Key Documents

View All Documentation

382183

Benzyloxyacetaldehyde

Name: Benzyloxyacetaldehyde
Brand: ALDRICH

97%

Synonym(s):

α-(Benzyloxy)acetaldehyde, (Benzyloxy)acetaldehyde, (Benzyloxy)ethanal, (Phenylmethoxy)acetaldehyde, 2-(Benzyloxy)acetaldehyde, 2-(Benzyloxy)ethanal, 2-(Phenylmethoxy)acetaldehyde

Select a Size

Change View

About This Item

Linear Formula:

C₆H₅CH₂OCH₂CHO

CAS Number:

60656-87-3

Molecular Weight:

150.17

NACRES:

NA.22

PubChem Substance ID:

24863874

UNSPSC Code:

12352100

EC Number:

262-349-7

MDL number:

MFCD00191779

Assay:

97%

Form:

liquid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

97%

form

liquid

contains

0.5% hydroquinone as stabilizer

refractive index

n20/D 1.518 (lit.)

bp

118-120 °C/13 mmHg (lit.)

density

1.069 g/mL at 25 °C (lit.)

functional group

aldehyde, ether, phenyl

SMILES string

O=CCOCc1ccccc1

InChI

1S/C9H10O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-6H,7-8H2

InChI key

NFNOAHXEQXMCGT-UHFFFAOYSA-N

Description

General description

Benzyloxyacetaldehyde is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).

Application

Benzyloxyacetaldehyde may be used in the following syntheses:

(3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate
(S)-5-benzyloxy-4-hydroxypentan-2-one
myxothiazols

Benzyloxyacetaldehyde may be used in the synthesis of 1-deoxy-L-xylulose, via antibody catalysis.

pictograms

GHS07,GHS09

signalword

Warning

hcodes

H315,H319,H335,H411

pcodes

P261 - P264 - P271 - P273 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A short enantioselective synthesis of 1-deoxy-L-xylulose by antibody catalysis.

Shabat D, et al.

Tetrahedron Letters, 40(8), 1437-1440 (1999)

Recombinant production of serine hydroxymethyl transferase from Streptococcus thermophilus and its preliminary evaluation as a biocatalyst.

L Vidal et al.

Applied microbiology and biotechnology, 68(4), 489-497 (2005-02-24)

The glyA gene encoding a serine hydroxymethyl transferase (SHMT) with threonine aldolase activity was isolated from Streptococcus thermophilus YKA-184 chromosomal DNA. This aldolase is a pyridoxal 5'-phosphate-dependent enzyme that stereospecifically catalyzes the interconversion of L-threonine to glycine and acetaldehyde. The

Formal total syntheses of Myxothiazols by three different approaches starting from benzyloxyacetaldehyde.

Backhaus D.

Tetrahedron Letters, 41(13), 2087-2090 (2000)

View All Related Papers

Global Trade Item Number

SKU	GTIN
382183-5G	04061831962291
382183-1G	04061836684983