3,4-Dihydroxybenzonitrile (HCID 87065)

Names & identifiers

Preferred name: 3,4-Dihydroxybenzonitrile
IUPAC: 3,4-dihydroxybenzonitrile
English name: 3,4-Dihydroxybenzonitrile
Molecular formula: C7H5NO2
Molecular weight: 135.12

Names & synonyms

3,4-Dihydroxybenzonitrile17345-61-8DTXSID50169616RefChem:486235DTXCID1092107241-367-94-CyanocatecholBenzonitrile, 3,4-dihydroxy-3,4-Dihydroxy benzonitrileProtocatechunitrileMFCD000164364-Cyanopyrocatechol

Show more names

AKOS B004053TIMTEC-BB SBB0085823,4-DihydroxybenzoniProtocatachuonitrileThymol Impurity 14-d83,4-DihydroxybenzonitriL

3,4-dihydroxybenzenecarbonitrileProtocatechuonitrile3,4-dihydroxy-benzonitrileEINECS 241-367-93,4 Dihydroxy benzonitrileSCHEMBL2172504-Cyano-1,2-dihydroxybenzeneCHEMBL5287739

Database identifiers

CAS: 17345-61-8
PubChem CID: 87065
DTXSID: DTXSID50169616
ChEMBL: CHEMBL5287739
EC Number: 241-367-9
Nikkaji: J287.013D

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 64.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 160

Physicochemical properties

Melting point: 155 · 155-159 °C (lit.)
Boiling point: 334.8 · 334.8±32.0 °C(Predicted)
Density: 1.42 · 1.42±0.1 g/cm3(Predicted)
vapor pressure: 0 Pa · 0Pa at 20℃
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 7.67 · 7.67±0.18(Predicted)
color: White to Almost white
Water Solubility: insoluble
BRN: 2082204 · 2082204
InChI: InChI=1S/C7H5NO2/c8-4-5-1-2-6(9)7(10)3-5/h1-3,9-10H
InChIKey: NUWHYWYSMAPBHK-UHFFFAOYSA-N
SMILES: C(#N)C1=CC=C(O)C(O)=C1
LogP: 1.3 at · 1.3 at 20℃
CAS DataBase Reference: 17345 · 17345-61-8(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06,GHS07
Signal word: Danger
Hazard statements: 301 · H301-H315-H319-H302-H312-H331-H335
Precautionary statements: 261 · P261-P304+P340-P305+P351+P338-P501a-P264-P270-P280-P301+P310+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P405-P501
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 36 · 36/37-36/37/39-26-22
RIDADR: 3439 · UN3439
WGK Germany: 3 · 3
Hazard Note: Irritant
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29269090 · 29269090
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (95.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 21-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/22404

Hazard Classes and CategoriesAcute Tox. 4 (95.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
ridadr: UN3439
hs_code: 29269090
risk_code: 20/21/22-36/37/38
Signal word: Danger
Symbol(GHS): GHS06,GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 36/37-36/37/39-26-22
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H301-H315-H319-H302-H312-H331-H335
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Precautionary statements: P261-P304+P340-P305+P351+P338-P501a-P264-P270-P280-P301+P310+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P405-P501

Chemistry & industry

Applications · 2 items

Uses3,4-Dihydroxybenzonitrile is mainly used to synthesize drugs containing thiazole, 2-oxazoline, imidazole, triazole and benzopyrimidine structures, such as quinazoline drugs for anticancer. In recent years, in the field of new materials, 3,4-dihydroxybenzonitrile has also been used in the synthesis of photosensitive materials.

General Description3,4-Dihydroxybenzonitrile can be prepared from 4-hydroxy-3-methoxybenzonitrile. It can also be synthesized by reacting 3,4-dimethoxybenzonitrile, lithium diisopropylamide (LDA) and 1,3-dimethyl-2-imidazolidinone (DMEU).