3-ヒドロキシブタナール

3-Hydroxybutanal

HCID 7897CAS 107-89-1

基本情報

標準SMILES
CC(O)CC=O
InChIKey
HSJKGGMUJITCBW-UHFFFAOYSA-N
分子式
C4H8O2
平均分子量
88.11 g/mol
単同位体質量
88.0524295

概要

Aldol appears as a clear white to yellow syrupy liquid. Denser than water. Contact may irritate skin and eyes. Moderately toxic by ingestion, inhalation and skin absorption.

名称と識別子

優先名称
3-Hydroxybutanal
IUPAC
3-hydroxybutanal
現地名
3-ヒドロキシブタナール
英語名
ALDOL
分子式
C4H8O2
分子量
88.11

名称と別名

Aldol3-Hydroxybutanal3-HydroxybutyraldehydeButanal, 3-hydroxy-Oxybutanal107-89-13-ButanolalACETALDOLbeta-HydroxybutyraldehydeOxybutyric aldehydeButyraldehyde, 3-hydroxy-NSC-7610
名称をさらに表示
3-ヒドロキシブチルアルデヒドアルドール3-ヒドロキシブタナールアセトアルドールβ-ヒドロキシブチルアルデヒド3-ヒドロキシブタナ-ル107-89-1 ALDOL3-hydroxy-butanaAldol(Technical)
8C6G962B53DTXSID2050407RefChem:551525DTXCID8029490203-530-2.beta.-HydroxybutyraldehydeNSC 7610HSDB 2663

データベース識別子

CAS
107-89-1
PubChem CID
7897
DTXSID
DTXSID2050407
UNII
8C6G962B53
EC Number
203-530-2
Nikkaji
J4.066E

物性

構造計算による物性

XLogP
-0.6
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
2
重原子数
6

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Aldehydes

Flammable agents - 2nd degree

Density · 2 件

1.103 g/cu cm at 20 °C

Specific heat: 0.737; bulk density: 9.17 lb/gal at 20 degC

Color/Form · 2 件

Clear, white-to-yellow syrupy liquid

Colorless, thick liquid

Solubility · 4 件

Miscible with water /1.00X10+6 mg/L/

Miscible with water

Miscible with ethanol; soluble in diethyl ether; very soluble in acetone

Miscible with alcohol, ether, organic solvents

Flash Point · 2 件

150 °F (NFPA, 2010)

150 °F (66 °C) (open cup)

Boiling Point · 2 件

Decomposes at about 83 °C

Boiling point = 83 °C at 20 mm

物理化学的性質

融点
25 °C · <25 °C
沸点
20 · bp20 83°
比重(密度)
16 · d16 1.109
蒸気密度
3.04 · 3.04
屈折率
1.4238 · 1.4238
闪点
150 °F · 150°F (OC)

化学的性質

化学的特性Aldol is a flammable, colorless to pale yellow, syrupy liquid. Pungent odor

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H310 (66.7%): Fatal in contact with skin [Danger Acute toxicity, dermal]

P262, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P316, P321, P337+P317, P361+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 60 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H310: Fatal in contact with skin [Danger Acute toxicity, dermal]

危険有害性情報

Regulatory Information · 3 件

Chemical: Butanal, 3-hydroxy-

Butanal, 3-hydroxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Fire PotentialA flammable liquid and fire hazard when exposed to heat or flame.
Health Hazards · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards SummaryMay cause skin and eye irritation; Toxic by inhalation, ingestion, and skin contact; [CAMEO] An eye irritant; [MSDSonline]

安全と保護具

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that acetaldol is expected to have very high mobility in soil(SRC). Volatilization of acetaldol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.4X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Acetaldol is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 21 mm Hg at 20 °C(3). Acetaldol reached 49.7% of its theoretical BOD in 10 days(4), suggesting that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that acetaldol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.4X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(3), an estimated BCF of 3(SRC), from an estimated log Kow of -0.72(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Acetaldol reached 49.7% of its theoretical BOD in 10 days(5), suggesting that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetaldol, which has a vapor pressure of 21 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetaldol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 8 hours(SRC), calculated from its rate constant of 4.8X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Acetaldol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1 件

IDENTIFICATION AND USE: Acetaldol is a colorless, thick liquid. It is used in manufacture of rubber vulcanizers. Other uses include perfumery, engraving, ore flotation, solvent, solvent mixtures for cellulose acetate, fungicides, organic synthesis, printer's rollers, cadmium plating, dyes, drugs, dyeing assistant, and synthetic polymers. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Rats exposed to acetaldol saturated air survived 1/2 hour.

Soil Adsorption/Mobility · 1 件

The Koc of acetaldol is estimated as 1(SRC), using a log Kow of -0.71(1) and a regression-derived equation(1). According to a classification scheme(2), this estimated Koc value suggests that acetaldol is expected to have very high mobility in soil.

