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Cyclohex-1,2-ylendiamin

1,2-Diaminocyclohexane

HCID 4610
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Grundinformationen

CAS
694-83-7
Standard-SMILES
NC1CCCCC1N
InChIKey
SSJXIUAHEKJCMH-UHFFFAOYSA-N
Summenformel
C6H14N2
Durchschnittliche Molmasse
114,19 g/mol
Monoisotopische Masse
114,11569845

Überblick

1,2-diaminocyclohexane appears as a clear to light yellow liquid. Corrosive to the eyes, skin, mouth, throat and stomach. Vapors may irritate eyes.

Namen und Bezeichner

Bevorzugter Name
1,2-Diaminocyclohexane
IUPAC
cyclohexane-1,2-diamine
Lokaler Name
Cyclohex-1,2-ylendiamin
Englischer Name
1,2-Diaminocyclohexane
Summenformel
C6H14N2
Molmasse
114.19

Namen und Synonyme

1,2-Cyclohexanediaminecyclohexane-1,2-diamine694-83-71,2-DIAMINOCYCLOHEXANECyclohex-1,2-ylenediamineDTXSID0027301DACHC82TX76BHHDTXCID707301Dytek DCH 99RefChem:4114361,2-DACH
Weitere Namen anzeigen
(1R,2R)-CYCLOHEXANE-1,2-DIAMINEDiaminocyclohexane(R,R)-1,2-DIAMINOCYCLOHEXANEDCH-99R-DACHRR-DIAMINOCYCLOHEXANE(R,R)-(-)-1,2-DIAMINOCYCLOHEXANE
211-776-7(rel)-OxaliplatinMFCD000014911,2-CylohexanediamineCAS-694-83-7cis-1,2-CyclohexandiamineHSDB 5748trans-1,2-Cyclohexaneiamine

Datenbank-Bezeichner

CAS
694-83-7
PubChem CID
4610
DTXSID
DTXSID0027301
ChEMBL
CHEMBL1356279
ChEBI
CHEBI:93778
EC Number

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
-0,3
Polarare Oberfläche (TPSA)
52 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
8
Formalladung
0
Komplexität
62,9

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
DrugsPharmaceuticals
Density0.952 @ 20°C
Flash PointFlash point > 93 °C
Vapor Pressure0.4 [mmHg]
Physical Description · 3 Einträge

1,2-diaminocyclohexane appears as a clear to light yellow liquid. Corrosive to the eyes, skin, mouth, throat and stomach. Vapors may irritate eyes.

CBI; Liquid

Dark liquid with an amine odor; [CAMEO]

Physikochemische Eigenschaften

Schmelzpunkt
41 · 41-45 °C
Siedepunkt
92 · 92-93 °C18 mm Hg(lit.)
Dichte
0.931 g/mL · 0.931 g/mL at 25 °C(lit.)
Dampfdruck
0.4 mm · 0.4 mm Hg ( 20 °C)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.2% (6 of 513) of reports.

Danger

H302+H312+H332 (16.2%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 513 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1,2-Cyclohexanediamine

1,2-Cyclohexanediamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Cyclohexanediamine 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: 12-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14903

1,2-Cyclohexanediamine: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive
Fire HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Hazards Summary · 1 Eintrag

A corrosive substance; [CAMEO] Effects during recovery period from a 4-hour, lethal-concentration study of rats include skin lesions, discharge from the nose, and labored breathing; Lesions of the nasal mucosa observed in 2-week inhalation study with rats; No other gross or histopathological changes observed; Considered a severe skin and moderate eye irritant based on studies with rabbits; Not sensitizing to skin of guinea pigs; Dermal LD50 (test substance 69.5% 1,6-Hexanediamine and 30.5% 1,2-Diaminocyclohexane) = 7500 mg/kg in albino rabbits and produced severe irritation with necrosis; [EPA HPVIS] Observations in 28-day feeding with rats at highest tested dose (500 mg/kg) include pale discoloration of liver and increased liver enzymes; Decrease in litter size and increased postnatal loss at highest dose; Caused skin sensitization in guinea pigs (20/20 at 24 hours and 13/20 at 48 hours) [ToxPlanet: TSCATS] Causes burns; Potential skin sensitizer; May cause acute pneumonitis after inhalation; [Alfa Aesar MSDS]

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 2 Einträge

/PLATINUM CO-ORDINATION COMPLEXES/ SHARE THE COMMON FORMULA PTA2X2... THE ACTIVE LIGANDS ARE MONODENTATE ANIONS OF INTERMEDIATE LEAVING ABILITY, WHEREAS THE AMINE A LIGANDS INFLUENCE THE SOLUBILITY OF THE COMPLEX. THE STEREOSPECIFICITY OF THE ANTI-TUMOR EFFECT IS AN IMPORTANT PROPERTY OF THE PLATINUM COMPLEXES. ... INDIRECT EVIDENCE SUGGESTS THAT BINDING TO ADJACENT GUANINE BASES IN THE SAME DNA STRAND IS IMPORTANT TO THE MODE OF ACTION. AFTER INITIAL BINDING TO GUANINE BASES, DNA BECOMES LOCALLY DENATURED AND EXPOSES ADDITIONAL CROSS-LINKING SITES. /PLATINUM COMPLEXES/

