CAS 34381-71-0 (2S)-1-Methyl-2-pyrrolidinemethanol (HCID 643492)

Substructure search Find similar structures

Basic information

CAS: 34381-71-0
Standard SMILES: CN1CCC[C@H]1CO
InChIKey: VCOJPHPOVDIRJK-LURJTMIESA-N
Molecular formula: C6H13NO
Average molar mass: 115.17 g/mol
Monoisotopic mass: 115.09971404

Names & identifiers

Preferred name: (2S)-1-Methyl-2-pyrrolidinemethanol
IUPAC: [(2S)-1-methylpyrrolidin-2-yl]methanol
English name: N-Methyl-L-prolinol
Molecular formula: C6H13NO
Molecular weight: 115.17

Names & synonyms

2-Pyrrolidinemethanol, 1-methyl-, (2S)-(2S)-1-Methyl-2-pyrrolidinemethanolDTXSID901295001RefChem:397851DTXCID201725534N-Methyl-L-prolinol34381-71-0(S)-(-)-1-Methyl-2-pyrrolidinemethanol[(2S)-1-methylpyrrolidin-2-yl]methanol(S)-(1-methylpyrrolidin-2-yl)methanolN-methylprolinolMFCD00011727

Show more names

(S)-1-METHYL-2-PYRROLIDINEMETHANOL(S)-(-)-1-MethyL1-METHYL-L-PROLINOLN-methylI-L-prolinol

(S)-N-methylpyrrolidine-2-methanol(S)-2-Hydroxymethyl-1-methylpyrrolidine(S)-(-)-2-Hydroxymethyl-1-methylpyrrolidine(1-Methyl-2-pyrrolidinyl)methanol #N-methyl prolinol[(2S)-1-methyl-2-pyrrolidinyl]methanolSCHEMBL84792orb2940037

Database identifiers

CAS: 34381-71-0
PubChem CID: 643492
DTXSID: DTXSID901295001
EC Number: 251-981-9
Nikkaji: J250.870B

Properties

Computed structural properties

XLogP: 0.1
Topological polar surface area: 23.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 74

Physicochemical properties

Boiling point: 67 · 67-69 °C12 mm Hg(lit.)
alpha: -49.5 · -49.5 º (c=5, MeOH)
Density: 0.968 g/mL · 0.968 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.469(lit.)
Flash point: 146 °F · 146 °F
storage temp.: 2 · 2-8°C
form: Liquid
pka: 14.77 · 14.77±0.10(Predicted)
color: Colorless to yellow
optical activity: 19 · [α]19/D 49.5°, c = 5 in methanol
BRN: 79851 · 79851
Major Application: peptide synthesis
InChI: InChI=1S/C6H13NO/c1-7-4-2-3-6(7)5-8/h6,8H,2-5H2,1H3/t6-/m0/s1
InChIKey: VCOJPHPOVDIRJK-LURJTMIESA-N
SMILES: N1(C)CCC[C@H]1CO
CAS DataBase Reference: 34381 · 34381-71-0(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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 Information2-Pyrrolidinemethanol, 1-methyl-, (2S)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (50%)

Regulatory information

Regulatory Information2-Pyrrolidinemethanol, 1-methyl-, (2S)-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F: 8-10-23
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Chemistry & industry

Applications

UsesN-Methyl-L-prolinol is a reagent used in the synthesis of novel 4-hydroxytamoxifen analogs used as estrogen-related receptor γ (ERRγ) inverse agonists.

UsesPrecursor to phosphine ligands for catalytic asymmetric Grignard cross-coupling reactions.