2,3-Dibromo-3-phenylpropionic acid

Base Information

• Chemical Name: 2,3-Dibromo-3-phenylpropionic acid
• CAS No.: 6286-30-2
• Molecular Formula: C9H8Br2O2
• Molecular Weight: 307.969
• Hs Code.: 29163990
• European Community (EC) Number: 228-516-3
• NSC Number: 176177,10049
• DSSTox Substance ID: DTXSID10953396
• Nikkaji Number: J8.376C
• Mol file: 6286-30-2.mol

Synonyms:2,3-Dibromo-3-phenylpropionic acid;6286-30-2;2,3-Dibromo-3-phenylpropanoic acid;alpha,beta-Dibromohydrocinnamic acid;2,3-Dibromohydrocinnamic acid;Propionic acid, 2,3-dibromo-3-phenyl-;EINECS 228-516-3;NSC 10049;alpha,beta-Dibromobenzenepropanoic acid;BRN 2050283;.alpha.,.beta.-Dibromohydrocinnamic acid;a,ss-Dibromohydrocinnamic acid;AI3-18459;Benzenepropanoic acid, .alpha.,.beta.-dibromo-;MFCD00004208;Benzenepropanoic acid, alpha,beta-dibromo-;Hydrocinnamic acid, .alpha.,.beta.-dibromo-;HYDROCINNAMIC ACID, alpha,beta-DIBROMO-;2,3-Dibromo-3-phenylpropionic acid (Erythro);2-09-00-00344 (Beilstein Handbook Reference);31357-31-0;Cinnamic acid dibromide;SCHEMBL511309;DTXSID10953396;2,3-Dibromo-3-phenylpropanoicacid;Hydrocinnamic acid,.beta.-dibromo-;NSC10049;NSC-10049;NSC176177;STK286095;Benzenepropanoic acid,.beta.-dibromo-;AKOS001482347;FS-3865;NSC-176177;alpha , beta -Dibromohydrocinnamic acid;LS-77166;SY050361;alpha,beta-Dibromohydrocinnamic acid, >=99%;D2647;EU-0033643;FT-0609515;EN300-6504361;A834044;Benzenepropanoic acid, alpha,beta-dibromo- (9CI)

Chemical Property of 2,3-Dibromo-3-phenylpropionic acid

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Melting Point: 200 °C (dec. )(lit. )
• Boiling Point: 321.5 °C at 760 mmHg
• PKA: 2.21±0.11(Predicted)
• Flash Point: 148.3 °C
• PSA: 37.30000
• Density: 1.914 g/cm³
• LogP: 2.97070
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 307.88706
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

99.5% ^*data from raw suppliers

2,3-Dibromo-3-phenylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(C(=O)O)Br)Br
• Uses: α,β-Dibromohydrocinnamic acid (2,3-dibromo-3-phenylpropanoic acid) was used in one-pot synthesis of enynes via microwave irradiation.

Technology Process of 2,3-Dibromo-3-phenylpropionic acid

There total 50 articles about 2,3-Dibromo-3-phenylpropionic 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: 96.7%

(E)-3-phenylacrylic acid (140-10-3) → 2,3-dibromo-3-phenylpropanoic acid (6286-30-2)

Guidance literature:

With bromine; In tetrachloromethane;

Reference yield: 88.0%

Cinnamic acid (621-82-9) → 2,3-dibromo-3-phenylpropanoic acid (6286-30-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 20 - 45 ℃;

Reference yield:

benzaldehyde (100-52-7) → 2,3-dibromo-3-phenylpropanoic acid (6286-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: piperidine; pyridine / 10 h / 100 - 120 °C

1.2: Cooling

2.1: bromine / chloroform / 0 °C

With piperidine; pyridine; bromine; In chloroform;

DOI:10.1002/adsc.201100801

upstream raw materials:

chloroform

cis-cinnamic acid

Cinnamic acid

(E)-3-phenylacrylic acid

Downstream raw materials:

(Z)-2-bromo-3-phenylacrylic acid

Cinnamic acid

methyl 2,3-dibromo-3-phenylpropanoate

bromostyrene

Refernces

• 1、 Wang, Lei,Zhai, Lele,Chen, Jinyan,Gong, Yulin,Wang, Peng,Li, Huilin,She, Xuegong. "Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source". supporting information. p. 3177 - 3183. Retrieved 2022/02/23.
• 2、 Makley, Leah N.,Johnson, Oleta T.,Ghanakota, Phani,Rauch, Jennifer N.,Osborn, Delaney,Wu, Taia S.,Cierpicki, Tomasz,Carlson, Heather A.,Gestwicki, Jason E.. "Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods". . . Retrieved 2021/02/09.