1,1,1,3,3,3-Hexafluoro-2-propanol (HCID 13529)

概要

1,1,1,3,3,3-hexafluoro-2-propanol is a clear colorless oily liquid with an aromatic odor. (NTP, 1992) Combustible, may cause burns to skin, eyes and mucous membranes.

名称と識別子

優先名称: 1,1,1,3,3,3-Hexafluoro-2-propanol
IUPAC: 1,1,1,3,3,3-hexafluoropropan-2-ol
現地名: 1,1,1,3,3,3-ヘキサフルオロ-2-プロパノール
英語名: 1,1,1,3,3,3-Hexafluoro-2-propanol
分子式: C3H2F6O
分子量: 168.04

名称と別名

1,1,1,3,3,3-Hexafluoro-2-propanol920-66-1Hexafluoroisopropanol1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OLHFIPHexafluoroisopropyl alcohol1,1,1,3,3,3-HexafluoroisopropanolBis(trifluoromethyl)methanol2H-Hexafluoroisopropanol1,1,1,3,3,3-Hexafluoroisopropyl alcohol2-Propanol, 1,1,1,3,3,3-hexafluoro-2,2,2-Trifluoro-1-(trifluoromethyl)ethanol

名称をさらに表示

1,1,1,3,3,3-ヘキサフルオロ-2-プロパノール1-(トリフルオロメチル)-2,2,2-トリフルオロエタノール2,2,2-トリフルオロ-1-(トリフルオロメチル)エタノール1,1,1,3,3,3-ヘキサフルオロプロパン-2-オール2,2,2-トリフルオロ-1-(トリフルオロメチル)エタン-1-オールヘキサフルオロイソプロピルアルコールヘキサフルオロイソプロパノール1,1,1,3,3,3-ヘキサフルオロイソプロパノールヘキサフルオロ-2-プロパノル1,1,1,3,3,3-ヘキサフルオロ-2-プロパノ-ル1,1,1,3,3,3-ヘキサフルオロ-2-プロパノールヘキサフルオロイソプロパノール2H-ヘキサフルオロ-2-プロパノールヘキサフルオロイソプロパノール1,1,1,3,3,3-ヘキサフルオロイソプロパノールヘキサフルオロイソプロパノル1,1,1,3,3,3‐ヘキサフルオロ‐2‐プロパノール2H‐ヘキサフルオロ‐2‐プロパノール1,1,1,3,3,3-ヘキサフルオロ-2-プロパノール ELUENT ADDITIVE FOR LC-MSヘキサフルオロイソプロパノ-ル3′-クロロ-4′-フルオロビフェニル-4-カルボアルデヒドHFPHFIPAHEXAFLUORO-2-PROPANOL(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl formatecatalase enzymeN-benzyl-3-methoxy-2-(N-methylacetamido)propanamide1,1,1,3,3,3-HEXAFLUOROPROPANOL

Ethanol, 2,2,2-trifluoro-1-(trifluoromethyl)-1,1,1,3,3,3-Hexafluoro-2-hydroxypropane3D632GYQ50NSC-96336CHEBI:63104RefChem:786091213-059-4hexafluoropropanol

データベース識別子

CAS: 920-66-1
PubChem CID: 13529
DTXSID: DTXSID1022134
ChEMBL: CHEMBL1231750
ChEBI: CHEBI:63104
UNII: 3D632GYQ50
EC Number: 213-059-4
Nikkaji: J50.987F

物性

構造計算による物性

XLogP: 1.7
極性表面積: 20.2 Å²
水素結合供与体数: 1
水素結合受容体数: 7
回転可能結合数: 0
重原子数: 10
形式電荷: 0
複雑度: 97.1

