Chiral Diamine · Epoxy Curing Agent · Asymmetric Synthesis Ligand
1,2-Diaminocyclohexane (DACH)
(1,2-Cyclohexanediamine / trans-1,2-Diaminocyclohexane / Cyclohexane-1,2-diamine)
| CAS Nr. | 1121-22-8 (trans, racemic) / 20439-47-8 (1R,2R) / 21436-03-3 (1S,2S) / 1436-59-5 (cis) |
| IUPAC npe | cyclohexane-1,2-diamine |
| Synonyms | DACH, 1,2-cyclohexanediamine, diaminocyclohexane, trans-1,2-cyclohexanediamine, (R,R)-DACH, (S,S)-DACH |
| Molecular Formula | C₆H₁₄N₂ |
| Molecular Luj | 114.19 g / mol |
| HS Code | 2921290090 |
| Qib Muaj | Industrial (Racemic) Pharmaceutical Qib (R, R) / (S, S) Chiral Qib |
1,2-Diaminocyclohexane (DACH) yog dab tsi? Txheej txheem cej luam & Stereoisomers
1,2-Diaminocyclohexane (DACH), kuj tau sau ua 1,2-cyclohexanediamine los yog diaminocyclohexane (CAS 1121-22-8 rau kev sib xyaw trans-racemic), yog xim tsis muaj xim daj daj daj diamine nrog cov mis molecular C₆H₁₄N₂. Nws dais ob pawg thawj amino (–NH₂) ntawm qhov chaw nyob ib sab ntawm lub nplhaib cyclohexane, muab nws lub hauv paus muaj zog thiab muaj zog reactivity rau electrophiles, epoxy pawg, carbonyl compounds, thiab hlau sib koom tes.
Ib qho tseem ceeb ntawm DACH yog qhov muaj qhov sib txawvstereoisomers, uas profoundly cuam tshuam nws reactivity thiab kev siv. Kev nkag siab txog cov isomers no yog qhov tseem ceeb thaum qhia qhov tseeb qib rau kev yuav khoom:
| Isomer | CAS Nr. | Kev teeb tsa | Chirality | Daim ntawv thov tseem ceeb |
|---|---|---|---|---|
| trans-DACH (kev sib tw, ±) | 1121-22-8 | trans (R, R + S, S sib tov) | Achiral (zeeg) | Epoxy curing, industrial synthesis |
| (1R,2R)-DACH | 20439-47-8 | trans (R, R) | Chiral (ee Ntau dua lossis sib npaug li 99%) | Oxaliplatin ligand, asymmetric catalysis |
| (1S,2S)-DACH | 21436-03-3 | trans (S, S) | Chiral (ee Ntau dua lossis sib npaug li 99%) | Asymmetric synthesis, chiral ligands |
| cis-DACH | 1436-59-5 | cis | Achiral (zeeg) | Tshawb nrhiav, tshwj xeeb chelation |
Covtransisomers yog qhov tseem ceeb ntawm kev lag luam: cov racemic trans sib tov (CAS 1121-22-8) yog tus qauv kev lag luam qib rau epoxy curing, thaum lub enantiopure(1R,2R)-DACHyog ib qho tseem ceeb ligand nyob rau hauv cov tshuaj anticanceroxaliplatinthiab hauv Jacobsen's catalyst rau asymmetric epoxidation. Peb muab tag nrho plaub daim ntawv stereoisomeric nrog rau tag nrho cov ntaub ntawv txheeb xyuas chiral.
