1,3,5-Tribromoadamantane

Base Information

• Chemical Name: 1,3,5-Tribromoadamantane
• CAS No.: 707-34-6
• Molecular Formula: C10H13Br3
• Molecular Weight: 372.925
• Hs Code.: 2903890090
• DSSTox Substance ID: DTXSID20360850
• Nikkaji Number: J1.681.724D
• Wikidata: Q72509877
• Mol file: 707-34-6.mol

Synonyms:1,3,5-tribromoadamantane;707-34-6;CDS1_000073;Maybridge1_002361;Tricyclo[3.3.1.13,7]decane, 1,3,5-tribromo-;DivK1c_001113;SCHEMBL469783;C10H13Br3;HMS548D07;DTXSID20360850;WZCLLQRZXWUEOP-UHFFFAOYSA-N;MFCD00167847;STK366105;AKOS001025129;DS-4776;C76257;1,3,5-tribromotricyclo[3.3.1.1~3,7~]decane;A866553;1,5,7-Tribromoadamantane;1,3,5-Tribromadamantan;1,3,5-tribromo adamantane

Chemical Property of 1,3,5-Tribromoadamantane

Chemical Property:

• Melting Point: 126-127℃ (hexane )
• Boiling Point: 329.0±22.0 °C(Predicted)
• PSA: 0.00000
• Density: 2.235±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 4.38510
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 371.85469
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

98%Min ^*data from raw suppliers

1,3,5-Tribromoadamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1(CC(C2)(C3)Br)Br)Br
• Uses: 1,3,5-Tribromoadamantane is an brominated impurity of Memantine (M218000), an antiparkinsonian and antispasmodic agent.

Technology Process of 1,3,5-Tribromoadamantane

There total 5 articles about 1,3,5-Tribromoadamantane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

adamantane (281-23-2) → 1,3,5-tribromoadamantane (707-34-6)

Guidance literature:

With bromine; iron; at 65 ℃; for 24h;

DOI:10.1002/anie.202012504

Reference yield: 28.0%

(3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene (2825-83-4) → 2,5,7-Tribromoadamantane (28558-18-1) + 1,2,3,5,6,7-hexabromnaphthalin (33649-67-1) + 1,3,5-tribromoadamantane (707-34-6)

Guidance literature:

With aluminum tri-bromide; bromine; Yields of byproduct given; 1.) -12 deg C, 5 h, 2.) -7 deg C, 48 h;

DOI:10.1021/jo00080a012

Reference yield:

(3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene (2825-83-4) → 1,3,5-tribromoadamantane (707-34-6)

Guidance literature:

With aluminum tri-bromide; bromine;

DOI:10.1016/S0040-4020(01)91642-4

upstream raw materials:

adamantane

(3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene

Downstream raw materials:

1,3,5,7-tetrabromoadamantane

Refernces

• 1、 Guo, Xiuxiu,Lin, En,Gao, Jia,Mao, Tianhui,Yan, Dong,Cheng, Peng,Ma, Shengqian,Chen, Yao,Zhang, Zhenjie. "Rational Construction of Borromean Linked Crystalline Organic Polymers". . p. 2974 - 2979. Retrieved 2021.
• 2、 Pathak, Richa,Marx, Andreas. "An adamantane-based building block for DNA networks". scheme or table. p. 1450 - 1455. Retrieved 2012/07/03.