1-Bromoadamantane

1-Bromoadamantane.svg 100px 1-Bromoadamantane 1-Adamantyl bromide, adamantane, 1-bromo-, adamantyl bromide, tricyclo[3.3.1.1(3,7)]decane, 1-bromo- 768-90-1 correct CAS correct FDA GKV2KDH3R5 79106 C1C2CC3CC1CC(C2)(C3)Br 1098857 230-777-3 71437 1/C10H15Br/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2 VQHPRVYDKRESCL-UHFFFAOYAL 1S/C10H15Br/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2 VQHPRVYDKRESCL-UHFFFAOYSA-N 10 15 1 Solid 117 C F 226 C F Insoluble 1 0 0 1-Bromoadamantane is the organobromine compound with the formula (CH2)6(CH)3CBr. A colorless solid, the compound is a derivative of adamantane with a bromine atom at one of the four equivalent methine positions. Reactions Although of no commercial value, 1-bromoadamantane has often been employed for testing methodology. Hydrolysis of this bromide gives the alcohol 1-hydroxyadamantane.10.1016/S0040-4039(01)82150-X Bromination of adamantane and bicyclo(2.2.2)octane with liquid bromine 1974 Ōsawa Eiji Tetrahedron Letters 15 115–117 It reacts with phenol to give para-adamantylphenol.The Chemistry of Phenols Zvi Rappoport PATAI'S Chemistry of Functional Groups Electrophilic reactions of phenols 10.1002/0470857277.ch9 2003 John Wiley & Sons V. Prakash Reddy. G. K. Surya Prakash 605–660 0471497371 Classified as a tertiary alkyl bromide, it is reluctant to form organometallic derivatives. With Rieke calcium however it forms the organocalcium derivative, which functions like a Grignard reagent.10.15227/orgsyn.072.0147 free 1995 72 147 Highly Reactive Calcium for the Preparation of Organocalcium Reagents: 1-Adamantyl Calcium Halides and Their Addition to Ketones: 1-(1-Adamantyl)cyclohexanol Reuben D. Rieke Tse-Chong Wu Loretta I. Rieke Organic Syntheses References Category:Organobromides Category:Adamantanes