2,2'-Azobis(2-methylpropanimidamide) dihydrochloride (HCID 76344)

Overview

AAPH is a monoazo compound.

Names & identifiers

Preferred name: 2,2'-Azobis(2-methylpropanimidamide) dihydrochloride
IUPAC: 2-[(1-amino-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidamide;dihydrochloride
English name: 2,2′-Azobis(2-methylpropionamidine) dihydrochloride
Molecular formula: C8H20Cl2N6
Molecular weight: 271.19

Names & synonyms

2997-92-42,2'-Azobis(2-methylpropionamidine) dihydrochloride2,2'-Azodiisobutyramidine DihydrochloridePropanimidamide, 2,2'-azobis[2-methyl-, dihydrochloride2,2'-Azobis(2-methylpropanimidamide) dihydrochlorideWAKO V-50Propanimidamide, 2,2'-azobis(2-methyl-, dihydrochlorideAzobisisobutyramidinium dichloride2,2'-Azobisisobutyramidinium chlorideAzobis(isobutyramidine) dihydrochloride2,2'-Azobisamidinopropane dihydrochloride2,2'-Azobis(isobutyramidine hydrochloride)

Show more names

v50AAPHAIBAProclin2,2'-AZOBIS(2-AMIDINOPROPANE) DIHYDROCHLORIDE2,2'-AZOBIS(2-METHYLPROPIONAMIDINE)ABAPazobis-2-methyl-propanimidamide2,2’-azobis(2-methyl-propanimidamiddihydrochloride

AZOBIS(ISOBUTYL)AMIDINE HYDROCHLORIDE2,2'-azobis(isobutyramidine) dihydrochloride2,2-Azobis(2-amidinopropane) dihydrochlorideNSC-6684162,2'-AZODIISOBUTYLAMIDINE DIHYDROCHLORIDE2,2'-azobis[2-methylpropionamidine] dihydrochloride2,2'-Azobis(propane-2-carboxamidine) dihydrochloridePropanimidamide, 2,2'-(1,2-diazenediyl)bis(2-methyl-, hydrochloride (1:2)

Database identifiers

CAS: 2997-92-4
PubChem CID: 76344
DTXSID: DTXSID3049756
ChEMBL: CHEMBL1528605
ChEBI: CHEBI:186632
UNII: 7381JDR72F
EC Number: 221-070-0

Properties

Computed structural properties

Topological polar surface area: 124 Å²
Hydrogen bond donors: 6
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 248

Experimental & physicochemical properties

Physical DescriptionLarge Crystals

Physicochemical properties

Melting point: 175 · 175-177 °C(lit.)
Density: 0.42 · 0.42
vapor pressure: 0 Pa · 0Pa at 20℃
storage temp.: 0 · 0-6°C
solubility: acetone, dioxane, methanol, ethanol, DMSO and water: soluble
form: granular
color: White to off-white
Water Solubility: 176.2 g/L · 176.2g/L at 20℃
Stability: Unstable. Sensitive to heat and light. Incompatible with strong oxidizing agents, strong acids.
InChI: InChI=1S/C8H18N6.2ClH/c1-7(2,5(9)10)13-14-8(3,4)6(11)12;;/h1-4H3,(H3,9,10)(H3,11,12);2*1H/b14-13+;;
InChIKey: LXEKPEMOWBOYRF-QDBORUFSSA-N
SMILES: C(C)(C)(/N=N/C(C)(C)C(=N)N)C(=N)N.Cl.Cl
LogP: 0.3 at · 0.3 at 25℃
CAS DataBase Reference: 2997 · 2997-92-4(CAS DataBase Reference)
FDA UNII: 7381 JDR72F · 7381JDR72F
EPA Substance Registry System: 2 · Propanimidamide, 2,2'-azobis[2-methyl-, dihydrochloride (2997-92-4)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 2 · GHS02,GHS07,GHS09
Signal word: Danger
Hazard statements: 251 · H251-H302-H317-H319-H410
Precautionary statements: 235 · P235-P273-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22-43-5
Safety Statements: 24 · 24-37
RIDADR: 3226 · UN 3226 4.1
WGK Germany: 1 · 1
RTECS: 4575500 · UE4575500
F: 10 · 10-21
TSCA: TSCA listed
HazardClass: 5.1 · 5.1
PackingGroup: III
HS Code: 29270000 · 29270000
Storage Class: 4.2 · 4.2 - Pyrophoric and self-heating hazardous materials
Hazard Classifications: 4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Self-heat. 1Skin Sens. 1
Toxicity: 50 oral · LD50 oral in rat: 410mg/kg
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 · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Danger

H242 (24%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]

P210, P234, P235, P240, P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Propanimidamide, 2,2'-azobis[2-methyl-, dihydrochloride

Propanimidamide, 2,2'-(1,2-diazenediyl)bis[2-methyl-, hydrochloride (1:2) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanimidamide, 2,2'-(1,2-diazenediyl)bis[2-methyl-, hydrochloride (1:2) 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: 06-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11995

2,2'-Azobis[2-methylpropionamidine] dihydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Propanimidamide, 2,2'-azobis[2-methyl-, dihydrochloride: Human health tier I assessment

Hazard Classes and Categories · 3 items

Self-react. D (24%)

Acute toxicity - category 4

Acute Tox. 4 *

Safety data

F: 10-21
wgk: 1
tsca: TSCA listed
rtecs: UE4575500
ridadr: UN 3226 4.1
hs_code: 29270000
Toxicity: LD50 oral in rat: 410mg/kg
risk_code: 22-43-5
Signal word: Danger
Symbol(GHS): GHS02,GHS07,GHS09
hazard_code: Xn
safety_code: 24-37
hazard_class: 5.1
Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
packing_group: III
Hazard statements: H251-H302-H317-H319-H410
Limited Quantities: 1.0 Kg (2.2 lbs)
Excepted Quantities: Not Permitted as Excepted Quantity
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Self-heat. 1Skin Sens. 1
Precautionary statements: P235-P273-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 448,177 lb

Industry UsesPolymerization promoter

General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

Propanimidamide, 2,2'-(1,2-diazenediyl)bis[2-methyl-, hydrochloride (1:2): ACTIVE

Applications · 3 items

UsesFree radical initiator.Polymerization initiator for acrylic, vinyl and allyl monomers.

Uses2,2'-Azobis(2-methylpropionamidine) dihydrochloride can be used as free radical initiator, apoptosis inducer.

Uses2,2'-Azobis(2-methylpropionamidine) dihydrochloride is used to prepare Resveratrol and its analogues for use as antioxidants. Also acts as an antioxidant.