CIS-1-BROMO-1-PROPENE manufacturers
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| | CIS-1-BROMO-1-PROPENE Basic information |
| | CIS-1-BROMO-1-PROPENE Chemical Properties |
| Melting point | -113°C | | Boiling point | 58 °C(lit.) | | density | 1.423 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.4545(lit.) | | Fp | <−30 °F | | solubility | soluble in Chloroform | | form | Oil | | color | Colourless | | Sensitive | Light Sensitive | | Stability: | Light Sensitive, Volatile | | InChI | 1S/C3H5Br/c1-2-3-4/h2-3H,1H3/b3-2- | | InChIKey | NNQDMQVWOWCVEM-IHWYPQMZSA-N | | SMILES | C\C=C/Br | | CAS DataBase Reference | 590-13-6 |
| Hazard Codes | F,Xi | | Risk Statements | 11-36/37/38 | | Safety Statements | 16-26-36/37/39 | | RIDADR | UN 1993 3/PG 2 | | WGK Germany | 3 | | HazardClass | 3 | | PackingGroup | II | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Eye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2
STOT SE 3 |
| | CIS-1-BROMO-1-PROPENE Usage And Synthesis |
| Uses | cis-1-Bromo-1-propene is generally used as a reactant in organic synthesis. | | Application | Used as a precursor for (E)- or (Z)-1-propenyllithium and 1-propenylmagnesium bromide, and a reagent for electrophilic propenylation.
| | General Description | cis-1-Bromo-1-propene is an aliphatic olefin. Oxidation of cis-1-bromo-1-propene by toluene dioxygenase has been reported. | | Synthesis | (Z)- and (E)-1-propenyl bromides can be obtained through spinning band distillation of the commercially available mixture of isomers (Z/E = 70/30). However, the (E)-isomer can only be obtained with difficulty due to thermal isomerization to the (Z)-isomer. Pure (Z)-1-propenyl bromide can be prepared by bromination of (E)-crotonic acid followed by bromodecarboxylation of the resulting erythro-2,3-dibromobutanoic acid in the presence of Triethylamine or Diisopropylethylamine at 40 °C (eq 1). (E)-1-Propenyl bromide can be obtained in 98% purity by treatment of the commercially available mixture of isomers (Z/E = 70/30) with Sodium Hydroxide in n-BuOH at reflux until no (Z)-1-propenyl bromide is detected by GLC.
 | | storage | Stored in a refrigerator to inhibit thermal and acid-catalyzed isomerization. Avoid breathing
vapor and contact with skin and eyes. Use in a fume hood. |
| | CIS-1-BROMO-1-PROPENE Preparation Products And Raw materials |
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