Bromobenzene-d5

Base Information

• Chemical Name: Bromobenzene-d5
• CAS No.: 4165-57-5
• Molecular Formula: C6BrD5
• Molecular Weight: 161.97
• Hs Code.: 28459000
• European Community (EC) Number: 224-013-8
• DSSTox Substance ID: DTXSID50961874
• Nikkaji Number: J224.966I
• Wikidata: Q82943402
• Mol file: 4165-57-5.mol

Synonyms:Bromobenzene-d5;4165-57-5;Bromo(2H5)benzene;Benzene-d5, bromo-;1-bromo-2,3,4,5,6-pentadeuteriobenzene;Pentadeuterobromobenzene;EINECS 224-013-8;BROMOBENZENE-D5-D;Bromobenzene D5;MFCD00000056;C6BrD5;C6D5Br;C6-Br-D5;SCHEMBL762140;1-Bromo(~2~H_5_)benzene;DTXSID50961874;Bromobenzene-d5, 99.5 atom % D;AKOS015888356;Bromobenzene-d5, reagent grade, >=99 atom % D, >=99% (CP)

Chemical Property of Bromobenzene-d5

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 4.12mmHg at 25°C
• Refractive Index: n20/D 1.5585(lit.)
• Boiling Point: 154.2 °C at 760 mmHg
• Flash Point: 51.1 °C
• PSA: 0.00000
• Density: 1.534 g/cm³
• LogP: 2.44910
• Storage Temp.: Flammables area
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 160.98885
• Heavy Atom Count: 7
• Complexity: 46.1

Purity/Quality:

99%, ^*data from raw suppliers

Bromobenzene-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,F
• Hazard Codes: Xi,N,F
• Statements: 10-38-51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)Br
• Isomeric SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])Br)[2H])[2H]
• Uses: Bromobenzene-d5 can be used as a general reagent in palladium-catalyzed reactions and in the synthesis of Grignard reagents. The labeled version of bromobenzene , used as a general reagent in palladium-catalyzed reaction and in the synthesize of Grignard reagent.

Technology Process of Bromobenzene-d5

There total 8 articles about Bromobenzene-d5 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: 86.0%

benzene-d6 (1076-43-3) → bromobenzene-d5 (4165-57-5)

Guidance literature:

With sodium bromate; sulfuric acid; In water; at 0 - 20 ℃; for 11h;

DOI:10.1002/anie.201710049

Reference yield: 20.0%

benzene-d6 (1076-43-3) → bromobenzene-d5 (4165-57-5) + 1,4-dibromotetradeuterobenzene (4165-56-4)

Guidance literature:

With bromine; In pyridine;

DOI:10.1016/0584-8539(83)80001-4

Reference yield: 9.0%

4-bromo-1,1'-biphenyl (92-66-0) → bromobenzene-d5 (4165-57-5) + biphenyl-d10 (1486-01-7) + 4-bromo-2,3,5,6,2',3',4',5',6'-nonadeuterio-biphenyl (142475-00-1)

Guidance literature:

With Et₃Si⁺[CHB₁₁H₅Br₆]^-; hexadeuterobenzene; at 20 ℃; for 1h; Glovebox;

DOI:10.1021/jacs.2c00080

upstream raw materials:

benzene-d6

water

benzene

bromobenzene

Downstream raw materials:

biphenyl-d10

1,2-di(phenyl-d5)benzene

pentadeuterophenyl-phenyl-methanol

(<(2)H5>phenyl)diphenylmethane

Refernces

• 1、 He, Tao,Klare, Hendrik F. T.,Oestreich, Martin. "Perdeuteration of Deactivated Aryl Halides by H/D Exchange under Superelectrophile Catalysis". supporting information. p. 4734 - 4738. Retrieved 2022/03/27.
• 2、 Kramer, Morgan,Watts, David,Vedernikov, Andrei N.. "Catalytic deuteration of C(sp2)-H bonds of substituted (Hetero)arenes in a Pt(II) CNN-pincer complex/2,2,2Trifluoroethanol-d1 system: Effect of substituents on the reaction rate and selectivity". supporting information. p. 4102 - 4114. Retrieved 2020/11/30.