CAS 6485-55-8 2,6-Dimethylmorpholine, cis- (HCID 641500)

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Basic information

CAS: 6485-55-8
Standard SMILES: C[C@@H]1CNC[C@H](C)O1
InChIKey: HNVIQLPOGUDBSU-OLQVQODUSA-N
Molecular formula: C6H13NO
Average molar mass: 115.17 g/mol
Monoisotopic mass: 115.09971404

Names & identifiers

Preferred name: 2,6-Dimethylmorpholine, cis-
IUPAC: (2S,6R)-2,6-dimethylmorpholine
English name: cis-2,6-Dimethylmorpholine
Molecular formula: C6H13NO
Molecular weight: 115.17

Names & synonyms

cis-2,6-Dimethylmorpholine6485-55-82,6-Dimethylmorpholine, cis-Morpholine, 2,6-dimethyl-, cis-2,6-cis-dimethylmorpholineMORPHOLINE, 2,6-DIMETHYL-, (2R,6S)-REL-VWD860P007EINECS 229-353-0EC 229-353-02,6-DIMETHYLMORPHOLINE, MESO-RefChem:445725229-353-0

Show more names

Cis-2,6-MethylmorpolineP-methoxy-alpha-BromoacetophenoneCdmm750 graMs6-DiMethylMorpholinecis-2,6-Dimethylmorphinecis-2,6-Dimethylmorpholincis-2,6-Dimethylmorpoline

(2R,6S)-2,6-dimethylmorpholine(2S,6R)-2,6-dimethylmorpholineMFCD00078428morpholine, 2,6-dimethyl-, (2R,6S)-2098200-15-6Cic-2,6-DimethylmorpholineUNII-VWD860P007(2R,6S)-rel-2,6-Dimethylmorpholine; (2R,6S)-2,6-Dimethylmorpholine; (2R,6S)-2,6-Dimethylmorpholine; 2,6-cis-Dimethylmorpholine; cis-(2R,6S)-2,6-Dimethylmorpholine; cis-2,6-Dimethylmorpholine

Database identifiers

CAS: 6485-55-8
PubChem CID: 641500
DTXSID: DTXSID00896844
UNII: VWD860P007
EC Number: 229-353-0
Nikkaji: J225.149C

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 21.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 66

Physicochemical properties

Melting point: -85 °C · -85 °C
Boiling point: 140 · 140-142 °C
Density: 0.93 · 0.93
vapor pressure: 3.38 · 3.38-5.4hPa at 15.1-21.9℃
refractive index: 1.445 · 1.445-1.447
Flash point: 41 °C · 41 °C
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Sparingly), Dichloromethane (Sparingly), Methanol (Slightly)
form: Liquid
pka: 9.04 · 9.04±0.60(Predicted)
color: Clear colorless
BRN: 878182 · 878182
InChI: InChI=1/C6H13NO/c1-5-3-7-4-6(2)8-5/h5-7H,3-4H2,1-2H3/t5-,6+
InChIKey: HNVIQLPOGUDBSU-OLQVQODUNA-N
SMILES: N1C[C@H](C)O[C@H](C)C1 |&1:2,5,r|
LogP: -0.15 at · -0.15 at 25℃

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.6% (1 of 174) of reports.

Danger

H226 (98.9%): Flammable liquid and vapor [Warning Flammable liquids]；H302 (94.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (97.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H314 (94.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (97.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 174 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 174 reports by companies.；There are 12 notifications provided by 173 of 174 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 28-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/12344

Hazard Classes and CategoriesFlam. Liq. 3 (98.9%)；Acute Tox. 4 (94.3%)；Acute Tox. 4 (97.7%)；Skin Corr. 1B (94.8%)；Eye Dam. 1 (97.1%)

Regulatory information

Regulatory InformationStatus: Active Update: 28-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/12344

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Applications · 2 items

UsesCis-2,6-Dimethylmorpholine is used in the synthesis of p38α MAP kinase inhibitors used in the treatment of autoimmune diseases. Also used towards the synthesis of potent agonists and antagonists of 5-HT 4 receptors.

General DescriptionThe cis-2,6-dimethylmorpholine isomer exhibits superior fungicidal activity against a broad range of fungi compared to its trans-isomer[1][2]. This compound serves as a precursor in the synthesis of pyrazolopyrimidine mTOR inhibitors, where it replaces morpholine to yield specific derivative structures[2][3].