1-Phenylcyclobutanecarbonitrile
- Product Name
- 1-Phenylcyclobutanecarbonitrile
- CAS No.
- 14377-68-5
- Chemical Name
- 1-Phenylcyclobutanecarbonitrile
- Synonyms
- 1-PHENYLCYCLOBUTANECARBONITRILE;1-Phenylcyclobutane-1-carbonitrile;Cyclobutanecarbonitrile, 1-phenyl-;1-Phenylcyclobutanecarbonitrile>1-Phenylcyclobutanecarbonitrile,95%;1-PHENYLCYCLOBUTANECARBONITRILE 95%;1-Phenylcyclobutanecarbonitrile, 95% 5GR;1-Phenylcyclobutanecarbonitrile, 95% 25GR
- CBNumber
- CB2666033
- Molecular Formula
- C11H11N
- Formula Weight
- 157.21
- MOL File
- 14377-68-5.mol
1-Phenylcyclobutanecarbonitrile Property
- 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
- NIST Chemistry Reference
- Cyclobutanecarbonitrile, 1-phenyl-(14377-68-5)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 36/37/39-26
- HS Code
- 29269095
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P363Wash contaminated clothing before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- S462268
- Product name
- 1-PHENYLCYCLOBUTANECARBONITRILE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $185
- Updated
- 2025/07/31
- Product number
- P2252
- Product name
- 1-Phenylcyclobutanecarbonitrile
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $66
- Updated
- 2025/07/31
- Product number
- P2252
- Product name
- 1-Phenylcyclobutanecarbonitrile
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $226
- Updated
- 2025/07/31
- Product number
- P336623
- Product name
- 1-Phenylcyclobutanecarbonitrile
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- P336623
- Product name
- 1-Phenylcyclobutanecarbonitrile
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
1-Phenylcyclobutanecarbonitrile Chemical Properties,Usage,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
140-29-4
109-64-8
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
1-Phenylcyclobutanecarbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Phenylcyclobutanecarbonitrile manufacturers
- Product
- 1-Phenylcyclobutanecarbonitrile 14377-68-5
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99
- Supply Ability
- 100kg
- Release date
- 2020-01-07