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ChemicalBook >> CAS DataBase List >>1-Phenylcyclobutanecarbonitrile

1-Phenylcyclobutanecarbonitrile

CAS No.
14377-68-5
Chemical Name:
1-Phenylcyclobutanecarbonitrile
Synonyms
1-Phenylcyclobutane-1-carbonitrile;Cyclobutanecarbonitrile, 1-phenyl-;1-PHENYLCYCLOBUTANECARBONITRILE;1-Phenylcyclobutanecarbonitrile>1-Phenylcyclobutanecarbonitrile,95%;1-PHENYLCYCLOBUTANECARBONITRILE 95%;1-Phenylcyclobutanecarbonitrile, 95% 5GR;1-Phenylcyclobutanecarbonitrile, 95% 25GR
CBNumber:
CB2666033
Molecular Formula:
C11H11N
Molecular Weight:
157.21
MDL Number:
MFCD00019258
MOL File:
14377-68-5.mol
MSDS File:
SDS
Last updated:2026-05-28 00:42:17
Product description Number Pack Size Price
1-PHENYLCYCLOBUTANECARBONITRILE AldrichCPR S462268 1 unit $197
1-Phenylcyclobutanecarbonitrile >98.0%(GC) P2252 5g $63
1-Phenylcyclobutanecarbonitrile >98.0%(GC) P2252 25g $216
1-Phenyl-cyclobutanecarbonitrile 95% OR346591 250mg $24
1-Phenyl-cyclobutanecarbonitrile 95% OR346591 500mg $28
More product size

1-Phenylcyclobutanecarbonitrile Properties

Boiling point 85°C/0.3mmHg(lit.)
Density 1.03
refractive index 1.5313-1.5333
storage temp. Sealed in dry,Room Temperature
form Liquid
color Clear light yellow
FDA UNII QUW28NRN8Z
NIST Chemistry Reference Cyclobutanecarbonitrile, 1-phenyl-(14377-68-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P363-P403+P233-P405-P501
Hazard Codes  Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  36/37/39-26
HS Code  29269095
NFPA 704
0
1 0

1-Phenylcyclobutanecarbonitrile price More Price(58)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S462268 1-PHENYLCYCLOBUTANECARBONITRILE AldrichCPR 14377-68-5 1 unit $197 2026-04-30 Buy
TCI Chemical P2252 1-Phenylcyclobutanecarbonitrile >98.0%(GC) 14377-68-5 5g $63 2026-04-30 Buy
TCI Chemical P2252 1-Phenylcyclobutanecarbonitrile >98.0%(GC) 14377-68-5 25g $216 2026-04-30 Buy
Apolloscientific OR346591 1-Phenyl-cyclobutanecarbonitrile 95% 14377-68-5 250mg $24 2026-06-04 Buy
Apolloscientific OR346591 1-Phenyl-cyclobutanecarbonitrile 95% 14377-68-5 500mg $28 2026-06-04 Buy
Product number Packaging Price Buy
S462268 1 unit $197 Buy
P2252 5g $63 Buy
P2252 25g $216 Buy
OR346591 250mg $24 Buy
OR346591 500mg $28 Buy

1-Phenylcyclobutanecarbonitrile Chemical Properties,Uses,Production

Chemical Properties

CLEAR LIGHT YELLOW LIQUID

Uses

1-Phenylcyclobutanecarbonitrile is used as a reactant in the preparation of a novel diacylglycerol acyltransferase-1 (DGAT-1) inhibitor.

Synthesis

Benzeneacetonitrile

140-29-4

1,3-Dibromopropane

109-64-8

1-Phenylcyclobutanecarbonitrile

14377-68-5

The general procedure for the synthesis of 1-phenylcyclobutanecarbonitrile from phenylacetonitrile and 1,3-dibromopropane was as follows: powdered potassium hydroxide (536 g, 9.56 mol, 5.6 eq.) was suspended in a solvent mixture of toluene (1.54 L) and water (154 mL) and heated to 45 °C. Subsequently, tetrabutylammonium bromide (28 g, 0.85 mol, 0.05 eq.) and 1,3-dibromopropane (379 g, 1.88 mol, 1.1 eq.) were added followed by the slow dropwise addition of a toluene (500 mL) solution of phenylacetonitrile (200 g, 1.7 mol, 1.0 eq.) over a period of 42 min. During the dropwise addition, the reaction temperature was raised to 95 °C and the mixture was heated to reflux after the dropwise addition was completed. The resulting pink slurry was stirred at reflux temperature for 1 h. The completion of the reaction was confirmed by HPLC analysis. The reaction mixture was cooled to 20-25 °C and filtered through a Celite pad. The solid residue was washed with toluene (1.0 L), and the combined filtrates were washed sequentially with water (2 × 300 mL) and brine (150 mL), dried over anhydrous magnesium sulfate and filtered, and concentrated to give the crude product 1-phenylcyclobutanecarbonitrile (263 g) as an orange oil. The crude product was purified by vacuum distillation (boiling point 105 °C/750 mT) to give 1-phenylcyclobutanecarbonitrile in colorless liquid form [140 g, yield 52%, purity 97.7% (AUC)]. The major impurity was identified as B2 (2.3% AUC) (see Example 9, Synthesis of B section for details).

References

[1] Tetrahedron Letters, 2006, vol. 47, # 23, p. 3871 - 3874
[2] Journal of Organometallic Chemistry, 1993, vol. 448, # 1-2, p. 9 - 14
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 18, p. 7341 - 7348
[4] Patent: US2015/266876, 2015, A1. Location in patent: Paragraph 0160; 0161
[5] Patent: US2015/57443, 2015, A1. Location in patent: Paragraph 0247; 0248

140-29-4
109-64-8
14377-68-5
Synthesis of 1-Phenylcyclobutanecarbonitrile from Benzeneacetonitrile and 1,3-Dibromopropane

1-Phenylcyclobutanecarbonitrile Preparation Products And Raw materials

Global( 124)Suppliers
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View Lastest Price from 1-Phenylcyclobutanecarbonitrile manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Phenylcyclobutanecarbonitrile pictures 2020-01-08 1-Phenylcyclobutanecarbonitrile
14377-68-5
$2.00 1KG 99 100kg Career Henan Chemical Co

1-Phenylcyclobutanecarbonitrile Spectrum

1-PHENYLCYCLOBUTANECARBONITRILE 1-Phenylcyclobutanecarbonitrile,95% 1-Phenylcyclobutanecarbonitrile, 95% 25GR 1-Phenylcyclobutanecarbonitrile, 95% 5GR 1-PHENYLCYCLOBUTANECARBONITRILE 95% 1-Phenylcyclobutanecarbonitrile> 1-Phenylcyclobutane-1-carbonitrile Cyclobutanecarbonitrile, 1-phenyl- 14377-68-5 Phenyls & Phenyl-Het Phenyls & Phenyl-Het
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