1,2-Diaminocyclohexane, trans- (HCID 43806)

Overview

DNH is an amine.

Names & identifiers

Preferred name: 1,2-Diaminocyclohexane, trans-
IUPAC: trans-(1R,2R)-cyclohexane-1,2-diamine
English name: (+/-)-trans-1,2-Diaminocyclohexane
Molecular formula: C6H14N2
Molecular weight: 114.19

Names & synonyms

(1R,2R)-(-)-1,2-Diaminocyclohexane1121-22-8trans-1,2-Diaminocyclohexane1,2-Cyclohexanediamine, (1R,2R)-rel-(-)-trans-1,2-Diaminocyclohexane1,2-Diaminocyclohexane, trans-DTXSID60883654TRANS-N,N'-1,2-CYCLOHEXANEDIAMINE1,2-DIAMINOCYCLOHEXANE, TRANS-(-)-RefChem:411507trans1,2CyclohexanediamineDTXCID901766844

Show more names

Cyclohexanediamine(±)-trans-1,2-DiaminocyclohexaneTIMTEC-BB SBB007639trans-1,2-cyclohexyldiaminetrans-1,2-CyclohexanediOxaliplatin Impurity 16(±)-trans-1,2-DiaminocycLtrans-1,2-Diaminocyclohextrans-1,2-Cyclohexaneiamine

1,2Cyclohexanediamine, (1R,2R)rel606-556-620439-47-8(1R,2R)-cyclohexane-1,2-diaminetrans-1,2-Cyclohexanediaminetrans-cyclohexane-1,2-diamine(+/-)-trans-1,2-Diaminocyclohexane(1r,2r)-1,2-diaminocyclohexane

Database identifiers

CAS: 1121-22-8、20439-47-8
PubChem CID: 43806
DTXSID: DTXSID001365655
ChEBI: CHEBI:228823
UNII: 37EKL250EE、88RM10ID0P
EC Number: 601-163-6、606-556-6
Nikkaji: J82.963C

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 52 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 62.9

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Cyclic

Physical DescriptionColorless to pale yellow liquid with an amine-like odor; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 14 · 14-15 °C(lit.)
Boiling point: 79 · 79-81 °C15 mm Hg(lit.)
Density: 0.951 g/mL · 0.951 g/mL at 25 °C(lit.)
vapor pressure: 0.4 mm · 0.4 mm Hg ( 20 °C)
refractive index: 20 · n20/D 1.489(lit.)
Flash point: 156 °F · 156 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Liquid
pka: 9.94 · 9.94(at 20℃)
color: Clear colorless to light yellow
Water Solubility: Soluble
Sensitive: Air Sensitive
BRN: 506142 · 506142
InChI: 1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1
InChIKey: SSJXIUAHEKJCMH-WDSKDSINSA-N
SMILES: N[C@@H]1CCCC[C@H]1N
CAS DataBase Reference: 1121 · 1121-22-8(CAS DataBase Reference)
FDA UNII: 37 EKL250EE · 37EKL250EE
NIST Chemistry Reference: -1 · trans-1,2-Cyclohexanediamine(1121-22-8)
EPA Substance Registry System: 1 · 1,2-Cyclohexanediamine, (1R,2R)-rel- (1121-22-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 2735 · UN 2735 8/PG 2
WGK Germany: 3 · 3
F: 10 · 10-34
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29213000 · 29213000
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 2% (1 of 51) of reports.

Danger

H314 (96.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

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

Aggregated GHS information provided per 51 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 2 items

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 24-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22102

Hazards SummaryCauses burns; [Alfa Aesar MSDS] See 1,2-Diaminocyclohexane. See (1S,2S)-(+)-1,2-Diaminocyclohexane.

Hazard Classes and Categories · 2 items

Skin Corr. 1B (100%)

Skin Corr. 1B (96.1%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F: 10-34
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 2735 8/PG 2
hs_code: 29213000
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
REACH Registrations: Active
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1,2-Cyclohexanediamine, (1R,2R)-rel-: ACTIVE

Applications · 3 items

Uses(^+)-trans-1,2-Diaminocyclohexane is employed in the synthesis of macrocyclic [3+3] hexa Schiff base. It also plays an important role in the preparation of multidentate ligands, chiral auxiliaries and chiral stationary phases. Further, it is used to prepare [2+2] macrocyclization by reacting with aliphatic dialdehydes. In addition to this, it acts as a chiral ligand, which finds application in asymmetric catalysis.

Uses(±)-trans-1,2-Diaminocyclohexane was used in the synthesis of macrocyclic [3+3] hexa Schiff base. It was also employed in the synthesis of multidentate ligands, chiral auxiliaries and chiral stationary phases.

General Description(±)-trans-1,2-Diaminocyclohexane was condensed with aliphatic dialdehydes to form [3+3] or [2+2] macrocyclization products.