CAS 15115-58-9 3-(2-Bromophenyl)propionic acid (HCID 316010)

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Basic information

CAS: 15115-58-9
Standard SMILES: O=C(O)CCc1ccccc1Br
InChIKey: AOACQJFIGWNQBC-UHFFFAOYSA-N
Molecular formula: C9H9BrO2
Average molar mass: 229.07 g/mol
Monoisotopic mass: 227.97859163

Names & identifiers

Preferred name: 3-(2-Bromophenyl)propionic acid
IUPAC: 3-(2-bromophenyl)propanoic acid
English name: 3-(2-Bromophenyl)propionic acid
Molecular formula: C9H9BrO2
Molecular weight: 229.07

Names & synonyms

3-(2-Bromophenyl)propionic acidDTXSID30311434RefChem:490749DTXCID00262560629-087-915115-58-93-(2-bromophenyl)propanoic acidBENZENEPROPANOIC ACID, 2-BROMO-MFCD01310791SCHEMBL7573AB3202CS-W007510

Show more names

O-broMophenolpropionic acid2-bromobenzenepropionic acid3-(2-Bromophenyl)propionicaci2-BroMo-benzenepropanoic acidBenzenepropanoic acid,2-broMo-3-(2-Bromophenyl)propionicAcid>3-(2-Bromophenyl)propanoic acid 98%

NSC-2431893-(2-Bromophenyl)propionic acid, 97%3-(2-Bromophenyl)propionicacidBCP22392(r)-2-bromo-3-benzenepropanoic acidNSC243189FT-06020313-(bromophenyl)propionic acid

Database identifiers

CAS: 15115-58-9
PubChem CID: 316010
DTXSID: DTXSID30311434
EC Number: 629-087-9
Nikkaji: J2.537.293J

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 159

Physicochemical properties

Melting point: 98 · 98-102 °C (lit.)
Boiling point: 186 °C/15mmHg · 186°C/15mmHg(lit.)
Density: 1.531 · 1.531±0.06 g/cm3(Predicted)
refractive index: 1.579 · 1.579
Flash point: 154 · 154.0±20.9 °C
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 4.6 · 4.60±0.10(Predicted)
color: White to Orange to Green
InChI: InChI=1S/C9H9BrO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4H,5-6H2,(H,11,12)
InChIKey: AOACQJFIGWNQBC-UHFFFAOYSA-N
SMILES: C1(CCC(O)=O)=CC=CC=C1Br
CAS DataBase Reference: 15115 · 15115-58-9(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (95.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (95.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
ridadr: 3261
hs_code: 29163990
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses3-(2-bromophenyl)propionic acid is an inexpensive and readily available raw material. The structure of the raw material itself is very similar to that of phenyllactic acid. If a hydroxyl group can be introduced at the α-position of its carboxylic acid branch, this would be a simple method for synthesizing tanshinone derivatives.

General Description3-(2-Bromophenyl)propionic acid is an important compound used as a pharmaceutical intermediate. It can be employed in the synthesis of compounds that reverse PD-1 resistance or macrolide compounds (MC4R agonists). The bromine atom and carboxyl group in its structure are key to the compound's high reactivity, facilitating the synthesis of other, more complex active molecules.