1,2-ブタンジオール

1,2-Butanediol

HCID 11429CAS 584-03-2

基本情報

標準SMILES
CCC(O)CO
InChIKey
BMRWNKZVCUKKSR-UHFFFAOYSA-N
分子式
C4H10O2
平均分子量
90.12 g/mol
単同位体質量
90.06807956

概要

Butane-1,2-diol is a butanediol in which the two hydroxy groups are located at positions 1 and 2. It has a role as a metabolite. It is a glycol and a butanediol.

名称と識別子

優先名称
1,2-Butanediol
IUPAC
butane-1,2-diol
現地名
1,2-ブタンジオール
英語名
1,2-BUTANEDIOL
分子式
C4H10O2
分子量
90.12

名称と別名

1,2-BUTANEDIOL584-03-2butane-1,2-diol1,2-Butylene glycol1,2-Dihydroxybutanealpha-Butylene glycolalpha-ButyleneglycolDTXSID6040375RUN0H01QEUNSC-24242DTXCID4020375CHEBI:52682
名称をさらに表示
1,2-ブタンジオールα-ブチレングリコールブタン-1,2-ジオール1,2-ジヒドロキシブタン1,2-ブチレングリコール1,2ブタンジオル1,2‐ブタンジオール(±)-1,2-ブタンジオールジヒドロキシブタン1,2-Butanediol,98%NSC 24242BDO Liquid1,2-Butanediol >BDO 1,2-BUTANEDIOL
Massage OilRefChem:934958209-527-226171-83-5Butanediol, 1,2-1,2-(Dihydroxy)butane1,2-ButandiolDL-1,2-Butanediol

データベース識別子

CAS
584-03-2
PubChem CID
11429
DTXSID
DTXSID6040375
ChEBI
CHEBI:52682
UNII
RUN0H01QEU
EC Number
209-527-2
Nikkaji
J46.396E

物性

構造計算による物性

XLogP
-0.2
極性表面積
40.5 Ų
水素結合供与体数
2
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

PolymersOther Classes -> Alcohols and Polyols, Other
CosmeticsCosmetic ingredients (1,2-Butanediol) -> CIR (Cosmetic Ingredient Review)
LogP-0.34 (20 °C)
Density · 2 件

1.0023 @ 20 °C

Relative density (water = 1): 1.01

Viscosity · 2 件

Dynamic viscosity @ 20 °C is 7.3 mPa.s

7.3 mm²/s at 20 °C

Color/FormCLEAR VISCOUS LIQUID

物理化学的性質

融点
-50 °C · -50 °C
沸点
191 · 191-192 °C/747 mmHg (lit.)
比旋光度
-0.2 · -0.2~+0.2°(20℃/D)(neat)
比重(密度)
1.006 g/mL · 1.006 g/mL at 25 °C (lit.)
蒸気圧
10 · 10-2130Pa at 20℃
屈折率
20 · n20/D 1.438(lit.)

化学的性質

化学的特性clear colorless liquid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 25.3% (39 of 154) of reports.

Warning

H319 (74.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 154 reports by companies from 4 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 4 件

Chemical: 1,2-Butanediol

1,2-Butanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Butanediol 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: 09-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23064

1,2-Butanediol: 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.

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Fire HazardsCombustible. Above 93 °C explosive vapour/air mixtures may be formed.
Fire PotentialModerate, when exposed to heat or flame.
Hazards SummaryAn eye irritant; High-level exposure could cause CNS depression and kidney injury; [ICSC] May cause irritation; [MSDSonline]
UN ClassificationUN Hazard Class: 3; UN Pack Group: III

安全と保護具

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep cylinder cool by spraying with water.
First Aid Measures · 4 件

Fresh air, rest.

Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

Safe StorageSeparated from incompatible materials. See Chemical Dangers. Ventilation along the floor.
Fire Fighting ProceduresALC FOAM.
Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage DisposalCollect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

毒性情報

Body BurdenNIOSH (NOES Survey 1981-1983) has statistically estimated that 1,821 workers are potentially exposed to 1,2-butanediol in the USA(1).
Environmental Fate · 3 件

TERRESTRIAL FATE: 1,2-Butanediol will probably biodegrade based on a screening test of the structurally analogous 1,4-butanediol(5,SRC). According to a suggested classification scheme(3), the estimated Koc value of 17(1,2) indicates that 1,2-butanediol will be very highly mobile in soil. Based on the vapor pressure of 0.0501 mm Hg at 25 °C(4), 1,2-butanediol is expected to volatilize if spilled on dry soil surfaces(SRC).

AQUATIC FATE: Based on the estimated Henry's Law constant of 2.3X10-7 atm-cu m/mole at 25 °C(3), 1,2-butanediol is expected to be essentially nonvolatile from water. Adsorption to sediment, bioconcentration in aquatic organisms, and hydrolysis are not expected to be important fate processes for 1,2-butanediol in water systems(SRC). 1,2-Butanediol is expected to biodegrade based on a screening test for 1,4-butanediol(SRC).

