; (12)Boiling Point: 138 °C at 760 mmHg; (13)Vapour Pressure: 8.53 mmHg at 25°C.
You should be cautious while dealing with this chemical. For being a kind of toxic chemical, it is harmful if swallowed or by inhalation. Then it may at very low levels cause damage to health, and may even cause cancer and heritable genetic damage. Besides, it may cause burns. Therefore, you should take the following instructions. Avoid exposure - obtain special instructions before use, and if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Addtionally, the following datas could be converted inte the molecular structure:
(1)SMILES:C1OC1C2CO2
(2)InChI:InChI=1/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
(3)InChIKey:ZFIVKAOQEXOYFY-UHFFFAOYAG
Below are the toxicity information of this chemical:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 31mg/kg (31mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 559, 1957. | |
| mouse | LD50 | oral | 72mg/kg (72mg/kg) | Shell Chemical Company. Unpublished Report. Vol. -, Pg. 2, 1961. | |
| rabbit | LD50 | skin | 89uL/kg (0.089mL/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954. | |
| rat | LC50 | inhalation | 90ppm/4H (90ppm) | Shell Chemical Company. Unpublished Report. Vol. -, Pg. 2, 1961. | |
| rat | LD50 | oral | 78mg/kg (78mg/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954. |