1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester

HCID 74776CAS 1955-46-0

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Basic information

Standard SMILES: COC(=O)c1cc(C(=O)O)cc([N+](=O)[O-])c1
InChIKey: ZCRNIIJXDRYWDU-UHFFFAOYSA-N
Molecular formula: C9H7NO6
Average molar mass: 225.15 g/mol
Monoisotopic mass: 225.02733694

Names & identifiers

Preferred name: 1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester
IUPAC: 3-methoxycarbonyl-5-nitrobenzoic acid
English name: Methyl 5-nitroisophthalate
Molecular formula: C9H7NO6
Molecular weight: 225.15

Names & synonyms

1955-46-05-Nitroisophthalic acid monomethyl esterMonomethyl 5-nitroisophthalate1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester5-Nitroisophthalic acid, monomethyl esterV8UVV7P68XMethyl 5-nitrohydrogen.isophthalateEINECS 217-793-6DTXSID50883784EC 217-793-65-NITRO-1,3-BENZENEDICARBOXYLIC ACID METHYL ESTERRefChem:412956

Show more names

NITROISOPHTHALIC-5 ACID, MONOMETHYL ESTER5-NIPA-MME5-NitroisophthalicAdagrasib Impurity 62LABOTEST-BB LT00848268mono-Methyle5-nitroisophthalate

DTXCID8010232713-(Methoxycarbonyl)-5-nitrobenzoic acidMethyl 5-nitroisophthalateMono-methyl 5-nitroisophthalate3-methoxycarbonyl-5-nitrobenzoic acidMFCD000097931,3-Benzenedicarboxylic acid, 5-nitro-, monomethyl esterMethyl hydrogen 5-nitroisophthalate

Database identifiers

CAS: 1955-46-0
PubChem CID: 74776
DTXSID: DTXSID50883784
UNII: V8UVV7P68X
EC Number: 217-793-6
Nikkaji: J199.778E

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 109 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 310

Physicochemical properties

Melting point: 180 · 180-182 °C (lit.)
Boiling point: 366.65 °C · 366.65°C (rough estimate)
Density: 1.5322 · 1.5322 (rough estimate)
vapor pressure: 0 · 0-0Pa at 25℃
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: 9 g/L · 9g/L in organic solvents at 20 ℃
form: Fine Crystalline Powder
pka: 3.11 · 3.11±0.10(Predicted)
color: Slightly yellow
Water Solubility: insoluble
BRN: 1469253 · 1469253
InChI: 1S/C9H7NO6/c1-16-9(13)6-2-5(8(11)12)3-7(4-6)10(14)15/h2-4H,1H3,(H,11,12)
InChIKey: ZCRNIIJXDRYWDU-UHFFFAOYSA-N
SMILES: COC(=O)c1cc(cc(c1)[N+]([O-])=O)C(O)=O
LogP: 1.65 at · 1.65 at 25℃
CAS DataBase Reference: 1955 · 1955-46-0(CAS DataBase Reference)
FDA UNII: 8 UVV7P68X · V8UVV7P68X
EPA Substance Registry System: 5 · Monomethyl 5-nitroisophthalate (1955-46-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: T+
Risk Statements: 36 · 36/37/38-26/27/28
Safety Statements: 22 · 22-24/25-45-36/37/39
RIDADR: 2811 · UN 2811
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29173980 · 29173980
Storage Class: 13 · 13 - Non Combustible Solids
REACH Registrations: Active

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
ridadr: UN 2811
hs_code: 29173980
risk_code: 36/37/38-26/27/28
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: T+
safety_code: 22-24/25-45-36/37/39
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302-H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

Usesmono-Methyl 5-nitroisophthalate has been used as starting reagent in the synthesis of 3-amide-5-[(dipropylamino)carbonyl]benzoic acids.

UsesMethyl 5-nitroisophthalate is used in the preparation of heterotrifunctional crosslinkers for multiple bioconjugation with peptides and also in the synthesis of histone demethylase LSD1 inhibitors tha t target cancer cells.