5-Nitrovanillin (HCID 81134)

Overview

5-nitrovanillin is a member of the class of benzaldehydes that is vanillin in which the hydrogen ortho- to the hydroxy group is substituted by a nitro group. It is a member of benzaldehydes and a member of 2-nitrophenols. It is functionally related to a vanillin.

Names & identifiers

Preferred name: 5-Nitrovanillin
IUPAC: 4-hydroxy-3-methoxy-5-nitrobenzaldehyde
English name: 5-Nitrovanillin
Molecular formula: C8H7NO5
Molecular weight: 197.14

Names & synonyms

5-Nitrovanillin6635-20-74-Hydroxy-3-methoxy-5-nitrobenzaldehydeVanillin, 5-nitro-Benzaldehyde, 4-hydroxy-3-methoxy-5-nitro-3-methoxy-4-hydroxy-5-nitrobenzaldehyde4-hydroxy-3-methoxy-5-nitro-benzaldehydeG6SQ47R9WBNSC-35352EINECS 229-633-2NSC-169323-nitro-4-hydroxy-5-methoxybenzaldehyde

Show more names

5-NitroAKOS B029013AURORA 132275-NitrovaniL5-NitrovanilinASISCHEM R408955-Nitrovaniline5-Nitrovanilline

4-hydroxy-5-methoxy-3-nitrobenzaldehydeDTXSID2075344CHEBI:48385EC 229-633-2NSC 16932NSC 353525-NITRO-4-HYDROXY-3-METHOXYBENZALDEHYDERefChem:103282

Database identifiers

CAS: 6635-20-7
PubChem CID: 81134
DTXSID: DTXSID2075344
ChEBI: CHEBI:48385
UNII: G6SQ47R9WB
EC Number: 229-633-2
Nikkaji: J238K

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 92.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 226

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionYellow powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 172 · 172-175 °C (lit.)
Boiling point: 334.23 °C · 334.23°C (rough estimate)
Density: 1.5023 · 1.5023 (rough estimate)
vapor pressure: 0.001 Pa · 0.001Pa at 25℃
refractive index: 1.57 · 1.5700 (estimate)
Flash point: 97 ℃ · 97℃
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: 2.1 g/L · 2.1g/L in organic solvents at 20 ℃
form: powder to crystal
pka: 4.97 · 4.97±0.38(Predicted)
color: Yellow to Brown to Dark green
Water Solubility: 700 mg/L · 700mg/L at 23℃
Sensitive: Air Sensitive
BRN: 1973746 · 1973746
InChI: 1S/C8H7NO5/c1-14-7-3-5(4-10)2-6(8(7)11)9(12)13/h2-4,11H,1H3
InChIKey: ZEHYRTJBFMZHCY-UHFFFAOYSA-N
SMILES: [H]C(=O)c1cc(OC)c(O)c(c1)[N+]([O-])=O
LogP: 0.301 at · 0.301 at 23℃
CAS DataBase Reference: 6635 · 6635-20-7(CAS DataBase Reference)
FDA UNII: 6 SQ47R9WB · G6SQ47R9WB
EPA Substance Registry System: 5 · 5-Nitrovanillin (6635-20-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-24/25
WGK Germany: 3 · 3
HS Code: 29130000 · 29130000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2
REACH Registrations: Active

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 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Cease Manufacture Update: 04-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10954

Benzaldehyde, 4-hydroxy-3-methoxy-5-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Vanillin.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29130000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Chemistry & industry

Uses & manufacturing

UsesUsed to make fine chemicals; [ExPub: ECHA REACH Registrations]

Applications

Uses5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.

Upstream & downstream products

Upstream raw materials

Vanillin Acetic acid

Downstream products

3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE 3-Amino-4-hydroxy-5-methoxy-benzaldehyde 3-Benzyloxy-4-hydroxy-5-nitro-benzaldehyde

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

南通润丰石油化工有限公司66017690 19952660367 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of benzaldehydes that is vanillin in which the hydrogen ortho- to the hydroxy group is substituted by a nitro group.