4,4'-Dimethoxydiphenylamine

HCID 7571CAS 101-70-2

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Basic information

Standard SMILES: COc1ccc(Nc2ccc(OC)cc2)cc1
InChIKey: VCOONNWIINSFBA-UHFFFAOYSA-N
Molecular formula: C14H15NO2
Average molar mass: 229.279 g/mol
Monoisotopic mass: 229.11027872

Names & identifiers

Preferred name: 4,4'-Dimethoxydiphenylamine
IUPAC: 4-Methoxy-N-(4-methoxyphenyl)aniline
English name: 4,4'-DIMETHOXYDIPHENYLAMINE
Molecular formula: C14H15NO2
Molecular weight: 229.27

Names & synonyms

BIS(4-METHOXYPHENYL)AMINEK0353Termofleks ADI-P-ANISYLAMINEBIS(P-ANISYL)AMINEDi-P-Methoxyphenyl4,4'-DIMETHOXYDIPHEN4,4'-DIMETHOXYDIPHENYLDi-p-methoxyphenylamine-DIMETHOXYDIPHENYLAMINE

Database identifiers

CAS: 101-70-2
PubChem CID: 7571
DTXSID: DTXSID3025093
ChEMBL: CHEMBL1586339
UNII: I912MLM9XT
EC Number: 202-968-1
Nikkaji: J3.596C

Properties

Physicochemical properties

Melting point: 101 · 101-102°C
Boiling point: 371.18 °C · 371.18°C (rough estimate)
Density: 1.0955 · 1.0955 (rough estimate)
refractive index: 1.53 · 1.5300 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Solid
pka: 2.16 · 2.16±0.40(Predicted)
color: Off-White to Light Brown
Water Solubility: Soluble in methanol. Insoluble in water.
Sensitive: Air Sensitive
BRN: 2214262 · 2214262
Stability: Stability Combustible. Incompatible with strong oxidizing agents.
InChI: 1S/C14H15NO2/c1-16-13-7-3-11(4-8-13)15-12-5-9-14(17-2)10-6-12/h3-10,15H,1-2H3
InChIKey: VCOONNWIINSFBA-UHFFFAOYSA-N
SMILES: COc1ccc(Nc2ccc(OC)cc2)cc1
CAS DataBase Reference: 101 · 101-70-2(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances: 4 · 4,4'-DIMETHOXYDIPHENYLAMINE
FDA 21 CFR: 177.26 · 177.2600
EWG's Food Scores: 1 · 1
FDA UNII: 912 MLM9XT · I912MLM9XT
NIST Chemistry Reference: Di-(4-methoxy phenyl) amine(101-70-2)
EPA Substance Registry System: 4 · 4,4'-Dimethoxydiphenylamine (101-70-2)
UNSPSC Code: 12352103 · 12352103
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 315 · H315-H319-H335-H351
Precautionary statements: 201 · P201-P302+P352-P305+P351+P338-P308+P313
target organs: Respiratory system
Hazard Codes: Xn
Risk Statements: 68 · 68-40-36/37/38
Safety Statements: 22 · 22-36/37/39-36/37-26-53
WGK Germany: 3 · 3
RTECS: 9085000 · DU9085000
TSCA: TSCA listed
HS Code: 29222990 · 29222990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Eye · Carc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3
Toxicity: 50 · mouse,LD50,oral,2500mg/kg (2500mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)BEHAVIORAL: TREMORLUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,Kauchuk i Rezina. Crude and Vulcanized Rubber. Vol. 26(9), Pg. 28, 1967.

Safety & regulation

Safety data

wgk: 3
tsca: TSCA listed
rtecs: DU9085000
hs_code: 29222990
Toxicity: mouse,LD50,oral,2500mg/kg (2500mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)BEHAVIORAL: TREMORLUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,Kauchuk i Rezina. Crude and Vulcanized Rubber. Vol. 26(9), Pg. 28, 1967.
risk_code: 68-40-36/37/38
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: Xn
safety_code: 22-36/37/39-36/37-26-53
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335-H351
Hazard Classifications: Carc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P201-P302+P352-P305+P351+P338-P308+P313

Chemistry & industry

Applications · 3 items

Description4,4'-Dimethoxydiphenylamine is a diphenylamine containing electron-donating substituents that exhibits antioxidant activity. When present as an antioxidant, it is consumed to generate nitroso radicals, which in turn exert antioxidant effects [1]. It can also be used in the synthesis of 9,9′-bis(fluorenylidene) (KR216) hole-transporting materials. When applied in perovskite solar cells, it achieves a power conversion efficiency of 17.8% [2].

Uses4,4'-Dimethoxydiphenylamine is a diphenylamine derivative used as a chemical additive for cured rubber. It is used in the synthesis of amine electron donating groups in organic donor-bridge-acceptor dyads in Dye Sensitized Solar Cells (DSSC). 4,4-Dimethoxydiphenylamine is an electron donor and used in the synthesis of organic nonlinear optical (NLO) chromophores which exhibit high thermal and chemical stability, high degree of non-linearity and transparency. They are used in high performance photonic devices.

General DescriptionFine very light gray to silver-gray crystalline solid.