Lub cev & tshuaj muaj zog ntawm 1,2-Diaminocyclohexane
1,2-Diaminocyclohexane Specifications - Txhua Qib
| Specification | Qib Industrial Epoxy Curing / Synthesis |
Pharmaceutical Qib API Intermediates / GMP |
Chiral Qib (R, R / S, S) Asymmetric Synthesis |
|---|---|---|---|
| Purity (GC) | Ntau dua lossis sib npaug li 99.0% | Ntau dua lossis sib npaug li 99.5% | Ntau dua lossis sib npaug li 99.9% |
| Chiral Purity (ee%) | N/A (racemic) | Ntau dua lossis sib npaug li 98% (yog tias chiral) | Ntau dua lossis sib npaug li 99.0% ee |
| Cov ntsiab lus dej | Tsawg dua lossis sib npaug li 0.1% | Tsawg dua lossis sib npaug li 0.05% | Tsawg dua lossis sib npaug li 0.05% |
| Xim (Pt-Co) | Tsawg dua los yog sib npaug li 10 | Tsawg dua los yog sib npaug li 5 | Tsawg dua los yog sib npaug li 5 |
| Boiling Point | 104-110℃(40 mmHg); ~ 80℃(10 mmHg) | ||
| Ceev (20 degree) | 0.931-0.935 g / cm³ | ||
| Txee lub neej | 12 lub hlis (N₂- kaw) | 12 lub hlis (N₂- kaw) | 12 lub hlis (N₂- kaw, 2–8 degree) |
| Ntim | 180 kg steel nruas 1000 kg IBC tote / tank tsheb |
180 kg N₂-nruas kaw | 1 kg / 5 kg / 25 kg ntim ntim (chiral QC daim ntawv qhia suav nrog) |
Ua raws li ISO, REACH, ICH cov lus qhia. COA nrog GC purity, chiral HPLC (ee%), thiab NMR cov ntaub ntawv muaj nyob ntawm kev thov.
1,2-Diaminocyclohexane Siv & Daim Ntawv Thov
1. Pharmaceutical Industry - Oxaliplatin & Chiral API Synthesis
Qhov siab tshaj plaws -profile kws tshuaj daim ntawv thov ntawm 1,2-diaminocyclohexane yog raws li chiral diamine ligand nyob rau hauvoxaliplatin(Eloxatin®) - thib peb - tiam platinum - cov tshuaj tiv thaiv kab mob qog noj ntshav siv thoob ntiaj teb rau kev kho mob qog noj ntshav hauv plab. Oxaliplatin yog tsim los ntawm kev sib koom tes ntawm(1R,2R)-DACHnrog platinum, thiab qhov tshwj xeeb R, R teeb tsa yog qhov tseem ceeb rau nws cov txheej txheem tiv thaiv kab mob thiab cov kab mob toxicity profile. Lub compounddichloro (1,2-diaminocyclohexane) platinum (II)yog ib qho tseem ceeb synthesis intermediate hauv oxaliplatin tsim.
Tshaj li oxaliplatin, enantiopure (R, R) - thiab (S, S) -DACH ua haujlwm lichiral tsev blocksnyob rau hauv cov synthesis ntawm antiviral agents, tshuaj tua kab mob, thiab lwm yam chiral APIs yuav tsum tau ib tug conformationally rigid diamine scaffold. Chiral-qib DACH (ee Ntau dua lossis sib npaug li 99.0%) ua raws GMP thiab ICH Q6A cov lus qhia, nrog rau tag nrho cov ntaub ntawv chiral HPLC.
2. Epoxy & Polymer Kev Lag Luam - Siab-Kev Ua Haujlwm Zoo
DACH yog tus hwm cycloaliphaticepoxy curing tus neeg sawv cevuas xa cov kev ua tau zoo tshaj plaws piv rau aliphatic amines: lub nplhaib cyclohexane tsis tu ncua txo cov saw kev txav mus rau hauv lub network kho, yielding coatings thiab composites nrog superiorTshuaj tiv thaiv, hardness, UV stability, thiab thermal ua haujlwm (Tg txog 150 degree). Nws kho epoxy resins ntawm ambient los yog nruab nrab kub siab nrog tswj lub neej lauj kaub.
