CAS 133730-34-4 2,4-Dimethoxybenzeneboronic acid (HCID 2734341)

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Basic information

CAS: 133730-34-4
Standard SMILES: COc1ccc(B(O)O)c(OC)c1
InChIKey: SQTUYFKNCCBFRR-UHFFFAOYSA-N
Molecular formula: C8H11BO4
Average molar mass: 181.98 g/mol
Monoisotopic mass: 182.07503923

Names & identifiers

Preferred name: 2,4-Dimethoxybenzeneboronic acid
IUPAC: (2,4-dimethoxyphenyl)boronic acid
English name: 2,4-Dimethoxybenzeneboronic acid
Molecular formula: C8H11BO4
Molecular weight: 181.98

Names & synonyms

2,4-Dimethoxybenzeneboronic AcidRefChem:443695679-695-32,4-Dimethoxyphenylboronic acid133730-34-4(2,4-dimethoxyphenyl)boronic AcidMFCD010745902,4-DIMETHOXYBENZENE BORONIC ACID2,4-dimethoxy-phenylboronic acidDTXSID203702322,4-dimethoxy-phenyl-boronic acidBP-12805

Show more names

AKOS BRN-0063RARECHEM AH PB 00992,4-DimethoxybenzeneDiMethoxyphenylboronic aci4-DiMethoxybenzeneboronic acid2,4-Dimethoxyphenylbornic acid2,4-Dimethoxybenzeneboronicaci2,2-Dimethoxyphenylboronic Acid

D3521F0001-04472,4-Dimethoxyphenylboronic acid;2,4-Dimethoxybenzeneboronic acidBoronic acid, B-(2,4-dimethoxyphenyl)-Boronic acid, (2,4-dimethoxyphenyl)-2,4-DimethoxyphenylboronicAcidFT-0610134SCHEMBL203357

Database identifiers

CAS: 133730-34-4
PubChem CID: 2734341
DTXSID: DTXSID20370232
EC Number: 679-695-3
Nikkaji: J778.552F

Properties

Computed structural properties

Topological polar surface area: 58.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 153

Physicochemical properties

Melting point: 125 · 125-127 °C (lit.)
Boiling point: 361.1 · 361.1±52.0 °C(Predicted)
Density: 1.19 · 1.19±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 8.98 · 8.98±0.58(Predicted)
color: White to Dark green
BRN: 4744213 · 4744213
InChI: InChI=1S/C8H11BO4/c1-12-6-3-4-7(9(10)11)8(5-6)13-2/h3-5,10-11H,1-2H3
InChIKey: SQTUYFKNCCBFRR-UHFFFAOYSA-N
SMILES: B(C1=CC=C(OC)C=C1OC)(O)O
CAS DataBase Reference: 133730 · 133730-34-4(CAS DataBase Reference)
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07

Safety & regulation

GHS classification

GHS Classification · 4 items

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 7 reports by companies from 4 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: 29420000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant/Keep Cold
safety_code: 37/39-26-36/37-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 4 items

Uses2,4-Dimethoxyphenylboronic acid can be used:• As a reactant in meatal-catalyzed Suzuki−Miyaura cross-coupling reaction.• To prepare hydroxy(trimethoxy)phenanthrene by cross-coupling with bromo(benzyloxy)methoxybenzaldehyde followed by condensation and debenzylation reaction.• To synthesize 2,4-dimethoxy-1-(trifluoromethyl)benzene via Cu-catalyzed trifluoromethylation reaction.

UsesReactant for:• Suzuki-Miyaura and Negishi couplings.

Usessuzuki reaction

Uses2,4-Dimethoxyphenylboronic acid can be used: As a reactant in meatal-catalyzed SuzukiMiyaura cross-coupling reaction. To prepare hydroxy(trimethoxy)phenanthrene by cross-coupling with bromo(benzyloxy)methoxybenzaldehyde followed by condensation and debenzylation reaction. To synthesize 2,4-dimethoxy-1-(trifluoromethyl)benzene via Cu-catalyzed trifluoromethylation reaction.