| Identification | More | [Name]
Cinnamoyl chloride | [CAS]
102-92-1 | [Synonyms]
2-PROPENOYL CHLORIDE, 3-PHENYL-
3-PHENYL-2-PROPENOYL CHLORIDE
3-PHENYLACRYLYL CHLORIDE
3-PHENYLPROPENOYL CHLORIDE
AKOS BBS-00003908
CINNAMIC ACID CHLORIDE
CINNAMOYL CHLORIDE
TRANS-3-PHENYLACRYLOYL CHLORIDE
TRANS-3-PHENYLACRYLOYL PROPENOYL CHLORIDE
TRANS-CINNAMOYL CHLORIDE
(2E)-3-Phenyl-2-propenoyl chloride
3-phenyl-2-propenoylchlorid
3-phenyl-acryloylchloride
beta-Phenylacryloyl chloride
Cinnamic chloride
Phenylacrylchloride
Phenylacrylyl chloride
CINNAMOYL CHLORIDE PREDOMINANTLY TRANS
Cinnamoyl chloride, 98%, predominantly trans
CINNAMOYL CHLOCIDE | [EINECS(EC#)]
203-065-5 | [Molecular Formula]
C9H7ClO | [MDL Number]
MFCD00000732 | [Molecular Weight]
166.6 | [MOL File]
102-92-1.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S25:Avoid contact with eyes . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Hazard]
Skin irritant. | [Chemical Properties]
white to yellowish crystalline solid | [Uses]
Titrimetric determination of small amounts of water. | [Synthesis Reference(s)]
Organic Syntheses, Coll. Vol. 3, p. 714, 1955
Tetrahedron Letters, 14, p. 5121, 1973 DOI: 10.1016/S0040-4039(01)87403-7 | [Synthesis]
General procedure for the synthesis of 3-phenyl-2-propenyl chloride from trans-cinnamic acid: trans-cinnamic acid (1.0 mmol) was mixed with excess thionyl chloride (5 mL) and reacted at reflux for 2 hours. After completion of the reaction, the excess thionyl chloride was removed by vacuum concentration to obtain 3-phenyl-2-propenyl chloride in quantitative yield. | [Purification Methods]
Refractionate it in a vacuum until the distillate solidifies on cooling, and recrystallise it from pet ether. The trans-amide has m 145-150o (from H2O) [Beilstein 9 III 2711]. [Adams & Ulich J Am Chem Soc 42 605 1920, Bergmann et al. J Chem Soc 2524 1952, Beilstein 9 H 587, 9 I 233, 9 II 390, 9 III 2710, 9 IV 2020.] | [References]
[1] Tetrahedron, 2009, vol. 65, # 42, p. 8690 - 8696
[2] Chinese Chemical Letters, 2013, vol. 24, # 8, p. 673 - 676
[3] Molecules, 2016, vol. 21, # 1,
[4] Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7745 - 7748
[5] Patent: WO2007/141389, 2007, A1. Location in patent: Page/Page column 62 |
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