Benzoylacetonitrile

Name: Benzoylacetonitrile
Brand: ALDRICH
Price: 53.4 USD
Availability: InStock

99%

Synonym(s):

β-Oxohydrocinnamonitrile

Slide 1 of 1

Select a Size

5 G

$53.40

Available to ship TODAYDetails

Need it sooner? View alternative products.

One Time Order

Request a Bulk Order

Subscriptions are currently unavailable.

About This Item

Linear Formula:

C₆H₅COCH₂CN

CAS Number:

614-16-4

Molecular Weight:

145.16

NACRES:

NA.22

PubChem Substance ID:

24856193

UNSPSC Code:

12352100

EC Number:

210-369-1

MDL number:

MFCD00001942

Key Documents

View All Documentation

Product Name

Benzoylacetonitrile, 99%

InChI key

ZJRCIQAMTAINCB-UHFFFAOYSA-N

InChI

1S/C9H7NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6H2

SMILES string

O=C(CC#N)c1ccccc1

assay

99%

form

solid

bp

160 °C/10 mmHg (lit.)

mp

82-83 °C (lit.)

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Chemical Building Blocks

Organic Building Blocks

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item	D144800	C2648	U5127
Sigma-Aldrich 272728 Benzoylacetonitrile	Sigma-Aldrich D144800 3-(Dimethylamino)propiophenone hydrochloride	Sigma-Aldrich C2648 Cholesterol 5β,6β-epoxide	Sigma-Aldrich U5127 Ursodeoxycholic acid
assay 99%	assay 99%	assay ≥98%	assay ≥99%
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 200
mp 82-83 °C (lit.)	mp 150-155 °C (lit.)	mp -	mp 203-204 °C (lit.)
form solid	form crystals	form powder	form -
bp 160 °C/10 mmHg (lit.)	bp -	bp -	bp -

Application

Benzoylacetonitrile was used in the synthesis of substituted naphtho[1,8-bc]pyrans[1]. It was also used as building block in the preparation of 4H-pyrans[2][3][4], 2-pyridones[5][6], furans[7] and carbocyclics[8][9][10].

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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

Journal of Heterocyclic Chemistry, 15, 57-57 (1978)

Organic preparations and procedures international, 18, 85-85 (1986)

Heterocycles, 14, 639-639 (1980)

Heterocycles, 20, 2393-2393 (1983)

Rhodium-catalyzed cascade oxidative annulation leading to substituted naphtho[1,8-bc]pyrans by sequential cleavage of C(sp2)-H/C(sp3)-H and C(sp2)-H/O-H bonds.

Xing Tan et al.

Journal of the American Chemical Society, 134(39), 16163-16166 (2012-09-20)

The cascade oxidative annulation reactions of benzoylacetonitrile with internal alkynes proceed efficiently in the presence of a rhodium catalyst and a copper oxidant to give substituted naphtho[1,8-bc]pyrans by sequential cleavage of C(sp(2))-H/C(sp(3))-H and C(sp(2))-H/O-H bonds. These cascade reactions are highly

View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service