CAS No.28920-43-6,9-Fluorenylmethyl chloroformate Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	28920-43-6
Name:	9-Fluorenylmethyl chloroformate
Article Data:	14

Formula:	C₁₅H₁₁ClO₂
Molecular Weight:	258.704
Synonyms:	Formicacid, chloro-, fluoren-9-ylmethyl ester (8CI);Fluorene-9-methanol,chloroformate (8CI);(9H-Fluoren-9-ylmethoxy)carbonyl chloride;9H-Fluoren-9-ylmethyl chloroformate;AminoTag;FMOC chloride;FmocCl;Fmoc-Cl;Carbonochloridic acid,9H-fluoren-9-ylmethyl ester;
EINECS:	249-313-6
Density:	1.288 g/cm³
Melting Point:	62-64 °C(lit.)
Boiling Point:	393.9 °C at 760 mmHg
Flash Point:	143.6 °C
Solubility:	dioxane: 0.1 g/mL, clear, colorless
Appearance:	white to off-white powder
Hazard Symbols:	C,T
Risk Codes:	34-20/21/22
Safety:	26-36/37/39-45-27
Transport Information:	UN 3261 8/PG 2
PSA:	26.30000
LogP:	4.17430

Synthetic route

: 32315-10-9
bis(trichloromethyl) carbonate

: 24324-17-2
9-Fluorenylmethanol

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
With tributyl-amine In toluene at 0℃; Reagent/catalyst; Solvent; Temperature;	98%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;
With tributyl-amine In toluene at 0℃; for 0.0666667h; Temperature; Flow reactor;	98 %Chromat.
With pyridine In toluene at 0 - 20℃;

: 75-44-5
phosgene

: 24324-17-2
9-Fluorenylmethanol

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
In dichloromethane	74%
In dichloromethane
With pyridine In diethyl ether 1.) 1 h, 0 deg C, 2.) 8 h, 25 deg C;
With pyridine In tetrahydrofuran at 0 - 6℃; for 13.5h; Temperature; Large scale;

: 86-73-7
9H-fluorene

nickel-aluminium oxide: nickel-aluminium oxide

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 25 percent 2: 74 percent / CH2Cl2 View Scheme

: 75-44-5
phosgene

F-ether: F-ether

: 24324-17-2
9-Fluorenylmethanol

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
In tetrahydrofuran; water	37.9 g (95.8%)

...Expand

: 24324-17-2
9-Fluorenylmethanol

: 503-38-8
trichloromethyl chloroformate

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
With dmap In toluene at 20℃; for 24h;

: 115134-37-7
Fmoc-OH

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide at 83℃; for 2h;

: 67-66-3
chloroform

: 24324-17-2
9-Fluorenylmethanol

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

Conditions

Conditions	Yield
With oxygen In acetonitrile at 20℃; for 3h; Irradiation;

: 632-20-2
D-Threonine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 157355-81-2
(((9H-fluoren-9-yl)methoxy)carbonyl)-D-threonine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane	100%

: 1197-55-3
4-aminophenylacetic acid

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: Sodium; [4-(9H-fluoren-9-ylmethoxycarbonylamino)-phenyl]-acetate

Conditions

Conditions	Yield
With sodium carbonate for 16h;	100%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 65577-07-3, 65577-08-4, 67896-52-0
(RS)-1-amino-2-methylpropylphosphinic acid

: 146406-32-8
(1RS)-1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-methylpropylphosphinic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 4℃; for 6h;	100%

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Chemistry

IUPAC Name: 9H-Fluoren-9-ylmethyl carbonochloridate
Molecular Formula: C₁₅H₁₁ClO₂
Molecular Weight: 258.70 g/mol
SMILES: C1(c2c(cccc2)c2c1cccc2)COC(=O)Cl
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
EINECS: 249-313-6
Classification Code: Indicators and reagents; Mutation data
Product Categories: Aromatic Esters; N-Protecting Reagents; Biochemistry; Fluorenes; Fluorenes & Fluorenones; Peptide Synthesis; Protection & Derivatization Reagents (for Synthesis); Protective Reagents (Peptide Synthesis); Synthetic Organic Chemistry; Fmoc-Amino acid series
Index of Refraction: 1.611
Molar Refractivity: 69.74 cm³
Molar Volume: 200.7 cm³
Polarizability: 27.64×10^-24cm³
Surface Tension: 50 dyne/cm
Density: 1.288 g/cm³
Flash Point: 143.6 °C
Enthalpy of Vaporization: 64.38 kJ/mol
Boiling Point: 393.9 °C at 760 mmHg
Melting Point: 62-64 °C(lit.)
Storage temperature: 2-8 °C
Solubility: dioxane: 0.1 g/mL, clear, colorless
Sensitive Moisture Sensitive
Vapour Pressure of 9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6): 2.06E-06 mmHg at 25 °C

Uses

9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6) is used for tagging silica-based derivatization reagents in HPLC. It is also used to introduce FMOC group as the FMOC carbamate.

Production

As can be expected, this compound may be prepared by reacting 9-fluorenylmethanol with phosgene:

Toxicity Data With Reference

mma-sat 100 µg/plate

MUREAV Mutation Research. 170 (1986),23.

Safety Profile

Hazard Codes: Corrosive C, Toxic T
Risk Statements: 34-20/21/22
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-27
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.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
RTECS: LQ6250000
F: 10-21
HazardClass: 6.1
PackingGroup of 9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6): II

Standards and Recommendations

DOT Classification: 6.1; Label: Poison, Corrosive

Specification

9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6), its Synonyms are 1-(9-Fluorenyl)methyl chloroformate ; Carbonochloridic acid, 9H-fluoren-9-ylmethyl ester ; 9H-Fluoren-9-ylmethyl chloroformate ; Fluoren-9-ylmethyl chloroformate ; Formic acid, chloro-, fluoren-9-ylmethyl ester . It is white to off white crystalline powder.

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9-Fluorenylmethyl chloroformate