CAS 1041193-98-9 4,4-Azobis(4-cyanovaleric acid) (HCID 92938)

Names & identifiers

Preferred name: 4,4-Azobis(4-cyanovaleric acid)
IUPAC: 4-[(4-carboxy-2-cyanobutan-2-yl)diazenyl]-4-cyanopentanoic acid
English name: 4,4'-Azobis(4-cyanovaleric acid)
Molecular formula: C12H16N4O4
Molecular weight: 280.28

Names & synonyms

2638-94-04,4-Azobis(4-cyanovaleric acid)Pentanoic acid, 4,4'-azobis(4-cyano-Pentanoic acid, 4,4'-azobis[4-cyano-RefChem:10693184,4'-Azobis(4-cyanovaleric acid)4,4'-(Diazene-1,2-diyl)bis(4-cyanopentanoic acid)Azobis(cyanovaleric acid)4,4'-Azobis(4-cyanopentanoic acid)ACVAABCVADTXSID3044629

Show more names

ABCPANC 25AzocarboxyNSC 114466"4,4-Azobis"4,4'-Azobis(4-cyanov4,4'-Azobis(4-cyanovaL

4,4'-azobis-(4-cyanovaleric acid)Pentanoic acid, 4,4'-(1,2-diazenediyl)bis[4-cyano-1041193-98-94-[(4-carboxy-2-cyanobutan-2-yl)diazenyl]-4-cyanopentanoic acid4,4'-Azobis-4-cyanovaleric acid4,4'-Diazene-1,2-diylbis(4-cyanopentanoic acid)4,4'-Azobis[4-cyanopentanoic acid]MFCD00002799

Database identifiers

CAS: 1041193-98-9、2638-94-0
PubChem CID: 92938
DTXSID: DTXSID3044629
ChEMBL: CHEMBL3185815
EC Number: 220-135-0
Nikkaji: J3.697.119C、J80.531I

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 147 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 8
Rotatable bonds: 8
Heavy atoms: 20
Formal charge: 0
Complexity: 466

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

Physical Description · 2 items

Wet Solid

White solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 118 · 118-125 °C (dec.) (lit.)
Boiling point: 423 °C · 423°C (rough estimate)
Density: 1.2464 · 1.2464 (rough estimate)
refractive index: 1.6081 · 1.6081 (estimate)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 3.98 · 3.98±0.10(Predicted)
color: White
Water Solubility: Soluble in water.
Sensitive: Light Sensitive
BRN: 1729856 · 1729856
InChI: 1S/C12H16N4O4/c1-11(7-13,5-3-9(17)18)15-16-12(2,8-14)6-4-10(19)20/h3-6H2,1-2H3,(H,17,18)(H,19,20)/b16-15+
InChIKey: VFXXTYGQYWRHJP-FOCLMDBBSA-N
SMILES: CC(CCC(O)=O)(\N=N\C(C)(CCC(O)=O)C#N)C#N
LogP: 0.8 at · 0.8 at 23℃
CAS DataBase Reference: 2638 · 2638-94-0(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 96 WE5R147 · H96WE5R147
NIST Chemistry Reference: 4 · 4,4'-Azo-bis(4-cyanopentanoic acid)(2638-94-0)
EPA Substance Registry System: 4 · 4,4'-Azobis(4-cyanovaleric acid) (2638-94-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Danger
Hazard statements: 242 · H242
Precautionary statements: 210 · P210-P234-P235-P240-P370+P378-P403
PPE: 3 · Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: F
Risk Statements: 11 · 11
Safety Statements: 15 · 15-16-22-24/25-36
RIDADR: 1325 · UN 1325 4.1/PG 2
WGK Germany: 2 · 2
RTECS: 6190500 · YV6190500
F: 4.4 · 4.4-8
TSCA: TSCA listed
HazardClass: 4.1 · 4.1
HS Code: 29270000 · 29270000
Storage Class: 5.2 · 5.2 - Organic peroxides and self-reacting hazardous materials
Hazard Classifications: Self-react. D
Toxicity: 50 ipr-mus: · LD50 ipr-mus: 666 mg/kg 85JCAE -,922,86
REACH Registrations: Active
Limited Quantities: 1 Kg · 1.0 Kg (2.2 lbs)
Excepted Quantities: Not Permitted as Excepted Quantity

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 12.4% (30 of 241) of reports.

Danger

H228 (24.5%): Flammable solid [Danger Flammable solids]

P210, P234, P235, P240, P241, P280, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 241 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Pentanoic acid, 4,4'-azobis[4-cyano-

Pentanoic acid, 4,4'-(1,2-diazenediyl)bis[4-cyano- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentanoic acid, 4,4'-(1,2-diazenediyl)bis[4-cyano- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 03-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22344

Pentanoic acid, 4,4'-azobis[4-cyano-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Pentanoic acid, 4,4'-azobis[4-cyano-: Human health tier I assessment

Hazards SummaryIntraperitoneal LD50 (mouse) = 666 mg/kg; [RTECS] May cause irritation; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesFlam. Sol. 2 (24.5%)

Safety data

F: 4.4-8
PPE: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 2
tsca: TSCA listed
rtecs: YV6190500
ridadr: UN 1325 4.1/PG 2
hs_code: 29270000
Toxicity: LD50 ipr-mus: 666 mg/kg 85JCAE -,922,86
risk_code: 11
Signal word: Danger
Symbol(GHS): GHS02
hazard_code: F
safety_code: 15-16-22-24/25-36
hazard_class: 4.1
Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials
Hazard statements: H242
Limited Quantities: 1.0 Kg (2.2 lbs)
Excepted Quantities: Not Permitted as Excepted Quantity
REACH Registrations: Active
Hazard Classifications: Self-react. D
Precautionary statements: P210-P234-P235-P240-P370+P378-P403

Chemistry & industry

Uses & manufacturing

UsesA free radical initiator. [ChemIDplus]

U.S. Production2023: 48,502 lb

Industry UsesPolymerization promoter

General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

Pentanoic acid, 4,4'-(1,2-diazenediyl)bis[4-cyano-: ACTIVE

Applications · 3 items

Uses4,4'-Azobis(4-cyanovaleric acid) is used as a free radical imitator in polymer synthesis such as polyvinyl chloride, polyacrylonitrile, polyvinyl alcohol and synthetic fibers. It is utilized for both heterogeneous and homogenous free-radical polymerizations, and as an initiator in reversible addition-fragmentation chain transfer polymerization (RAFT). It is also used as a blowing agent for plastics and elastomers.

Uses4,4′-Azobis(4-cyanovaleric acid) has been used in the preparation of polystyrene particles by polymerizing styrene in ethyl alcohol.

Uses4,4’Azobis(4-cyanovaleric Acid) is a water soluble azo initiator usded in radical polymerization process of vinyls, acylamides, styrenes as well as other polymers.