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3 Quinuclidinyl Benzilate Synthesis Essay

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Chemical Datasheet

3-QUINUCLIDINYL BENZILATE

Chemical Identifiers | Hazards | Response Recommendations | Physical Properties | Regulatory Information | Alternate Chemical Names

Chemical Identifiers

CAS NumberUN/NA NumberDOT Hazard LabelUSCG CHRIS Code
nonedata unavailablenone

NFPA 704

data unavailable

NIOSH Pocket GuideInternational Chem Safety Card
nonenone

General Description

Colorless liquid, odorless to fruity.

Hazards

Reactivity Alerts

none

Air & Water Reactions

No rapid reaction with air. No rapid reaction with water.

Fire Hazard

No information available.

Health Hazard

No information available.

Reactivity Profile

No information available.

Belongs to the Following Reactive Group(s)

Potentially Incompatible Absorbents

Use caution: Liquids with this reactive group classification have been known to react with the absorbents listed below. More info about absorbents, including situations to watch out for...

  • Cellulose-Based Absorbents
  • Mineral-Based & Clay-Based Absorbents

Response Recommendations

Isolation and Evacuation

No information available.

Firefighting

No information available.

Non-Fire Response

No information available.

Protective Clothing

No information available.

DuPont Tychem® Suit Fabrics

No information available.

First Aid

No information available.

Physical Properties

Chemical Formula:

Flash Point: data unavailable

Lower Explosive Limit (LEL): data unavailable

Upper Explosive Limit (UEL): data unavailable

Autoignition Temperature: data unavailable

Melting Point: data unavailable

Vapor Pressure: data unavailable

Vapor Density (Relative to Air): data unavailable

Specific Gravity: data unavailable

Boiling Point: data unavailable

Molecular Weight: data unavailable

Water Solubility: data unavailable

Ionization Potential: data unavailable

IDLH: data unavailable

AEGLs (Acute Exposure Guideline Levels)

Exposure PeriodAEGL-1AEGL-2AEGL-3
10 minutes NR0.067 mg/m3 1.2 mg/m3
30 minutes NR0.022 mg/m3 0.41 mg/m3
60 minutes NR0.011 mg/m3 0.21 mg/m3
4 hours NR NR NR
8 hours NR NR NR

(NAC/NRC, 2016)

ERPGs (Emergency Response Planning Guidelines)

No ERPG information available.

PACs (Protective Action Criteria)

ChemicalPAC-1PAC-2PAC-3
BZ; (3-Quinuclidinyl benzilate) (6581-06-2) 0.001 mg/m3 0.011 mg/m3 0.21 mg/m3

(DOE, 2016)

Regulatory Information

EPA Consolidated List of Lists

No regulatory information available.

DHS Chemical Facility Anti-Terrorism Standards (CFATS)

No regulatory information available.

Alternate Chemical Names

This section provides a listing of alternate names for this chemical, including trade names and synonyms.

  • 3-QUINUCLIDINYL BENZILATE

A series of 25 derivatives of the muscarinic antagonist 3-(2-furanyl)quinuclidin-2-ene (4) was synthesized and evaluated for muscarinic and antimuscarinic properties. Substitution at all three positions of the furan ring has been investigated. The affinities of the new compounds were determined by competition experiments in homogenates of cerebral cortex, heart, parotid gland, and urinary bladder from guinea pigs using (−)-[3H]-3-quinuclidinyl benzilate as the radioligand, and the antimuscarinic potency was determined in a functional assay on isolated guinea pig urinary bladder using carbachol as the agonist. Several of the novel derivatives displayed high muscarinic affinities. Whereas the affinity of lead compound 4 for cortical muscarinic receptors is moderate (Ki = 300 nM), it is much higher for the 5-methyl (48; Ki = 12 nM), 5-ethyl (52; Ki = 7.4 nM), 5-bromo (33; Ki = 6.4 nM), and 3-phenyl (49; Ki = 2.8 nM) substituted derivatives. The substituent-induced increases in affinity do not appear to be additive as a 5-bromo-3-phenyl (54), and a 5-methyl-3-phenyl (55) substitution pattern only slightly increases affinity (Ki = 1.55 and 2.39 nM, respectively). The conformational preferences of the 3-phenyl (49) and 5-phenyl (51) derivatives were studied by X-ray crystallography and molecular mechanics calculations. Because of the observed high affinity of 49, a series of 16 meta- and para-substituted analogues of 49 was synthesized and tested. The m-hydroxy derivative (68) exhibited more than 10-fold improvement in affinity as compared to 49. The structure−activity relationships of the new series are well described with QSAR and CoMFA models.

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