3-Bromo-2,2-dimethylpropanoic acid

Base Information

• Chemical Name: 3-Bromo-2,2-dimethylpropanoic acid
• CAS No.: 2843-17-6
• Molecular Formula: C5H9 Br O2
• Molecular Weight: 181.029
• Hs Code.: 2915900090
• European Community (EC) Number: 629-547-9
• NSC Number: 115937
• DSSTox Substance ID: DTXSID50297428
• Nikkaji Number: J1.177.289G
• Wikidata: Q82038517
• Mol file: 2843-17-6.mol

Synonyms:3-bromo-2,2-dimethylpropanoic acid;2843-17-6;3-Bromo-2,2-dimethylpropionic acid;bromopivalic acid;Propanoic acid, 3-bromo-2,2-dimethyl-;3-bromo-2,2-dimethyl-propionic acid;MFCD00055490;NSC115937;beta-Bromopivalic acid;3-BROMO-2,2-DIMETHYLPROPIONICACID;SCHEMBL314782;DTXSID50297428;2,2-dimethyl-3-bromopropionic acid;AC8762;AKOS006343702;3-bromo-2,2-di methyl Propanoic acid;NSC 115937;NSC-115937;BS-12967;SY139625;CS-0308255;FT-0714587;EN300-112728;AQ-917/42754027;J-017067

Chemical Property of 3-Bromo-2,2-dimethylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.0247mmHg at 25°C
• Melting Point: 48-50 °C
• Boiling Point: 229.5°Cat760mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 92.6°C
• PSA: 37.30000
• Density: 1.522g/cm³
• LogP: 1.49210
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 98.6

Purity/Quality:

95-99% ^*data from raw suppliers

BromopivalicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CBr)C(=O)O
• Uses: Bromopivalic Acid is a useful reagent in amidation with sulfoximine.

Technology Process of 3-Bromo-2,2-dimethylpropanoic acid

There total 8 articles about 3-Bromo-2,2-dimethylpropanoic acid 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: 100.0%

3-bromo-2,2-dimethyl-propan-1-ol (40894-00-6) → 3-bromo-2,2-dimethylpropionic acid (2843-17-6)

Guidance literature:

With nitric acid; for 0.333333h; Ambient temperature; sonication;

DOI:10.1016/S0040-4039(00)97560-9

Reference yield: 80.0%

Trimethylacetic acid (75-98-9) → 3-bromo-2,2-dimethylpropionic acid (2843-17-6)

Guidance literature:

With hydrogenchloride; potassium bromide; sodium nitrite; In chloroform; water; at 40 ℃; for 24h; under 760.051 Torr; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.8b02208

Reference yield: 66.0%

3-Hydroxy-2,2-dimethylpropanoic acid (4835-90-9) → 3-bromo-2,2-dimethylpropionic acid (2843-17-6)

Guidance literature:

With hydrogen bromide; In water; at 100 ℃; for 19h;

upstream raw materials:

3-Hydroxy-2,2-dimethylpropanoic acid

pivalolactone

3-bromo-2,2-dimethyl-propan-1-ol

hydrogen bromide

Downstream raw materials:

3-bromo-2,2-dimethyl-propionic acid 4-allyl-3-oxo-cyclohex-1-enyl ester

methyl (3-bromo-2,2-dimethyl) propionate

2,2-dimethyl-3-mercaptopropanoic acid

3-[(4-amino-6-{7-chloro-3-oxatricyclo[7.3.1.0^5,13]trideca-1⁽¹³⁾,5,7,9,11-pentaen-8-yl}-1,3,5-triazin-2-yl)sulfanyl]-2,2-dimethylpropanoic acid

Refernces

• 1、 Blondeau,P. et al.. "-". . p. 3866 - 3876. Retrieved 1971.
• 2、 Zhao, Mengdi,Lu, Wenjun. "Catalytic Bromination of Alkyl sp3C-H Bonds with KBr/Air under Visible Light". supporting information. p. 5264 - 5267. Retrieved 2018/09/12.