29038-91-3

Basic information

• Product Name: 1,2-dichloroadamantane
• Synonyms: 1,2-dichloroadamantane
• CAS NO: 29038-91-3
• Molecular Weight: 205.127
• Mol File: 29038-91-3.mol

Chemical Properties

• CAS DataBase Reference: 1,2-dichloroadamantane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dichloroadamantane(29038-91-3)
• EPA Substance Registry System: 1,2-dichloroadamantane(29038-91-3)

Safety Data

• Hazardous Substances Data: 29038-91-3(Hazardous Substances Data)

Upstream product

• 281-23-2 adamantane 

Downstream Products

• 60509-83-3 (adamantan-1-yl)diphenylphosphine oxide 
• 64435-39-8 2-adamantyldiphenylphosphine oxide 
• 126683-86-1 Adamantan-2-yl-diphenyl-phosphane 
• 163311-93-1 (1-adamantyl)diphenylphosphine 

Relevant articles and documents

METHOD FOR PRODUCING HALOGENATED ADAMANTANES

PROBLEM TO BE SOLVED: To provide a method for producing a high-purity halogenated adamantanes having a small content of an impurity having halogens at the different positions and in the different proportions from those of the objective material. SOLUTION: The method for producing the halogenated adamantanes comprises using adamantanols having at least one hydroxy group bonded to an adamantane ring as a raw material, and mixing and reacting the adamantanols with a halosulfonic acid. The hydroxy groups possessed by the adamantanols are substituted with halogen atoms to provide the corresponding halogenated adamantanes. The control of the halogenated positions and the number thereof is very easy because the hydroxy groups are preferentially substituted with the halogen atoms by the method compared to the case in which the adamantane having no hydroxy group is used as the raw material and the hydrogen atom is substituted so as to be halogenated. As a result, the high-purity halogenated adamantanes having the low content of the impurities, especially the halogenated adamantanes except the objective material are obtained by using the high-purity adamantanols as the raw material in the method.

Preparative catalytic chlorination of adamantane, cyclohexane, and hexane in the system tetrachloromethane-MX2(PPh3)2 (MX2 = PdBr2, PtCl2)-acetonitrile-potassium carbonate

Heating of saturated hydrocarbons RH (cyclohexane, adamantane, and hexane) with tetrachloromethane in the presence of acetonitrile, potassium carbonate, and catalytic amounts of dihalide triphenylphosphine complexes of palladium(II) or platinum(II), MX2(PPh)2 (MX2 = PdBr2, PtCi2), for 6-8 h at 120°C yields monochlorinated derivatives of the respective hydrocarbons in 30-55% yield. Benzene, toluene, ethylbenzene, and tetramethylsilane show low reactivity under the conditions adopted for the reaction. Relative reactivity of various bond types C-H of alkanes is in agreement with the well known sequence: tertiary > secondary > primary. A scheme is proposed assuming trichloromethyl radicals as active species, and the catalyst function consists in activating C-C1 bond of the tetrachloromethane.