Cinnamyl bromide

The Cinnamyl bromide, with the CAS registry number 4392-24-9, is also known as benzene, [(1E)-3-Bromo-1-propen-1-yl]-. It belongs to the product category of Pharmaceutical Intermediates. Its EINECS registry number is 224-511-5. This chemical's molecular formula is C₉H₉Br and molecular weight is 197.07. Its IUPAC name is called [(E)-3-bromoprop-1-enyl]benzene. This chemical is light yellow to beige cryst. low melting solid.

Physical properties of Cinnamyl bromide: (1)ACD/LogP: 3.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.29; (4)ACD/LogD (pH 7.4): 3.29; (5)ACD/BCF (pH 5.5): 186.06; (6)ACD/BCF (pH 7.4): 186.06; (7)ACD/KOC (pH 5.5): 1466.3; (8)ACD/KOC (pH 7.4): 1466.3; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.611; (13)Molar Refractivity: 49.87 cm³; (14)Molar Volume: 143.5 cm³; (15)Surface Tension: 40.5 dyne/cm; (16)Density: 1.372 g/cm³; (17)Flash Point: 105.2 °C; (18)Enthalpy of Vaporization: 43.08 kJ/mol; (19)Boiling Point: 212.8 °C at 760 mmHg; (20)Vapour Pressure: 0.247 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-phenyl-propenal. This reaction is a kind of Reduction//bromination. It will need reagent isoπnocampheyl-boron dibromide dimethylsulfide complex and solvent hexane. The reaction time is 3 hours with reaction temperature of 20 ℃. The yield is about 70%.

Uses of Cinnamyl bromide: it can be used to produce trans-cinnamyl-phenyl sulfone at temperature of 0 °C. This reaction will need reagent indium and solvent H₂O with reaction time of 4 hours. The yield is about 61%.

When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact. It may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C=CCBr
(2)Isomeric SMILES: C1=CC=C(C=C1)/C=C/CBr
(3)InChI: InChI=1S/C9H9Br/c10-8-4-7-9-5-2-1-3-6-9/h1-7H,8H2/b7-4+
(4)InChIKey: RUROFEVDCUGKHD-QPJJXVBHSA-N