Cov ntawv thov tseem ceeb rau DACH- kho epoxy systems suav nrogAerospace Composite Structures, hluav taws xob encapsulants, industrial tiv thaiv txheej, thiab cov txheej txheem adhesives qhov chaw ua ke ntawm txhua yam muaj zog, adhesion, thiab tshuaj tiv thaiv yog qhov tseem ceeb. Industrial racemic trans-DACH (CAS 1121-22-8) yog tus qauv qib rau kev siv epoxy.
3. Asymmetric Catalysis - Chiral Ligand & Jacobsen's Catalyst
(R,R)-DACHyog lub hauv paus ntawm asymmetric synthesis. Nws yog chiral caj qaum ntawmJacobsen's Mn-salen catalyst- yog ib qho ntawm cov catalysts siv ntau tshaj plaws rau asymmetric epoxidation ntawm olefins - thiab ntawm ntau chiral bis (oxazoline), salen, thiab diamine ligands siv hlau-catalyzed hydrogenation, aldol tshuaj tiv thaiv, thiab C-C bond- ua cov tshuaj tiv thaiv.
Nws nruj trans-diaxial coordination geometry xauv lub hlau chaw nyob rau hauv ib tug chiral ib puag ncig, ua rau siab enantiomeric tshaj (feem ntau 90–99% ee) nyob rau hauv complex hom phiaj molecule synthesis. Ob leeg (R, R) thiab (S, S) enantiomers tau muab, tso cai rau kev nkag mus rau cov khoom lag luam enantiomer ntawm kev thov.
4. Chelating Agents - CDTA / DCTA & Kev Kho Dej
1,2-Diaminocyclohexane tetraacetic acid (CDTA lossis DCTA), synthesized los ntawm DACH, yog ib tug zoo heev hexadentate chelating neeg sawv cev uas tsim ntau ruaj khov hlau complexes EDTA rau divalent thiab trivalent hlau ions (Ca²⁺, Mg²⁺, Fe³⁺, Cu²⁺). CDTA yog siv rau hauv kev kho dej, boiler descaling, analytical chemistry (raws li tus neeg sawv cev titration rau hlau ions), thiab biochemical tshawb fawb raws li phosphatase inhibitor.
DACH kuj tseem ua haujlwm ncaj qha raws li acorrosion inhibitornyob rau hauv kev kho dej formulations thiab hlau nto passivation daim ntaub ntawv, leveraging nws muaj zog hlau -binding amino pawg los tsim complexes tiv thaiv ntawm hlau nto.
5. Lwm yam kev siv - Surfactants, Lubricants & Tshwj xeeb additives
DACH yog qhov nruab nrab rau kev sib txuas tshwj xeebsurfactants, corrosion inhibitors, thiab lubricant additivesqhov twg nws cov qauv cyclic diamine imparts thermal stability thiab hlau -binding kev ua. Nws kuj yog siv nyob rau hauv kev hloov kho plastics los txhim kho thermal stability thiab compatibility, thiab raws li ib tug precursor rauN,N{0}}dimethyl-1,2-diaminocyclohexane- ib qho methylated derivative siv nyob rau hauv palladium-catalyzed cross-coupling cov tshuaj tiv thaiv (Buchwald-Hartwig amination).
1,2-Diaminocyclohexane Ua li cas? Synthesis & Chiral Resolution
Industrial synthesis:DACH yog tsim los ntawm catalytic hydrogenation ntawm o-phenylenediamine (1,2-diaminobenzene) dhau ib heterogeneous hlau catalyst (Raney nickel, Ru, los yog Rh) nyob rau hauv siab hydrogen. Cov txheej txheem no yields feem ntau yog cov sib xyaw ua ke ntawm trans-racemic (CAS 1121-22-8). Cov tshuaj tiv thaiv kub, siab, thiab kev xaiv catalyst tswj qhov cis / trans piv.
