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272728

Sigma-Aldrich

Benzoylacetonitrile

99%

Synonym(s):

β-Oxohydrocinnamonitrile

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About This Item

Linear Formula:
C6H5COCH2CN
CAS Number:
614-16-4
Molecular Weight:
145.16
EC Number:
210-369-1
MDL number:
MFCD00001942
UNSPSC Code:
12352100
PubChem Substance ID:
24856193
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

assay

99%

form

solid

bp

160 °C/10 mmHg (lit.)

mp

82-83 °C (lit.)

SMILES string

O=C(CC#N)c1ccccc1

InChI

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

InChI key

ZJRCIQAMTAINCB-UHFFFAOYSA-N

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This Item
MAB1984-IMAB1976-AF555MAB1876-Z
Anti-Integrin αVβ5 Antibody, clone P1F6, Phycoerythrin conjugate clone P1F6, from mouse, PE

MAB1961H-I

Anti-Integrin αVβ5 Antibody, clone P1F6, Phycoerythrin conjugate

Anti-Integrin α5β1 Antibody, clone BMA5 culture supernatant, clone BMA5, from rat

MAB1984-I

Anti-Integrin α5β1 Antibody, clone BMA5

Anti-Integrin αVβ3 Antibody, clone LM609, Alexa Fluor™ 555 Conjugate clone LM609, from mouse, ALEXA FLUOR™ 555

MAB1976-AF555

Anti-Integrin αVβ3 Antibody, clone LM609, Alexa Fluor™ 555 Conjugate

Anti-Integrin αVβ3 Antibody, clone 27.1 (VNR-1) (Azide Free) clone 27.1 (VNR-1), from mouse

MAB1876-Z

Anti-Integrin αVβ3 Antibody, clone 27.1 (VNR-1) (Azide Free)

antibody form

purified immunoglobulin

antibody form

culture supernatant

antibody form

purified antibody

antibody form

purified antibody

conjugate

PE

conjugate

-

conjugate

ALEXA FLUOR™ 555

conjugate

-

clone

P1F6, monoclonal

clone

BMA5, monoclonal

clone

LM609, monoclonal

clone

27.1 (VNR-1), monoclonal

Gene Information

human ... ITGAV(3685)

Gene Information

mouse ... Itga5(16402)

Gene Information

human ... ITGAV(3685)

Gene Information

human ... ITGAV(3685), ITGB3(3690)

biological source

mouse

biological source

rat

biological source

mouse

biological source

mouse

species reactivity

human, hamster, chicken

species reactivity

mouse

species reactivity

chicken, canine, monkey, rabbit, pig, human, avian, bovine

species reactivity

human, rat

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

Exclamation mark
GHS07

signalword

Warning

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
08210LH
04706KH
01005JH
S42443
09417ME

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Heterocycles, 20, 2393-2393 (1983)
Journal of the Chemical Society. Perkin Transactions 1, 2581-2581 (1985)
L P Davies et al.
Life sciences, 34(22), 2117-2128 (1984-05-28)
A large number of nitrogen heterocycles structurally related to caffeine and theophylline have been tested for activity as adenosine antagonists. Preliminary screening, utilizing displacement of [3H]N6-phenylisopropyladenosine (PIA) binding to rat brain membranes, identified several pyrazolo[3,4-d]pyrimidines with potential antagonist activity. These
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
Journal of the Chemical Society. Perkin Transactions 1, 1681-1681 (1985)
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