ATMOSPHERIC FATE: Based on the measured vapor pressure of 0.0501 mm Hg at 25 °C(1), 1,2-butanediol is expected to exist almost entirely in the vapor phase in the ambient atmosphere(2). Vapor phase 1,2-butanediol is degraded by reaction with photochemically formed hydroxyl radicals in the ambient atmosphere; the half-life for this reaction in air can be estimated to be about 25 hours(3,SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Signs and Symptoms · 3 件

Dizziness. Drowsiness. Headache.

Redness. Pain.

Nausea. Abdominal pain. Diarrhoea. Aspiration hazard!

Effluent ConcentrationsAn unspecified isomer of butanediol was qualitatively identified as a volatile component at 1 of 5 hazardous waste sites(1).

安全データ

wgk
2
tsca
TSCA listed
rtecs
EK0380000
ridadr
1993
hs_code
29053995
化審法
(2)-235

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

... 1.0 g/kg of 1,2 butanediol /given/ intravenously during a 2-min period to rabbits ... was metabolized slowly, as shown by the fact that the blood level fell slowly and that there was only slow excretion via the urine. That which was excreted in the urine was found either as the glucuronide or unchanged. Tissue analysis showed no accumulation of 1,2-butanediol.

... Glucuronides or other metabolites /were not found/ in the urine of rabbits given 1,2-butanediol orally.

Absorption, Distribution and Excretion... EVEN WHEN EXPOSURES WERE PROLONGED AND REPEATED ... IT WAS NOT ABSORBED THROUGH THE SKIN /OF RABBITS/ IN TOXIC AMT.

用途と製造

Uses · 5 件

CIR ingredient: 1,2-Butanediol

Used as an intermediate in polyester resins; as a solvent; [HSDB] Used as a solvent in pesticides and inkjet inks and in the preparation of polyurethanes; [CHEMINFO]

Farming (Pesticides) [Category: Industry]

IN INDUST AS INTERMEDIATE IN POLYESTER RESINS

Solvent and intermediate

U.S. Production · 3 件

2023: 250,000 - <550,000 lb

(1977) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)

(1979) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)

Consumer UsesSolvent
Methods of Manufacturing1,2-BUTANEDIOL IS A RELATIVELY NEW PRODUCT & IS PRODUCED COMMERCIALLY BY HYDRATION OF CORRESPONDING 1,2-BUTYLENE OXIDE IN MANNER SIMILAR TO THAT DESCRIBED FOR OTHER SIMPLE GLYCOLS.
Use Classification · 2 件

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

General Manufacturing Information1,2-Butanediol: ACTIVE
応用分野 · 2 件

用途12BGは、ポリエステル可塑剤(塩化ビニル樹脂用)ポリエステルポリオール(ウレタン樹脂のソフトセグメント)及び不飽和ポリエステル樹脂の原料として優れた特性を示します。これらの製品は、日用雑貨品などの一般消費材から電気?自動車などの耐久消費財及び機械用部品等の工業資材分野に至るまで、極めて広い範囲にわたって使用されます。今後もその用途は、益々拡大するものと期待されています。 主な用途 ■ 塩化ビニル樹脂可塑剤 アジピン酸等の脂肪族2塩基酸と反応させ低分子量のポリエステルとした後に末端カルボキシル基をヘキシルアルコールのような脂肪族アルコールでエステル化し、非移行性の可塑剤として使用できます。 ■ ウレタン樹脂用ポリエステルポリオール アジピン酸等の脂肪族2塩基酸或いはフタル酸等の芳香族2塩基酸と反応させ、末端がヒドロキシル基である低分子量のポリエステルポリオールにするとウレタン樹脂用のポリオールとして使用できます。このものを用いて製造したウレタン樹脂は、優れた物性を有します。 ■ 不飽和ポリエステル樹脂 マレイン酸等の不飽和脂肪族2塩基酸或いはその無水物とフタル酸などの芳香族2塩基酸とを反応させたポリエステル樹脂をスチレンモノマー等の重合性モノマーに溶解する事によって、不飽和ポリエステル樹脂として使用できます。12BGに含有するエチル基によって、重合性モノマーに対する溶解性が向上するので取り扱いが容易で、耐水性に優れた樹脂を得る事が出来ます。 ■ その他各種ポリエステル原料 接着剤等の樹脂の原料として用いることが出来ます。 ■ その他の用途 各種溶剤、冷却剤、油圧用駆動油、ファインケミカルの原料として用いることが出来ます。 《貯蔵及び取扱い》 12BGは吸湿性があり、酸素により変質を受けやすい物質ですので、貯蔵容器は乾燥窒素で必ずシールして下さい。貯蔵に際しては、40℃以下に保持することをお勧めします。 12BGは消防法危険物第4類第3石油類(水溶性)、危険等級Ⅲに該当します。 揮発性が低く、12BG自体が常温で引火することは有りませんが、万一燃えた場合は、粉末消火剤、泡薬剤(耐アルコール性)または大量の水噴霧が有効です。12BGは毒性が極めて低く、安全性の高い物質です。取り扱いに際しては、保護メガネや保護手袋などの一般的な保護具を着用して下さい。

使用1,2-Butanediol was used in the synthesis of (R)-2-hydroxybutyric acid.

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補足説明

定義本品は、次の化学式で表される二価アルコールである。

定義ChEBI: A butanediol in which the two hydroxy groups are located at positions 1 and 2.

関連反応

37 件

関連ノート

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