...THE TOXIC EFFECT ON ANIMALS OF PLATINUM ITSELF DIFFERS ESSENTIALLY FROM THAT OF THE COMPLEX SALTS. ...THE ACTION OF THESE SALTS IS NOT DUE TO THE SEPARATE COMPONENTS, PLATINUM AND THE BASE, BUT TO THAT OF THE MOLECULE AS A WHOLE ON SENSITIVE TISSUES, AND THEIR PHYSIOLOGICAL EFFECT, THOUGH VARYING IN DEGREE, IS IDENTICAL IN CHARACTER. ...AN INCREASE IN THE VALENCY OF THE AMMONIUM COMPONENT WAS ASSOCIATED WITH A STRONGER "CURARE-LIKE" ACTION WHILE A CHANGE IN THE VALENCY OF THE PLATINUM HAD NO INFLUENCE ON THE TOXIC EFFECT. /PLATINUM COMPLEXES/

Verwendung und Herstellung

Uses · 2 Einträge

Used to make bicyclic pyrazine derivatives; [HSDB]

SYNTHESIS OF BICYCLIC PYRAZINE DERIVATIVES

U.S. Production2023: 2,500,000 - <4,000,000 lb
Industry UsesOther
Household ProductsInformation on 18 consumer products that contain Cyclohex-1,2-ylenediamine in the following categories is provided:
General Manufacturing Information · 2 Einträge

Services

1,2-Cyclohexanediamine: ACTIVE

Anwendungen

1,2-Diaminocyclohexane was used in the synthesis of chiral ruthenium(IV)-oxo complexes & bicyclic pyrazine derivatives.

Zugehörige Reaktionen

264
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 8566
HRID 8566als Produktuspto-grants-2006_08
Reaktionsgleichung von HRID 8567
HRID 8567als Produktuspto-grants-2006_08
Reaktionsgleichung von HRID 23313
HRID 23313als Produktuspto-grants-2005_02
Reaktionsgleichung von HRID 23314
HRID 23314als Produktuspto-grants-2005_02
Reaktionsgleichung von HRID 46754
HRID 46754als Eduktuspto-grants-1979_11
Reaktionsgleichung von HRID 80225
HRID 80225als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 80241
HRID 80241als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 87189
HRID 87189als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen
211-776-7
Nikkaji
J6.937J
Brechungsindex
20 · n20/D 1.49(lit.)
Flammpunkt
169 °F · 169 °F
storage temp.
2 · 2-8°C
Aggregatzustand
Liquid
pka
10.76 · 10.76±0.70(Predicted)
Farbe
Clear
PH
11.3 · 11.3 (5g/l, H2O, 20℃)neutral
Wasserlöslichkeit
miscible
BRN
506142 · 506142
LogP
0 at · 0 at 20℃
CAS Datenbank
694 · 694-83-7(CAS DataBase Reference)
NIST chemische Informationen
1 · 1,2-Cyclohexanediamine(694-83-7)
EPA chemische Informationen
1 · 1,2-Cyclohexanediamine (694-83-7)
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 Eintrag

1,2-DIAMINOCYCLOHEXANE is an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsPartially soluble in water and less dense than water.
Hazard Classes and CategoriesAcute Tox. 4 (43.1%)

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
First AidExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Protective Action Criteria (PAC) · 3 Einträge

2.1 [mg/m3]

23 [mg/m3]

140 [mg/m3]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Non-Human Toxicity Excerpts · 1 Eintrag

WITHOUT EXTERNAL ACTIVATION, CIS- AND TRANS-DICHLORODIAMMINEPLATINUM(II) (DDP) AND THE CIS-, TRANS (-)-, AND TRANS (+) FORMS OF DICHLORO-1,2-DIAMINOCYCLOHEXANEPLATINUM(II) (DDCP) AND CIS-, TRANS (-), TRANS (+)-SULFATO-1,2-DIAMINOCYCLOHEXANEPLATINUM(II) (SHP) SHOWED A 400-FOLD RANGE OF MUTAGENICITY FOR SALMONELLA TYPHIMURIUM TA100 AND TA98; THEY WERE 2-10 TIMES MORE MUTAGENIC FOR STRAIN TA100 THAN FOR STRAIN TA98. FOR THE DIAMINOCYCLOHEXANE COMPLEXES, MUTAGENIC ACTIVITY WAS STRONGLY DEPENDENT ON STEREOISOMER OF THE DIAMINOCYCLOHEXANE IN THE COMPLEX. WITH STRAIN TA100, THE THE TRANS(+) FORMS OF DDCP & SHP PRODUCED 220 AND 66 REVERTANTS/NMOL, RESPECTIVELY, WHILE THE CIS AND TRANS(-) ISOMERS INDUCED ONLY 10 AND 5% AS MANY REVERTANTS AS THE TRANS(+) FORMS.

Toxicity DataLCLo (rat) = 3,200 mg/m3/4h

Sicherheitsdaten

F
34
wgk
3
tsca
TSCA listed
ridadr
UN 3259 8/PG 2
hs_code
29213099
RTECS-Nr.
GU8749500
risk_code
34
hazard_code
C
safety_code
26-36/37/39-45
hazard_class
8
packing_group
III
Giftige Stoffe Daten
694-83-7(Hazardous Substances Data)
Verwenden

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Oxaliplatin(9-(4-Iodophenyl))-9H-carbazoleCyclohex-1,2-ylendiamintetraessigsure3a-Methyl-decahydro-benzo[d]pyrrolo[1,2-a]-imidazol-1-one