1,9-Decadiene
- CAS NO.:1647-16-1
- Empirical Formula: C10H18
- Molecular Weight: 138.25
- MDL number: MFCD00008670
- EINECS: 216-711-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-15 19:00:21
What is 1,9-Decadiene?
Chemical properties
clear colorless to slightly yellow liquid
The Uses of 1,9-Decadiene
It is widely used in the manufacturers and suppliers of pharmaceuticals and intermediates in the preparation of fine chemicals. 1,9-decadiene is also used as a starting material in ADMET polymerizations .
General Description
1,9-Decadiene acts as comonomer and undergoes acyclic diene metathesis (ADMET) copolymerization with 1, 5-hexadiene to form random linear polybutadiene –polyoctenamer copolymers. It undergoes ADMET copolymerization with divinyltetraethoxydisiloxane to yield siloxylene–vinylene–alkenylene copolymer.
Synthesis
1,9-Decadiene is synthesised using 2-(oct-7-en-1-yl)oxirane as a raw material by chemical reaction. The specific synthesis steps are as follows:
General procedure: To a solution of Ni(acac)2 (25.7 mg, 0.1 mmol) in dry THF (3 mL) were successively added ethyl 3-phenylglycidate (192 mg, 1 mmol) and diethylzinc (2.4 mmol, 1.0 M hexane solution) via syringe under argon atmosphere. The mixture was stirred at ambient temperature for 48 h. The mixture was diluted with 30 mL of CH2Cl2 and washed with sat. NH4Cl aq. and then brine. The organic layer was dried over MgSO4 and concentrated in vacuo and the residual oil was subjected to column chromatography over silica gel (hexane/EtOAc = 4/1 v/v) to give 1,9-Decadiene (164 mg, 93%).
Properties of 1,9-Decadiene
Melting point: | -69.6°C (estimate) |
Boiling point: | 169 °C (lit.) |
Density | 0.75 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 107 °F |
storage temp. | Flammables area |
solubility | It is soluble in organic solvents. |
form | Liquid |
color | Colorless to Light yellow |
Specific Gravity | 0.75 |
explosive limit | 0.7%(V) |
BRN | 1697870 |
InChI | InChI=1S/C10H18/c1-3-5-7-9-10-8-6-4-2/h3-4H,1-2,5-10H2 |
CAS DataBase Reference | 1647-16-1(CAS DataBase Reference) |
EPA Substance Registry System | 1,9-Decadiene (1647-16-1) |
Safety information for 1,9-Decadiene
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Environment GHS09 |
GHS Hazard Statements |
H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H400:Hazardous to the aquatic environment, acute hazard |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P273:Avoid release to the environment. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,9-Decadiene
InChIKey | NLDGJRWPPOSWLC-UHFFFAOYSA-N |
SMILES | C=CCCCCCCC=C |
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