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650838

Sigma-Aldrich

(S)-(+)-1-Benzyloxy-2-propanol

97%

Synonym(s):

(S)-1-O-Benzylpropylene glycol

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About This Item

Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
Molecular Weight:
166.22
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +14.5°, c = 1 in chloroform

refractive index

n20/D 1.510 (lit.)

density

1.044 g/mL at 25 °C (lit.)

SMILES string

C[C@H](O)COCc1ccccc1

InChI

1S/C10H14O2/c1-9(11)7-12-8-10-5-3-2-4-6-10/h2-6,9,11H,7-8H2,1H3/t9-/m0/s1

InChI key

KJBPYIUAQLPHJG-VIFPVBQESA-N

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General description

(S)-(+)-1-Benzyloxy-2-propanol can be used as an effective antiwear agent in aviation turbine fuels, diesel fuels, and light mineral oil.

Application

(S)-(+)-1-Benzyloxy-2-propanol can be used as a reactant to prepare:
  • (S)-N-(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases (PMP derivatives).
  • (S)-1-(benzyloxy)propan-2-yl 4-methylbenzenesulfonate by reacting with tosyl chloride in pyridine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

227.8 °F

Flash Point(C)

108.8 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Copper-catalyzed cross-coupling of nonactivated secondary alkyl halides and tosylates with secondary alkyl Grignard reagents
Yang C-T, et al.
Journal of the American Chemical Society, 134(27), 11124-11127 (2012)
Enantiomeric impurities in chiral catalysts, auxiliaries, and synthons used in enantioselective syntheses. Part 4
Qiu H, et al.
Tetrahedron Asymmetry, 24(18), 1134-1141 (2013)

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