Phenylethane Boronic Acid
Basic information
- CAS
34420-17-2- Standard SMILES
OB(O)CCc1ccccc1- InChIKey
VPRUMANMDWQMNF-UHFFFAOYSA-N- Molecular formula
- C8H11BO2
- Average molar mass
- 149.98 g/mol
- Monoisotopic mass
- 150.0852098
Names & identifiers
- Preferred name
- Phenylethane Boronic Acid
- IUPAC
- 2-phenylethylboronic acid
- English name
- Phenethylboronic acid
- Molecular formula
- C8H11BO2
- Molecular weight
- 149.98
Names & synonyms
Phenethylboronic acid34420-17-2Phenylethane boronic acidPEBABoronic acid, (2-phenylethyl)-DTXSID101880005U829XNV85RefChem:861730DTXCID001104912-phenylethylboronic acid2-Phenyl-1-ethylboronic acid(2-phenylethyl)boronic acid
Show more names
RARECHEM AH PB 0199Phenethylboronic aciPhenethylboranic acidPhenylethylboronic acidB-Phenethylboronic acid2-Phenylethylboronicaci
2-Phenylethyl-1-boronic acidMFCD01631226Phenylethaneboronic acidPhenethylboronicacid2-PHENYLETHANEBORONIC ACIDphenethyl boronic acid(2-phenylethyl)boranediol2-phenylethane boronic acid
Database identifiers
- CAS
34420-17-2- PubChem CID
- 65389
- DTXSID
DTXSID10188000- ChEMBL
CHEMBL20461- UNII
- 5U829XNV85
- EC Number
- 672-926-9
- Nikkaji
- J135.801D
Properties
Computed structural properties
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 100
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 76 · 76-81 °C (lit.)
- Boiling point
- 310.4 · 310.4±35.0 °C(Predicted)
- Density
- 1.077 · 1.077±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- form
- powder to crystal
- pka
- 10.12 · 10.12±0.43(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C8H11BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5,10-11H,6-7H2
- InChIKey
- VPRUMANMDWQMNF-UHFFFAOYSA-N
- SMILES
- B(CCC1=CC=CC=C1)(O)O
- CAS DataBase Reference
- 34420 · 34420-17-2(CAS DataBase Reference)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2931900090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
UsesPhenethylboronic acid is a good inhibitor of chymotrypsin.
Uses2-Phenylethylboronic acid is used as a reactant in Suzuki-Miyaura cross-coupling reactions, reactions with α-diazocarbonyl compounds, C-H functionalization of quinones, cross-coupling with aromatic amines and arylation & alkylation of diphenylisoxazole. It has been also used as reactant in studies of the stability of boronic esters to hydrolysis.
UsesReactant involved in:• ;Suzuki-Miyaura cross-coupling reactions1• ;Reactions with α-diazocarbonyl compounds2• ;C-H functionalization of quinones3• ;Cross-coupling with aromatic amines4• ;Arylation and alkylation of diphenylisoxazole5Reactant used in studies of the stability of boronic esters to hydrolysis6
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
5 records
Compound notes
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