[Bromo(dideuterio)methyl]benzene

Base Information

• Chemical Name: [Bromo(dideuterio)methyl]benzene
• CAS No.: 51271-29-5
• Molecular Formula: C7H5BrD2
• Molecular Weight: 173.021
• European Community (EC) Number: 664-061-0
• DSSTox Substance ID: DTXSID70480951
• Wikidata: Q82316115
• Mol file: 51271-29-5.mol

Synonyms:51271-29-5;[bromo(dideuterio)methyl]benzene;benzyl-alpha,alpha-d2 bromide;[Bromo(~2~H_2_)methyl]benzene;Deuterated benzyl bromide;[bromo(?H?)methyl]benzene;Benzyl bromide-alpha,alpha-d2;SCHEMBL541828;DTXSID70480951;Benzyl bromide- alpha , alpha -d2;Benzyl bromide-alpha,alpha-d2, 98 atom % D;D99472

Chemical Property of [Bromo(dideuterio)methyl]benzene

Chemical Property:

• Melting Point: −3-−1 °C(lit.)
• Refractive Index: n20/D 1.575(lit.)
• Boiling Point: 198-199 °C(lit.)
• Flash Point: 188 °F
• PSA: 0.00000
• Density: 1.455 g/mL at 25 °C
• LogP: 2.58150
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 171.98567
• Heavy Atom Count: 8
• Complexity: 55.4

Purity/Quality:

98.5% ^*data from raw suppliers

Benzyl bromide-α,α-d2 98 atom % D ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CBr
• Isomeric SMILES: [2H]C([2H])(C1=CC=CC=C1)Br
• Uses: Benzyl-alpha,alpha-d2 Bromide (CAS# 51271-29-5) is a useful isotopically labeled research compound.

Technology Process of [Bromo(dideuterio)methyl]benzene

There total 19 articles about [Bromo(dideuterio)methyl]benzene 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: 74.3%

2,2-dideuterio-2-phenyl-acetic acid (1076-07-9) → [1',1'-2H2]benzyl bromide (51271-29-5)

Guidance literature:

With lead(IV) acetate; potassium bromide; In benzene; 1) RT, 1 h 2) reflux, 1 h;

DOI:10.1016/S0008-6215(00)90747-X

Reference yield:

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → [1',1'-2H2]benzyl bromide (51271-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlD₄ / diethyl ether

2: PBr₃ / CH₂Cl₂ / 3 h / -20 - -10 °C

With lithium aluminium deuteride; phosphorus tribromide; In diethyl ether; dichloromethane;

DOI:10.1021/ja00250a028

Reference yield:

benzoic acid ethyl ester (93-89-0,99341-95-4) → [1',1'-2H2]benzyl bromide (51271-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlD₄

2: HBr

With lithium aluminium deuteride; hydrogen bromide;

DOI:10.1007/BF00699953

upstream raw materials:

toluene-d₂

toluene-d3

2,2-dideuterio-2-phenyl-acetic acid

acetophenone

Downstream raw materials:

5,5-Dideutero-5-phenyl-2-pentanol

Dibenzyl-α,α-d₂-dimethylammonium bromide

C₃₆H₃₁⁽²⁾H₈NO₆

C₂₈H₂₆⁽²⁾H₄O₆

Refernces

• 1、 Kallitsakis, Michael G.,Gioftsidou, Dimitra K.,Tzani, Marina A.,Angaridis, Panagiotis A.,Terzidis, Michael A.,Lykakis, Ioannis N.. "Selective C-H Allylic Oxygenation of Cycloalkenes and Terpenoids Photosensitized by [Cu(Xantphos)(neoc)]BF4". . p. 13503 - 13513. Retrieved 2021/09/13.
• 2、 Senoo, Masato,Furukawa, Ayana,Hata, Takeshi,Urabe, Hirokazu. "Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds". . p. 890 - 895. Retrieved 2016/01/16.