4,5-Dicyanoimidazole (HCID 70729)

Names & identifiers

Preferred name: 4,5-Dicyanoimidazole
IUPAC: 1H-imidazole-4,5-dicarbonitrile
English name: 4,5-Dicyanoimidazole
Molecular formula: C5H2N4
Molecular weight: 118.1

Names & synonyms

4,5-Dicyanoimidazole1122-28-71H-Imidazole-4,5-dicarbonitrileAZ5X73C3CCNSC-113954DTXSID00149943RefChem:79791DTXCID5072434214-344-6Imidazole-4,5-dicarbonitrileMFCD000051944,5-Imidazoledicarbonitrile

Show more names

DCI4,5-Dicyano-1H-imidazoleDicyanoimidazoleACTIVATORAURORA 15196DCI)4,5-DicyanoiM4,5-two -iMidazole4,5-DICYANOIMIDAZOL

C5H2N41H-Imidazole-4,5-dicarbonitrile; Imidazole-4,5-dicarbonitrile; 2H-Imidazole-4,5-dicarbonitrile; MOA 7; NSC 113954EINECS 214-344-6NSC113954Moa 7imidazole-4,5-dinitrileUNII-AZ5X73C3CCSCHEMBL20204

Database identifiers

CAS: 1122-28-7
PubChem CID: 70729
DTXSID: DTXSID00149943
UNII: AZ5X73C3CC
EC Number: 214-344-6
Nikkaji: J203.354B

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 76.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 191

Physicochemical properties

Melting point: 168 · 168-175 °C(lit.)
Boiling point: 569.3 · 569.3±35.0 °C(Predicted)
Density: 0.791 g/mL · 0.791 g/mL at 25 °C
Flash point: 50 °F · 50 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: 1.8 g/10ml, · Soluble in Acetonitrile: 1.8g/10ml, DMSO, Methanol.
pka: 5.01 · 5.01±0.10(Predicted)
form: Crystalline Powder
color: solid white
BRN: 118208 · 118208
InChI: InChI=1S/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)
InChIKey: XGDRLCRGKUCBQL-UHFFFAOYSA-N
SMILES: C1NC(C#N)=C(C#N)N=1
CAS DataBase Reference: 1122 · 1122-28-7(CAS DataBase Reference)
FDA UNII: 5 X73C3CC · AZ5X73C3CC
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H318-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn,F
Risk Statements: 37 · 37/38-41-36/37/38-20/22-36-20/21/22-11
Safety Statements: 26 · 26-39-36/37/39-36/37-16
RIDADR: 1648 · UN 1648 3/PG 2
WGK Germany: 3 · 3
Hazard Note: Irritant
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29332900 · 29332900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Irrit. 2STOT SE 3
Limited Quantities: 1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (24.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+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 57 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (24.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
ridadr: UN 1648 3/PG 2
hs_code: 29332900
risk_code: 37/38-41-36/37/38-20/22-36-20/21/22-11
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi,Xn,F
hazard_note: Irritant
safety_code: 26-39-36/37/39-36/37-16
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H318-H335
Limited Quantities: 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Eye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses4,5-Dicyanoimidazole is used in activation of nucleoside phosphoramidites during solid-phase oligonucleotide synthesis, and synthesis of nucleoside phosphoramidites, synthesis of novel nucleosides. It is often used as an alternative to tetrazole.

General Description4,5-Dicyanoimidazole (DCI) participates as an activator in the synthesis of oligonucleotides.