実験および物理化学的性質

Chemical Classes · 2 件

Ionic Liquids

Ionic Liquids -> Fluorinated Ionic Liquids

PFAS · 4 件

PFAS

PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

PFAS -> Identified in migrating and extractable food contact chemical data

PolymersOther Classes -> Alcohols and Polyols, Other

SpringerMaterials PropertiesSchoenflies notation

LogP1.66

Density · 2 件

1.596 at 68 °F (NTP, 1992) - Denser than water; will sink

1.46 @25 °C

物理化学的性質

融点: 4 °C · −4 °C(lit.)
沸点: 59 °C · 59 °C(lit.)
比重(密度): 1.596 g/mL · 1.596 g/mL at 25 °C(lit.)
蒸気圧: 269 hPa · 269 hPa (30 °C)
屈折率: 20 · n20/D 1.275(lit.)
闪点: 4 · 4,4°C
貯蔵温度: 30 °C · Store below +30°C.
溶解性: soluble in Chloroform, Ethyl Acetate
酸解離定数(Pka): 1 · pK1:9.42 (25°C)
外見: 個体
比重: 1.596 · 1.596
色: 白から黄色
PH: 3 · 3-4 (H2O)Aqueous solution
水溶解度: 1000 g/L · 1000g/L（25℃）
BRN: 1841007 · 1841007
Henry's Law Constant: 1 · 1.0×10-1 mol/(m3Pa) at 25℃, I. et al. (1999)
安定性: 安定。強酸、強塩基、アルカリ金属とは相容れない。
InChI: 1S/C3H2F6O/c4-2(5,6)1(10)3(7,8)9/h1,10H
InChIKey: BYEAHWXPCBROCE-UHFFFAOYSA-N
SMILES: OC(C(F)(F)F)C(F)(F)F
LogP: 1.5 at · 1.5 at 25℃
表面張力: 67.1 mN/m · 67.1mN/m at 1g/L and 19.8℃
CAS データベース: 920 · 920-66-1(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2-Propanol, 1,1,1,3,3,3-hexafluoro-(920-66-1)
EPAの化学物質情報: 1 · 1,1,1,3,3,3-Hexafluoro-2-propanol (920-66-1)

化学的性質

化学的特性1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) is a clear, colorless, oily, combustible liquid. Odor is described as aromatic.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (90.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P330, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 200 reports by companies from 30 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Propanol, 1,1,1,3,3,3-hexafluoro-

2-Propanol, 1,1,1,3,3,3-hexafluoro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1,1,1,3,3,3-hexafluoro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 05-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21690

1,1,1,3,3,3-Hexafluoro-2-propanol: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive

Fire HazardsThis chemical is probably combustible. (NTP, 1992)

Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound include a burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, vomiting, abdominal pain; skin irritation, dermatitis, blistering and ulceration of the skin; gangrene, erythema; conjunctivitis, eye injury; dizziness, vertigo, light-headedness; lowered body temperature; cyanosis; respiratory distress; convulsions; collapse; coma; and liver and kidney damage. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.

Hazards SummaryDestructive to tissues and can cause chemical pneumonitis, liver and kidney injury, convulsions, coma, and death; [CAMEO] Corrosive to skin; Harmful by inhalation; Can cause chemical pneumonitis; [MSDSonline]

Reactive GroupAlcohols and Polyols

安全と保護具

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Protective Action Criteria (PAC) · 3 件

1.3 [ppm]

15 [ppm]

87 [ppm]

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin

Toxicity DataLC50 (rat) = 1,974 ppm/4h

安全データ

F: 27
wgk: 2
tsca: TSCA listed
rtecs: UB6450000
ridadr: UN 2922 8/PG 2
毒性: LD50 orally in Rabbit: 1500 mg/kg
hs_code: 29055910
risk_code: 20/22-34
化審法: (2)-291
hazard_code: C,Xi
hazard_note: Corrosive
safety_code: 26-36/37/39-45-27
hazard_class: 8
packing_group: II
Hazard Classifications: Eye Dam. 1Repr. 2Skin Corr. 1ASTOT RE 2
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

薬理情報

Metabolism/MetabolitesHexafluoroisopropanol has known human metabolites that include (2S,3S,4S,5R)-6-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Tissue LocationsKidney

Cellular LocationsCytoplasm

用途と製造

U.S. Production2023: 1,000,000 - <8,500,000 lb

Consumer UsesMonomers

Industry UsesMonomers

General Manufacturing Information · 2 件

Pharmaceutical and Medicine Manufacturing

2-Propanol, 1,1,1,3,3,3-hexafluoro-: ACTIVE

応用分野 · 7 件

解説ヘキサフルオロイソプロパノール (英: Hexafluoroisopropanol, HFIP) とは、化学式C3H2F6O、示性式(CF3)2CHOHで表される有機化合物です。 IUPAC命名法による名称は1,1,1,3,3,3-ヘキサフルオロ-2-プロパノールであり、その他の慣用名としてはヘキサフルオロイソプロピルアルコールの別称があります。CAS番号は920-66-1です。分子量168.04、融点-4℃、沸点59℃であり、常温では無色透明の液体です。刺激臭を呈します。密度は1.62g/mL、酸解離定数pKaは9.3です。水やほかに極めて溶けやすい性質を示します。