Chiral daws teeb meem:Enantiopure (1R,2R)- thiab (1S,2S)-DACH tau txais los ntawm kev daws teeb meem classical ntawm racemic trans sib tov siv cov tshuaj chiral daws, feem ntauL-tartaric acid(forming lub1,2-diaminocyclohexane mono-tartrate ntsevlos yog L-tartrate diastereomer, uas yog xaiv crystallized thiab ces liberated nrog puag). CovKev daws teeb meem ntawm 1,2-diaminocyclohexanenrog tartrate yog ib qho zoo -tsim muaj txheej txheem. Lwm txoj hauv kev asymmetric hydrogenation ncaj qha los ntawm chiral substrates yog siv rau siab - ntim tshuaj siv.
Peb cov tuam txhab koom tes ua haujlwm tshwj xeeb hydrogenation reactors thiab cov chaw daws teeb meem chiral, xa cov ee zoo sib xws Ntau dua lossis sib npaug li 99.0% nrog cov khoom sib tw -rau -batch reproducibility tau lees paub los ntawm chiral HPLC thiab polarimetry.
Kev ruaj ntseg, ruaj khov & kev nyab xeeb tuav
Kev Cia Siab
Khw hauv atxias, qhuav, zoo - qhov cuantawm 5–30℃hauv nitrogen- kaw steel nruas lossis IBC totes. DACH yoghygroscopic thiab huab cua-sensitive- raug rau atmospheric CO₂ thiab noo noo ua rau carbonate tsim thiab degradation ntawm cov khoom. Nitrogen daim pam yog qhov yuav tsum tau ua rau txhua qib. Khaws kom deb ntawm cov kua qaub, oxidizers, thiab halogenated compounds. Chiral qib yuav tsum tau khaws cia ntawm 2-8℃kom khaws cia enantiopurity tshaj qhov kev cia ntev. Cov pawg ntau tshaj: 2 txheej rau 180 kg nruas.
Kev ruaj ntseg ceeb toom
Chemically ruaj khov nyob rau hauv inert tej yam kev mob. Oxidizes maj mam nyob rau hauv huab cua (daj discoloration). Reacts nrog CO₂ tsim carbamates; reacts sai nrog acids los tsim cov ntsev. Tsis txhob sib cuag nrog carbonyl compounds (aldehyde / ketone condensation). Txee lub neej 12 lub hlis hauv qab N₂- kaw cia.
Kev Nyab Xeeb & Kev Ua Haujlwm (SDS / MSDS Summary)
GHS kev faib tawm:Daim tawv nqaij Corrosion Qeb 1B, Qhov muag puas Qeb 1, Daim tawv nqaij Sensitizer Qeb 1, Mob toxicity (qhov ncauj) Qeb 4, Combustible kua.
Yuav tsum muaj PPE:Chemical-cov hnab looj tes tiv taus (nitrile lossis neoprene), tshuaj tiv thaiv tsom iav, ntsej muag tiv thaiv, acid/base-cov khaub ncaws tiv thaiv. Ua haujlwm hauv fume hood. Tsis txhob hnov qab txog daim tawv nqaij - rov qab sib cuag ntawm daim tawv nqaij tuaj yeem ua rau muaj kev fab tshuaj.
Spill response:Absorb nrog xuab zeb los yog activated carbon. Neutralize nrog dilute acid (dilute citric acid los yog dilute HCl) ua ntej pov tseg. Tsis txhob ntws mus rau qhov dej tsis muaj kev kho mob.
Thawj pab:Daim tawv nqaij - tshem tawm cov khaub ncaws tsis huv, yaug nrog dej Ntau dua lossis sib npaug li 15 feeb. Qhov muag - yaug nrog dej Ntau dua lossis sib npaug li 15 feeb, nrhiav kev kho qhov muag thaum muaj xwm ceev. Tag nrho SDS / MSDS PDF muaj los ntawm peb pab pawg muag khoom.
