3,5-Di-tert-butylsalicylaldehyde (HCID 688023)

Names & identifiers

Preferred name: 3,5-Di-tert-butylsalicylaldehyde
IUPAC: 3,5-ditert-butyl-2-hydroxybenzaldehyde
English name: 3,5-Di-tert-butylsalicylaldehyde
Molecular formula: C15H22O2
Molecular weight: 234.33

Names & synonyms

3,5-Di-tert-butyl-2-hydroxybenzaldehyde37942-07-73,5-Di-tert-butylsalicylaldehydeDTXSID80350777RefChem:486589DTXCID20301844629-676-03,5-Bis(1,1-dimethylethyl)-2-hydroxy-benzaldehyde3,5-ditert-butyl-2-hydroxybenzaldehydeBenzaldehyde, 3,5-bis(1,1-dimethylethyl)-2-hydroxy-MFCD001919983,5-Di-t-butylsalicylaldehyde

Show more names

Dapagliflozin Impurity 1083,5-DI-TBUTYLSALICYLALDEHYDE3,5- di Ding JishuiYang Quan3,5-Di-tert-butylsalicylaldehyd3,5-di-tert-Butyl SalicylaldehtdeDitert-butyl-2-hydroxybenzaldehyde

3,5-bis(tert-butyl)-2-hydroxybenzaldehydeKQA2N5HW8Z3,5-di-t-butyl-2-hydroxybenzaldehyde3,5-di-tert-butylsalicylic aldehyde3,5-tert-Butyl-2-hydroxybenzaldehyde3,5-ditert-butyl-2-hydroxy-benzaldehyde3,5-Bis-tert-butyl-2-hydroxybenzaldehydeBenzaldehyde, 2-hydroxy, 3,5-di(t-butyl)

Database identifiers

CAS: 37942-07-7
PubChem CID: 688023
DTXSID: DTXSID80350777
ChEMBL: CHEMBL427197
ChEBI: CHEBI:184002
UNII: KQA2N5HW8Z
EC Number: 629-676-0
Nikkaji: J959.175C

Properties

Computed structural properties

XLogP: 4.9
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 17
Formal charge: 0
Complexity: 270

Physicochemical properties

Melting point: 59 · 59-61 °C(lit.)
Boiling point: 277.6 · 277.6±35.0 °C(Predicted)
Density: 1.006 · 1.006±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Soluble in DMSO and methanol.
form: Solid
pka: 9.78 · 9.78±0.23(Predicted)
color: Off-White to Light Yellow
Sensitive: Air Sensitive
BRN: 1877810 · 1877810
InChI: InChI=1S/C15H22O2/c1-14(2,3)11-7-10(9-16)13(17)12(8-11)15(4,5)6/h7-9,17H,1-6H3
InChIKey: RRIQVLZDOZPJTH-UHFFFAOYSA-N
SMILES: C(=O)C1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1O
CAS DataBase Reference: 37942 · 37942-07-7(CAS DataBase Reference)
FDA UNII: 2 N5HW8Z · KQA2N5HW8Z
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29124990 · 29124990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29124990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 4 items

Uses3,5-Di-tert-butylsalicylaldehyde is a salicylaldehyde derivative with antibacterial activity used in the preparation nickel complexes. 3,5-Di-tert-butylsalicylaldehyde is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC).

Uses3,5-Di-tert-butyl-2-hydroxybenzaldehyde is used in the synthesis of Mn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose, chiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenyl acetylene to imines, chiral oxazolidine ligand for the enantioselective addition of diethyl zinc to aldehydes and tin Schiff base complexes with histidine analogues. It has antibacterial activity and is used in the preparation nickel complexes. It is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC).

Uses3,5-Di-tert-butyl-2-hydroxybenzaldehyde was used in the synthesis ofMn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranosechiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenylacetylene to imineschiral oxazolidine ligand for the enantioselective addition of diethylzinc to aldehydestin Schiff base complexes with histidine analogues

General Description3,5-Di-tert-butyl-2-hydroxybenzaldehyde undergoes condensation reaction withmethyl-2-{N-(2′-aminoethane)}-amino-1-cyclopentenedithiocarboxylate to yield Schiff base ligandN,N-diethyl-2-methyl-1,4-phenylenediamine during the synthesis of copper(II) and cobalt(II) complexes of salicylaldimine