Artificial Pollution Sources · 1 件

Acetaldol's production and use in the manufacture of rubber vulcanizers(1,2), perfumery, engraving, ore flotation, solvent, solvent mixtures for cellulose acetate, fungicides, organic synthesis, printer's rollers, cadmium plating, dyes, drugs, dyeing assistant and synthetic polymers(2) may result in its release to the environment through various waste streams(SRC). Acetaldol has been identified as a constituent of tobacco smoke(3).

Environmental BiodegradationAEROBIC: Acetaldol reached 49.7% of its theoretical BOD in 10 days using a sewage inoculum in a standard dilution method test at 20 °C(1).
Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated in fish for acetaldol(SRC), using an estimated log Kow of -0.71(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

法規制情報

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Acetaldol is produced, as an intermediate or a final product, by process units covered under this subpart.

安全データ

wgk
WGK 3
tsca
TSCA listed
ridadr
UN 2839
毒性
LD50 orally in rats: 2.18 g/kg (Smyth)
risk_code
24-36
hazard_code
T

化学と産業

用途と製造

Uses · 5 件

Used in the manufacture of rubber vulcanizers, accelerators, and age resisters; in perfumes; in ore flotation; in engraving; as a solvent; in solvent mixture for cellulose acetate; in fungicides; for organic synthesis; in cadmium plating; in dyes and drugs; as a dyeing assistant; in synthetic polymers and printer's rollers; [HSDB]

Electroplating [Category: Plate]

Manufacture of rubber vulcanizers.

Synthesis of rubber accelerators and age resisters, perfumery, engraving, ore flotation, solvent, solvent mixtures for cellulose acetate, fungicides, organic synthesis, printer's rollers, cadmium plating, dyes, drugs, dyeing assistant, synthetic polymers.

Acetaldol is used primarily for the preparation of crotonaldehyde. ... also for the manufacture of substituted quinaldines which, in turn, are valuable starting materials for dyes and pigments.

U.S. ProductionNon-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Aldol:
Methods of Manufacturing · 3 件

In the presence of dilute sodium or potassium hydroxide solutions, acetaldehyde is converted to the aldol over a period of several hours in a water-cooled flow tube at 20-25 °C. In order to avoid side and secondary reactions, which would result in appreciable resin formation, the reaction is stopped by adding phosphoric or acetic acid when acetaldehyde conversion has reached 60%. After the unconverted acetaldehyde is separated, a bottom product is obtained that, apart from small amounts of byproducts such as crotonaldehyde, consists of 72-73 wt% acetaldol and ca. 18 wt% water.

Manufactured by condensation of acetaldehyde in aqueous NaOH.

Alheritiere, Gobron, United States of America patent 2713598 (1955 to Usines de Melle).

Formulations/PreparationsGrade: Technical (98%)
General Manufacturing InformationButanal, 3-hydroxy-: ACTIVE
応用分野 · 3 件

解説アルドール.2分子のアセトアルデヒドをアルカリの存在下にアルドール縮合させると得られる.無色,無臭の液体.沸点77 ℃(2.1 kPa).d16 1.109.水,エタノール,エーテルに易溶.常圧で蒸留すると大部分は脱水されてクロトンアルデヒドとなる.ブタジエンの製造,加硫促進剤,香料などに用いられる.アセトアルデヒドに水酸化ナトリウムまたは水酸化カリウムの水溶液を作用させると得られる。この反応は酸を触媒として用いてもおこるが、アルドールの合成法としては水酸化ナトリウムの水溶液を触媒とするのが適当で、1分子のアセトアルデヒドがもう1分子のアセトアルデヒドのカルボニル基=Oに付加してアルドールを生成する。この反応はアルドール反応とよばれている。アルドールはゴムの加硫促進剤、香料の合成原料などの用途をもつ。

使用Acetaldol is manufactured by condensing of acetaldehyde in aqueous NaOH and is used to produce rubber vulcanizers, accelerators and age retardants, perfumes, and in ore flotation. It is a hypnotic and sedative.

一般的な説明A clear white to yellow syrupy liquid. Denser than water. Flash point 150°F. Contact may irritate skin and eyes. Moderately toxic by ingestion, inhalation and skin absorption.

調製方法 · 1 件

純化方法An ethereal solution of aldol is washed with a saturated aqueous solution of NaHCO3, then with water. The non-aqueous layer is dried with anhydrous CaCl2 and distilled immediately before use. The fraction, b 80-81o/20mm, is collected as a thick liquid which decomposes at 85o/atm. It is a sedative and a hypnotic but is used in perfumery. [Mason et al. J Am Chem Soc 76 2255 1954]. [Beilstein 1 H 824, 1 I 419, 1 II 868, 1 III 3195, 1 IV 3984.]

サプライヤー14 社

Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
上海特伯化学科技有限公司+86-21-60341587 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]

関連反応

3 件

関連ノート

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