1,2-Diaminocyclohexane Nqe - 2025 Kev Ua Lag Luam
Cov1,2-diaminocyclohexane nqeNws txawv ntawm qib stereoisomer thiab txiav txim ntim. Cov kauj ruam daws teeb meem chiral ntxiv tus nqi ntau rau cov qib enantiopure piv rau cov sib xyaw racemic.
Trans-Racemic Ntau dua lossis sib npaug rau 99.0%
Ntau dua lossis sib npaug li 99.5%
ee Ntau dua lossis sib npaug li 99.0%
Cov lus nug nquag nug txog 1,2-Diaminocyclohexane
Q: Tus lej CAS rau 1,2-diaminocyclohexane yog dab tsi?
Tus lej CAS nyob ntawm tus stereoisomer:Trans{0}}Racemic (±) sib tov: CAS 1121-22-8; (1R,2R)-enantiomer: CAS 20439-47-8; (1S,2S)-enantiomer: CAS 21436-03-3; CIS-isomer CAS 1436-59-5. Thaum yuav khoom, nco ntsoov qhia tias daim ntawv stereoisomeric yuav tsum tau ua, vim tias lawv muaj ntau daim ntawv thov thiab tus nqi sib txawv. Daim ntawv racemic trans (CAS 1121-22-8) yog daim ntawv muag khoom tshaj plaws thiab tus nqi qis tshaj.
Q: Dab tsi yog stereoisomers ntawm 1,2-diaminocyclohexane, thiab qhov twg yog chiral?
1,2-Diaminocyclohexane muaj peb hom stereoisomeric:(1R,2R)-trans, (1S, 2S)-txo, thiabcis. Ob lub trans enantiomers yog chiral (tsis yog- daim iav superimposable). Daim ntawv cis yog meso compound - nws muaj ob lub stereocenters tab sis yog achiral vim yog lub dav hlau sab hauv. Racemic trans sib tov muaj qhov sib npaug ntawm (R, R) thiab (S, S). Rau asymmetric synthesis los yog kev siv tshuaj, cov ntshiab enantiomers yuav tsum tau daws los ntawm racemate.
Q: Yuav ua li cas yog enantiopure (R, R) -DACH tau txais - chiral daws nrog tartrate yog dab tsi?
Txoj kev classical rauKev daws teeb meem ntawm 1,2-diaminocyclohexanesivL-tartaric acidraws li tus neeg sawv cev daws teeb meem. Cov racemic trans-DACH yog kho nrog L-tartaric acid, tsim ob diastereomeric1,2-diaminocyclohexane tartrate ntsev- tshwj xeeb tshaj yog(1R,2R)-DACH·L-tartratethiab(1S,2S)-DACH·L-tartrate- uas muaj qhov sib txawv solubilities thiab tuaj yeem sib cais los ntawm kev xaiv crystallization. Qhov xav tau enantiomer ces tso tawm los ntawm kev kho mob nrog lub hauv paus muaj zog. Cov1,2-diaminocyclohexane mono-tartrate ntsevintermediate yog kev lag luam muaj nyob rau hauv lwm txoj hauv kev pub dawb rau qee yam kev siv hluavtaws.
Q: Kev sib txuas ntawm 1,2-diaminocyclohexane thiab oxaliplatin yog dab tsi?
Oxaliplatin (INN), thib peb - tiam platinum tshuaj tiv thaiv kab mob qog noj ntshav siv hauv FOLFOX chemotherapy rau mob qog noj ntshav, muaj cov qauv tshuaj[(1R,2R)-DACH]Pt(oxalate). Lub (1R,2R)-1,2-diaminocyclohexane muab cov chiral bidentate nitrogen ligand uas ua haujlwm rau platinum, thaum lub oxalate ua raws li pab pawg tawm. Lub compounddichloro (1,2-diaminocyclohexane) platinum (II)- [Pt(DACH)Cl₂] - yog qhov tseem ceeb synthesis nruab nrab. R, R configuration tsis hloov pauv; S, S isomer muaj cov haujlwm lom neeg sib txawv. Qhov no ua rau enantiopure (1R,2R)-DACH yog ib qho tseem ceeb ntawm cov khoom siv tshuaj raw khoom.
