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479284

Sigma-Aldrich

(R)-(−)-O-Formylmandeloyl chloride

97%

Synonym(s):

(−)-O-Formyl-D-mandeloyl chloride, (R)-(−)-α-(Formyloxy)phenylacetyl chloride

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About This Item

Linear Formula:
HCO2CH(C6H5)COCl
CAS Number:
Molecular Weight:
198.60
Beilstein:
5404068
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]23/D −228°, neat

refractive index

n20/D 1.523 (lit.)

bp

221 °C (lit.)

density

1.275 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)[C@H](OC=O)c1ccccc1

InChI

1S/C9H7ClO3/c10-9(12)8(13-6-11)7-4-2-1-3-5-7/h1-6,8H/t8-/m1/s1

InChI key

ZNLABNPTWSKGDX-MRVPVSSYSA-N

Application

(R)-(−)-O-Formylmandeloyl chloride can be used as a chiral resolving agent for the resolution of spirobiindane.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and application of a new hexamethyl-1, 1′-spirobiindane-based chiral bisphosphine (HMSI-PHOS) ligand in asymmetric allylic alkylation
Chang S, et al.
Organic & Biomolecular Chemistry, 16(13), 2239-2247 (2018)

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