Name | 9-Fluorenylmethyl chloroformate |
Synonyms | EMOCCI FMOC-CL Fmoc-Cl fmoc-ci FMOC-CHLORIDE FMOC-chloride 9-Fluorenylmethoxycarbonyl 9-Fluorenylmethyl chloroformate 1-(9-fluorenyl)methylchloroformate 9-Fluorenylmethoxycarbonyl chloride 9-Fluorenylmethyloxycarbonylchloride 9H-fluoren-9-ylmethyl carbonochloridate CHLOROFORMIC ACID 9-FLUORENYLMETHYL ESTER 9-FLUORENYLMETHYL CHLOROFORMATE (FMOC CL) Chloroformic acid 9-fluorenylmethyl ester Fmoc-Cl(9-FluorenylmethoxycarbonylChloride) |
CAS | 28920-43-6 |
EINECS | 249-313-6 |
InChI | InChI=1/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2 |
Molecular Formula | C15H11ClO2 |
Molar Mass | 258.7 |
Density | 1.1780 (rough estimate) |
Melting Point | 62-64°C(lit.) |
Boling Point | 365.79°C (rough estimate) |
Flash Point | 143.6°C |
Solubility | dioxane: 0.1g/mL, clear, colorless |
Vapor Presure | 2.06E-06mmHg at 25°C |
Appearance | White or off-white powder |
Color | White to very pale yellow |
BRN | 2279177 |
Storage Condition | 2-8°C |
Sensitive | Moisture Sensitive |
Refractive Index | 1.5330 (estimate) |
MDL | MFCD00001138 |
Physical and Chemical Properties | Character: colorless crystals. Melting Point: 61.5~63 ℃ solubility: soluble in organic solvents, insoluble in water. |
Use | Mainly used for solid phase peptide synthesis |
Risk Codes | R34 - Causes burns R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | 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 the label whenever possible.) S27 - Take off immediately all contaminated clothing. |
UN IDs | UN 3261 8/PG 2 |
WGK Germany | 3 |
RTECS | LQ6250000 |
FLUKA BRAND F CODES | 10-21 |
TSCA | No |
HS Code | 29159020 |
Hazard Class | 6.1 |
Packing Group | II |
Reference Show more | 1. Lian Yanan, Guo Tingting, Cui Lin, etc. Composition Analysis of glycoproteins from Platycodon grandiflorum and its scavenging effect on · OH [J]. Science and Technology of Food Industry, 2016, 37(03):41-45. 2. Guo Yongchun, Chen IGF, Zhao Feng, etc. Distribution of glyphosate and its metabolite aminomethylphosphonic acid in tea plant [J]. Tea Science, 2020, 29 (4):510-518. 3. Wang Zhongxing. Ultrasound-assisted ethanol extraction of 1-deoxynojirimycin from Mulberry Branch [J]. Science and Technology horizon, 2019, 000(035):252-254. 4. Guo Yongchun, Wang Shuyan, Wang Pengjie, Chen IGF, Zhou Peng, Ouyang Liqun, Zhao Feng, Ye Naixing. Effects of glyphosate on main biochemical components in tea leaves [J]. Natural product research and development, 2021,33(03):394-401 499. 5. Guo Yongchun, Chen Jinfan, Zhao Feng, Wang Shuyan, Wang Pengjie, Zhou Peng, Ouyang Liqun, Jin Shan, Ye Naixing. Distribution of glyphosate and its metabolite aminomethylphosphonic acid in tea plant [J]. Tea Science, 2020,40(04):510-518. |
LogP | 3.45 |
introduction | chloroform-9-fluorenyl methyl ester (Fmoc-Cl) is a protective reagent for primary and secondary amines and is sensitive to bases. It is usually used for the synthesis of polypeptides or derivatization before amino and amino acid HPLC analysis and fluorescence detection. |
properties | chloroform-9-fluorenyl methyl ester is white crystal, mp 62~64 oC. Soluble in organic solvents such as CH2Cl2, THF and dioxane. It can react with alcohol, ammonia or amine, or water. |
Application | Chloroform-9-fluorenyl methyl ester (Fmoc-Cl) is a protective reagent for primary and secondary amines, and is more sensitive to bases. It is usually used for the synthesis of polypeptides or derivatization before amino and amino acid HPLC analysis and fluorescence detection. |
Use | Mainly used for solid-phase polypeptide synthesis Used for organic synthesis (amino acid protecting group). amino acid derivative reagent, fluorescence detection, can effectively detect the reaction products by HPLC, but will produce dipeptide and tripeptide impurities, and the reagent is not easy to preserve. It is used to prepare N-Fmoc amino acids in solid-phase polypeptide synthesis. Amino protective reagents for the synthesis of bicyclic proline analogs; Amino acid derivative reagents, which can be used for HPLC and capillary electrophoresis analysis, N-protection in polypeptides and oligonucleotide synthesis |
production method | 12.8 g9-fluorenyl methanol is slowly added dropwise to the cooled phosgene-dichloromethane solution (7.12g phosgene is dissolved in 75ml dichloromethane) under stirring, and then left for 4h after reacting for 1h. The solvent and excess phosgene were evaporated under reduced pressure to obtain 16g of crude product. After recrystallization with ether, 14.5g of finished product was obtained with 86% yield. |