Q: Dab tsi yog 1,2-diaminocyclohexane tetraacetic acid (CDTA)?
1,2-Diaminocyclohexane tetraacetic acid (CDTA), tseem hu ua DCTA los yog cyclohexanediaminetetraacetic acid, yog synthesized los ntawm tetraacetylation ntawm DACH. Nws yog ib tug hexadentate chelating tus neeg sawv cev muaj zog tshaj EDTA rau feem ntau divalent hlau ions, tshuav rau lub txhav txhav cyclohexyl uas ua ntej - npaj cov pab pawg binding. CDTA yog siv nyob rau hauv: analytical chemistry (complexometric titrations, hlau ion npog), muaj dej kho thiab boiler scale tswj, biochemical kev tshawb fawb raws li ib tug phosphatase inhibitor thiab hlau chelator, thiab raws li ib tug tivthaiv nyob rau hauv electroless plating thiab yees duab tsim kev daws teeb meem.
Q: N, N -dimethyl-1,2-diaminocyclohexane siv rau dab tsi?
N,N{0}}dimethyl-1,2-diaminocyclohexane(Me₂N-DACH) yog methylated derivative ntawm DACH siv feem ntau raws li ib tugligand hauv palladium-catalyzed cross-coupling cov tshuaj tiv thaiv, tshwj xeeb tshaj yog Buchwald-Hartwig amination (C-N daim ntawv cog lus tsim) thiab tooj liab-catalyzed Ullmann- hom tshuaj tiv thaiv. Cov pab pawg dimethylamino hloov kho cov khoom siv hluav taws xob thiab steric ib puag ncig ntawm lub chaw hlau hlau, txhim kho kev ua haujlwm catalyst thiab xaiv rau kev nyuaj substrates. Nws kuj yog ib qho nruab nrab hauv kev sib txuas ntawm cov khoom tshwj xeeb surfactants thiab corrosion inhibitors. Peb muab cov ntaub ntawv no los ntawm kev thov nrog rau cov qauv DACH qib.
Kev Siv Khoom Siv & Cov Qauv
Cov ntaub ntawv qhia txog physicochemical, NMR spectra, toxicology, thiab cov ntaub ntawv tswj hwm rau txhua tus stereoisomers.
Cov ntaub ntawv tshuaj, txheej txheem, thiab cov ntaub ntawv tsim nyog rau DACH tseem ceeb - muaj cov tshuaj tiv thaiv kab mob.
EU REACH dossier: Kev faib tawm phom sij, raug xwm txheej, thiab kev tswj hwm.
Cov lus qhia tshwj xeeb thiab chiral analytical cov ntaub ntawv rau tag nrho 1,2-diaminocyclohexane stereoisomers.
Tau txais ib nqe lus · Samples · Chiral Analysis Reports
Thov 1,2-Diaminocyclohexane Nqe & Khoom
Peb muab Kev Lag Luam (racemic), Pharmaceutical, thiab Chiral Qib (R, R) / (S, S) 1,2-diaminocyclohexane (DACH, CAS 1121-22-8) nrog rau tag nrho cov ntaub ntawv chiral QC. Tiv tauj peb rau kev txiav txim siab, COA, SDS / MSDS, lossis qauv dawb.
Yam khoom: Cyclohexylamine · Ethylenediamine · (R, R) -DACH Tartrate · CDTA (Cyclohexanediaminetetraacetic Acid) · Lwm yam Chiral Diamines
Cim npe nrov: 1,2-diaminocyclohexane, Tuam Tshoj 1,2-diaminocyclohexane manufacturers, lwm tus neeg