用途ポリマー類のGPC分析の際の溶離液。

用途1,1,1,3,3,3-ヘキサフルオロ-2-プロパノールとも呼ばれ、しばしばHFIPと略される。溶媒及び合成中間体として主に利用されている。

用途ポリマー溶剤、医薬品、農薬等の合成原料。

使用1,1,1,3,3,3-Hexafluoro-2-propanol effects the native state of proteins, denaturing them as well as stabilizing the α-helical conformation of unfolded proteins and polypeptides.

一般的な説明1,1,1,3,3,3-Hexafluoro-2-propanol is a solution-phase peptide chemistry solvent. This fluorinated polar solvent of high ionizing power facilitates Friedel–Crafts-type reactions, using covalent reagents in the absence of a Lewis acid catalyst. It also enhances the efficiency of rhodium(I)-catalyzed [4+2] intramolecular cycloaddition of ether-tethered alkynyl dienes and [5+2] cycloaddition of alkynyl vinylcyclopropanes. 1,1,1,3,3,3-Hexafluoro-2-propanol clusters catalyzes the epoxidation of cyclooctene and 1-octene with hydrogen peroxide.

使用用途ヘキサフルオロイソプロパノールの主な用途は、有機合成溶媒、ポリマー溶剤、医薬品や農薬等の合成原料などです。ポリアミド、、ポリアセタール、ポリエステル、ポリケトンなどの高分子は多くの溶媒に溶解しませんが、ヘキサフルオロイソプロパノールには溶かすことができます。また、生化学分野及び液相ペプチド化学用溶媒としても用いられており、ペプチドやβシート構造を持つ単量体タンパク質を溶解することが可能です。その他には、イオン対HPLCの緩衝液としての用途もあります。また、有機合成原料・中間体としては、医薬品・農業関連物質・光学関連物質などの中間体として活用されています。例えば、吸入麻酔薬であるセボフルランのとして利用することが可能です。強力脱保護促進剤、溶解促進剤として利用されることもあります。

調製方法 · 1 件

純化方法Distil it from 3A molecular sieves, retaining the middle fraction. It has been prepared by reduction of hexafluoroacetone in tetrahydrofuran (THF), In this case hexafluoropropanol forms a stable 1:1 complex which distils at 99-100o/760mm (n 25 1.3283), The complex is decomposed by mixing with 20% oleum and distilling in a vacuum, and the distillate is redistilled to give pure hexafluoropropan-2-ol with b 59o/760mm. The 1H NMR shows a doublet at 4.52ppm (JH,H 2Hz). The benzoyl derivative, [10315-85-2] M 272.1, has m 53.9o after crystalllisation from pentane at -50o, and its IR has at 1760cm-1. [Middleton & Lindsey J Am Chem Soc 86 4948 1964, Urry et al. J Org Chem 32 347 1967.] It has very high peptide solubilising properties, alone or with CH2Cl2 [use as a solvent: Narita et al. Bull Chem Soc Jpn 61 281 1988, Biochemistry 29 2639 1990.] It is CORROSIVE, causes severe eye irritation.

上流・下流製品情報

上流原料

臭化シアン 2-Propanol, 1,1,1,2,3,3,3-heptafluoro-2-(TRIMETHYLSILOXY)PENTAFLUOROPROPENE Methyl 3,3,3-Trifluoro-2-hydroxy-2-trifluoromethylpropionate 2-(クロロメトキシ)-1,1,1,3,3,3-ヘキサフルオロプロパンぎ酸フェニルトリフルオロ酢酸アンモニウムヘキサクロロアセトンヘキサフルオロアセトントリフルオロ酢酸ナトリウム

下流製品

セボフルラン 4-メチルベンゼンスルホン酸1,1,1,3,3,3-ヘキサフルオロプロパン-2-イル亜りん酸トリス(1,1,1,3,3,3-ヘキサフルオロ-2-プロピル)

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補足説明

定義ChEBI: An organofluorine compound formed by substitution of all the methyl protons in propan-2-ol by fluorine. It is a metabolite of inhalation anesthetic sevoflurane.

1,1,1,3,3,3-ヘキサフルオロ-2-プロパノール

基本情報

概要