CAS 39637-99-5 (-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride (HCID 3080792)

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Basic information

CAS: 39637-99-5
Standard SMILES: CO[C@](C(=O)Cl)(c1ccccc1)C(F)(F)F
InChIKey: PAORVUMOXXAMPL-VIFPVBQESA-N
Molecular formula: C10H8ClF3O2
Average molar mass: 252.62 g/mol

Overview

acylating agent used to determine enantiomeric purity of amines & alcohols; RN given refers to (-)-isomer; structure

Names & identifiers

Preferred name: (-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride
IUPAC: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride
English name: (S)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetyl chloride
Molecular formula: C10H8ClF3O2
Molecular weight: 252.62

Names & synonyms

39637-99-5(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride81UT10UHV3RefChem:390937(R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride(r)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride(R)-(-)-MTPA-ClMFCD00044400(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride(R)-(-)-a-Methoxy-a-trifluoromethylphenylacetyl chloride(-)-Mosher's Acid Chloride(-)-MTPA-Cl

Show more names

MOSHER'S ACID CHLORIDE(R)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride(+)-MTPA-CL(R)-(−(S)-(+)-MTPA-CL(R)-(-)-Acid chloride(+)-MOSHER'S CHLORIDE(+)-MOSHER'S ACID CHLORIDE

(2R)-(-)-2-Methoxy-2-phenyl-3,3,3-trifluoropropanoyl chloride(-)-|A-Methoxy-|A-(trifluoromethyl)phenylacetyl ChlorideUNII-81UT10UHV3(R)-(-)-alpha-Methoxy-alpha-trifluoromethylphenylacetyl chloride(R)-MTPA CHLORIDE(-)-MTPA CHLORIDE(R)-Mosher'S Acid ChlorideSCHEMBL527656

Properties

Computed structural properties

XLogP: 3.3
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 261

Physicochemical properties

Boiling point: 213 · 213-214 °C(lit.)
alpha: 25 · D25 -10.0± 0.1° (neat, l = 1)
Density: 1.35 g/mL · 1.35 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.469(lit.)
Flash point: 194 °F · 194 °F
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
form: Liquid
color: Clear colorless to light yellow
Specific Gravity: 1.353 · 1.353
optical activity: 20 · [α]20/D 137±2°, c = 6.4% in carbon tetrachloride
Water Solubility: Sparingly miscible with water.
Sensitive: Moisture Sensitive
Merck: 14 · 14,6280
BRN: 3591565 · 3591565
InChI: 1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m0/s1

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

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

Aggregated GHS information provided per 46 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1C (100%)

Safety data

F: 10-21
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3265 8/PG 2
hs_code: 29189900
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
hazard_note: Corrosive/Freeze
safety_code: 26-27-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Chemistry & industry

Applications · 1 item

Uses(R)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride is used as a chiral acylating reagent, which is used in the resolution of amino acid enantiomers like 2,5-dimethoxy-4-methylamphetamine. It is also suitable for the determination of the optical composition of compounds extracted from biological fluids.